TL;DR:
Building a successful side hustle isn’t about grinding harder; it’s about thinking like a marketer, building systems, and creating consistency over time. Conor Brown shares how he manages multiple businesses alongside a full-time corporate career by focusing on funnels, automation, and long-term strategy instead of chasing quick wins.
The Side Hustle Stack: How Conor Brown Built Multiple Businesses Without Quitting His Day Job
I’m convinced there’s a specific level of side hustle mastery where you can manage multiple businesses and still casually walk around EPCOT eating a pretzel like nothing’s on fire.
Conor Brown seems to have reached it.
That’s why I wanted to flip the script for this week’s episode and put my co-host, Conor Brown, in the guest chair. By day, Conor works a full-time corporate marketing job. On the side, he runs Vacation Kingdoms, helps lead and train more than 75 travel advisors at Keys to the Castle Travel, co-hosts our live show, creates content, and still manages to answer my panicked texts about where to find a decent drink near Wilderness Lodge.
Honestly, it sounds exhausting.
But after talking through his systems, mindset, and approach to marketing, one thing became crystal clear:
Conor isn’t just “busy.” He has built what I’d call a Side Hustle Stack.
And if you’re a creator, marketer, consultant, or entrepreneur trying to grow something in the margins of your life, there’s a lot to learn from how he’s doing it.
How Thinking Like a Marketer Changes Your Business
This might have been the biggest takeaway from our conversation.
Most people who start a side hustle think of themselves as the thing they do.
Travel advisor. Coach. Designer. Photographer. Consultant.
Conor thinks of himself as a marketer first.
That subtle shift changes everything.
Instead of waiting around hoping referrals magically appear like Tinker Bell sprinkling pixie dust over your Stripe account, he focuses on building a funnel:
- Viewers
- Followers
- Leads
- Clients
That sounds simple, but most people skip the first three and immediately wonder why nobody’s buying.
Conor explained that newer travel advisors often get emotionally crushed when a lead ghosts them or cancels a trip. But marketers understand something important:
It’s a volume game.
When your funnel is healthy, one lost lead doesn’t feel like the end of the world. It’s just part of the process.
That mindset removes a ton of emotional baggage from running a business.
And honestly? More creators need to hear that.
Your Day Job Might Actually Be Your Secret Weapon
There’s this weird pressure online that says your side hustle has to become your full-time thing immediately or you’ve somehow failed.
I think that advice has caused a lot of unnecessary stress.
Conor pushed back hard on that idea during the show. He talked about how keeping a steady corporate paycheck actually gives him the freedom to create better content, serve clients better, and make smarter decisions without operating from panic mode.
That’s a huge mindset shift.
The internet loves the dramatic “I quit my job and burned the ships” story.
But sometimes the smarter move is building steadily while your bills are still paid.
That consistency gives you breathing room. It lets you experiment. It gives you margin to learn.
And honestly, in an economy where things seem to change every twelve seconds, having multiple income streams feels less risky than depending on one thing.
Systems Are the Difference Between Success and Absolute Chaos
Conor described his schedule as “an absolute nightmare.”
Which honestly made me feel better about my own calendar.
But what keeps the whole machine from flying apart are systems.
Templates.
Automations.
CRMs.
Processes.
One of my favorite examples he shared was his Disneyland email sequence. When someone books a trip through Vacation Kingdoms, Conor pushes one button, and a carefully timed series of emails automatically walks the client through every step of the vacation process. Dining reservations. Payment reminders. Park tips. Packing suggestions.
I’ve actually been getting those emails for our upcoming Disneyland trip, and they’re ridiculously helpful.
The important part is this:
He built the system once, and keeps refining it over time.
That’s how side hustles scale without completely eating your life alive.
A lot of creators think automation sounds cold or impersonal. But good systems actually create a better customer experience because nothing gets forgotten.
AI Isn’t Replacing Experts, It’s Exposing Average Ones
We also talked a lot about AI.
Because apparently it’s legally required for every creator conversation in 2026.
Conor had a really interesting perspective on it. He said more clients are showing up with ChatGPT-generated Disney itineraries already in hand.
His response?
“Average at best.”
And honestly, I think he’s right.
AI can absolutely help people get started. It can organize information. It can summarize options. It can even generate decent vacation outlines.
But it can’t replace lived experience.
It doesn’t know the tiny operational details that only come from being in the parks weekly. It can’t understand your family dynamics, your walking limitations, your kid’s sensory issues, or your weird obsession with Dole Whip.
That’s where human expertise still matters.
I loved Conor’s point that he shares tons of information online already, but what clients are really paying for is nuance and personalization.
Or as Jay Baer says:
“Knowing the ingredients doesn’t make you a chef.”
That line still hits.
Teaching Other People Makes You Better
One thing that surprised me during our conversation was how much Conor’s role training travel advisors sharpens his own skills.
At first glance, it sounds like he’s training competitors.
But teaching forces clarity.
When multiple people ask the same question, it exposes weak spots in your systems.
That’s true for creators too.
One of the best ways to level up your expertise is to teach what you know.
Start a YouTube channel.
Host workshops.
Write newsletters.
Create tutorials.
Teaching forces you to organize your thoughts instead of letting everything bounce around your brain like caffeinated squirrels.
Honestly, this show does that for me every single week.
The Real Secret: Nobody’s Coming to Save You
This was probably the most important mindset shift from the whole episode.
Conor originally planned to work for Disney full-time. He completed the Disney College Program and hoped to land a professional marketing internship that would eventually become a corporate role.
It never happened.
Eventually, he realized he was waiting for permission from a company that might never call.
So he built something himself instead.
That realization changes people.
Because once you understand nobody is coming to hand you the perfect opportunity, you stop waiting.
You start creating.
You start building.
You start posting the content even when it’s imperfect.
You stop obsessing over vanity metrics and focus on consistency instead.
That’s where momentum starts.
So, What Should You Do This Week?
If you’re sitting in a corporate job wondering whether you could build something on the side, Conor’s advice was refreshingly practical.
Don’t overcomplicate it.
Start with the skill you already have.
- Social media marketer? Start a niche content account.
- Email marketer? Launch a newsletter.
- Paid ads specialist? Buy a domain and experiment with traffic.
- Designer? Build templates and share your process.
You already have valuable skills.
You just need to apply them somewhere you own.
And no, you do not have to quit your job tomorrow to make it count.
Sometimes the smartest businesses are built quietly, consistently, in the margins of ordinary life.
That’s the Side Hustle Stack.
Key Takeaways
- Think like a marketer first, not just a service provider
- Build systems early, even simple ones
- Consistency matters more than viral moments
- AI works best as a helper, not a replacement
- Teaching your expertise sharpens your own skills
- Side hustles do not have to become full-time businesses to be successful
- Your current job skills may already contain your next business opportunity
Connect With Conor!
Conor Brown: Vacation Kingdoms | Keys to the Castle Travel | Podcast | TikTok
SHOW TRANSCRIPT
This transcript is automatically generated by Descript. Any errors or omissions are unintentional.
[00:00:00] Conor Brown: Treat this seriously, right? If you want to treat it like a hobby and you wanna show up every now and then, that’s fine.
[00:00:05] Conor Brown: Hobbies are great. I love golf. I love all my hobbies that I have. I’m not going on the PGA tour anytime soon because I’m not dedicated to doing any of that stuff, right? Sit down. Put in the work, you have to show up. Hello folks. Welcome to Creator News Live. I’m Jeff Sieh and you’re not.
[00:00:29] Conor Brown: And I’m Conor Brown and this is the show that keeps you up to date on what’s happening in the world of the creator economy and so much more.
[00:00:35] Jeff Sieh: You ever looked at someone building a business on the side of a full-time job and thought, you know, how in the world are they pulling this off? Are. Are you a marketer who has wondered if you could take your corporate skills and build something of your own in the margins, or maybe your solepreneur who needs a system for growing without burning out?
[00:00:53] Jeff Sieh: If that sounds familiar, you are in the right place. This week, we are flipping the script on Creator News Live. Our co-host, [00:01:00] Conor Brown, is on the guest chair for the finale of our Side Hustle Secret series. Conor is the. Founder of Vacation Kingdoms and the Director of Agent Development at Keys to the Castle Travel, where he has trained dozens of travel advisors.
[00:01:13] Jeff Sieh: He’s a former Walt Disney World cast member and a marketer by trade, and he’s doing all of this on top of his full-time job. So today we’re unpacking the side hustle stack, how the day job and the two side hustles feed each other and what he has learned. Building a real business in the margin. Of a full-time career.
[00:01:30] Jeff Sieh: So sit back, clear your schedule, clear your mind, and get ready for this week’s episode of Creator News Live.
[00:01:38] Intro: It’s Creator News Live, welcome to the show. Conor Brown is here, he’s ready to go. With two side hustles and a full-time gig. His marketer’s playbook, yeah, it’s big.
[00:01:59] Jeff Sieh: Awesome. [00:02:00] Conor Brown.
[00:02:00] Conor Brown: I’ve never looked better than when Jeff Sieh makes me from AI look like Jacob Elordi out here, and I am not. Ha uh uh I’m not disappointed with that, that’s for sure.
[00:02:12] Jeff Sieh: That’s what, that’s the, actually the new, uh, ChatGPT image model, their image two, which they need to have a better name. But yeah, so it’s getting really, really cool. it basically did that from one prompt and then of course I did my face, uh, swapping little thing that I do and it. It’s just really, really sharp.
[00:02:28] Jeff Sieh: So, yeah, we’ve got, we we’re gonna dive into this because Conor does have a lot of knowledge about side hustles. but first of all, I want to give a shout out to our friends over at Ecamm who sponsored the show. You can find out more about them at Ecamm dot com slash jeff. They’re actually all right now in the UK wrapping up a creator camp there on the, uh, kind of a YouTube conference as well, but they’re having a couple more.
[00:02:49] Jeff Sieh: This year I’m gonna be in Chicago, I think in June or July at their event there. And then they have their big one in Portsmouth later on. Uh, more towards the, fall. Um. Time of year. So we [00:03:00] will, uh, we you gotta go to one of those ’cause it’s amazing. Conor’s been, I’ve been a couple times. They are awesome.
[00:03:05] Jeff Sieh: Ecamm dot com slash Jeff. Alright, so we’re gonna get right into it, Conor, because, you’ve got a ton of side hustles, but I wanna know from the audience. How many side hustles do you have running right now? Like, drop the number in the chat. Are you doing 1, 2, 3? I know Disney Hotel lady, I believe is doing one.
[00:03:21] Jeff Sieh: Amy is just amazing. She’s just way, far ahead than the rest of us. But, yeah, let us know. Are you doing a side hustle like Conor? Like is there anybody doing more than two? Because Conor’s got two and a full-time job and gonna talk about that today. So Conor, you’ve worn, a lot of hats.
[00:03:36] Jeff Sieh: You’ve been cast member at Walt Disney World corporate marketer, travel advisor, agent trainer, co-host of this show. Take us all the way back. When did this, like this theme park obsession start for you?
[00:03:49] Conor Brown: Definitely just as a kid, we, my family was, was Disney people. We would go to Walt Disney World every other year and then we started going every year. so I grew [00:04:00] up. Just loving the place. I come from Maryland. I had a lot of friends that every year they would go to the beach, you know, they would go to the beaches of Delaware and Ocean City and that was their thing for us.
[00:04:10] Conor Brown: That was Walt Disney World every year. That’s what our trip was, and I just grew up loving it and I knew it was something consistent that was going to happen. Right. So in between the time I was not in Disney World, I was looking on message boards. I was watching old school videos. I was reading up on it ’cause I loved it so much.
[00:04:31] Conor Brown: I would pass the time in between my trips by learning more about it. And one time we were down there and we were on. One of our favorite attractions, the people move her and my mom turned to us and said, you know, this was the attraction I used to work on, and my mind it was blown. I was like, what are you talking about?
[00:04:48] Conor Brown: You’re, you’re a mom, you’re a school teacher. You, you couldn’t have ever done anything like that. And she told me about the, the college program, the Disney College program, which is something that still is a [00:05:00] huge thing here at Walt Disney World. But basically you come into the parks and, and you’re able to work.
[00:05:05] Conor Brown: So as soon as I understood that, that was an opportunity that my mom did that, that I wanted to follow in her footsteps. I mean, I was already obsessed with the theme parks that cranked it into overdrive from there. And luckily I was able to be accepted into the college program. Work in Walt Disney World.
[00:05:21] Conor Brown: and then after I left I knew, you know what? I still wanna do something. I still want to help people plan these trips and, and do these trips. And that’s where it started and it’s evolved from there.
[00:05:32] Jeff Sieh: So the questions. When, like, did you dec decide, I mean you, you found out your mom was in the college program, so did you immediately start plan, like what age was that? Did you immediately start planning to be in the college program? Or when did you decide, was it like in high school that you’re like, okay, this is a goal kind of a thing?
[00:05:46] Conor Brown: I was definitely like late middle school, early high school. I remember like essentially creating a fake application so I could look at like these videos that they had, but they put ’em behind like a. An applicant paywall [00:06:00] almost. And remember doing that in high school just so I could see these videos that were like, what it’s like to live, learn, and earn on the Disney College program and stuff.
[00:06:08] Conor Brown: So Jeff, even before I knew what college I wanted to go to or what major I wanted to study, I knew part of my college experience had to be on the Disney College program at some point.
[00:06:22] Jeff Sieh: That is really cool. Okay. because, so funny ’cause I didn’t even know, that was, was even a college program. ’cause I thought that would’ve been something. ’cause I was kind of, I always thought Disney was creative. You know, we were in the middle of Kansas. It was kind of, we were in the middle of the country getting to one or the other.
[00:06:34] Jeff Sieh: We got to do that. I don’t know how my parents did it. We weren’t. Really, uh, well off, but I’m sure we ate sandwiches in, in the parking lot, but they made that dream happen and it was always, you know, it, it was pretty amazing.
[00:06:46] Conor Brown: So back in the day, they would have representatives that would go from campus to campus they’d put on a little, almost like a little info session. And that’s how my mom heard. My mom also was a recreation major, so it kind of. Fit in with, with, with what [00:07:00] she was doing. it was very different back then, right?
[00:07:02] Conor Brown: Her session was just the summer, so it was just a summer term that, that they were offering it for me. I did it for a whole year, right after, after college. I applied while I was in college. Got it. While I was in college and did it right after, I graduated.
[00:07:16] Jeff Sieh: So, you know, a lot of people love Disney. There’s, there’s a ton of them in the chat room right now. I already know. And the, the man is here. the Lou Mongello, he’s going, is that the Conor Brown? Yes, it is. It is not an AI avatar, but a lot of people love Disney. Very few decide to build a travel advisor business around it while still working a full-time job.
[00:07:36] Jeff Sieh: So like what was the moment that you realized, okay, could this be a real business and not just a passion project? And I kind of wanna know, did you do, was the the travel advisor thing first before the marketing job? Or is the marketing job first and then you added on, okay, I’m gonna do a travel advisor thing too.
[00:07:53] Conor Brown: So it, it started, you know, the college program, and then once I ended the college program, I knew, you know [00:08:00] what, I have to, put my degree to use, right? I wanted to do something in marketing. So I went back home to Maryland, but I said to myself, I said, you know what, if Disney ever comes calling again, I’ll, I’ll drop everything and I’ll, I’ll go and I’ll work for them again.
[00:08:15] Conor Brown: Right. So I went back home. I got a great job in marketing and maybe a year, a year and a half went by and I was like. This is so silly. Like I am waiting for something to happen that is totally outside of my control, right? I knew I wanted to do something with the theme parks related. I knew I wanted to create something.
[00:08:36] Conor Brown: Maybe why was I sitting here waiting for a company to reach out when that wasn’t gonna happen, and it was so outside of my control. So I decided to take matters into my own hands, and that’s when I started my blog. Then eventually a few months later, my podcast. So that was the first thing, and it really was just something to try to funnel all this information that I had and help people plan their trips.
[00:08:58] Conor Brown: ’cause I would see people who [00:09:00] were, for lack of a better term, clueless in the parks I was working there. They would be there. They had no idea what was going on. And that always broke my heart because we grew up as a type A. Planning family. We knew what we wanted to do because we wanted to get the most out of and every trip, and we’d see so many people come in when I was a cast member.
[00:09:19] Conor Brown: They didn’t do an ounce of planning. They had no idea, right? They didn’t know the tips and tricks and stuff, and their trip was a lot more stressful than it needed to be. So when I started the blog and the podcast, it was really just that to share my information for people who are trying to seek it out so that they can plan better trips and stuff.
[00:09:37] Conor Brown: And eventually, I think with all kind of. Hobbies or whatever, you come to an impetus of, Hey, am I going to make money off of this? Right? And how am I going to do that? I formulated a bunch of different ideas, but I realized, you know what the next level is to just become a travel advisor, which if you don’t know how travel advising works, you book your vacation through me for the same exact [00:10:00] price that you would find on a consumer website.
[00:10:03] Conor Brown: You can go to walt disney world.com. You’re gonna find the same price that I’m gonna find. But you’re gonna get all my expertise and knowledge and that Disney is gonna pay me a commission based on whatever we sell. So I said, you know what? Let’s do that. Let’s, let’s try and go that. and I dipped my toes into the, the travel advising, world right in February of 2020, which was a great time to start selling travel.
[00:10:27] Conor Brown: which is crazy. So that’s kind of how it started. It, it, it was. That sort of, you know, what, how do we start making just a little bit of money to, to kind of help fund this thing that I’m doing with a blog and podcast?
[00:10:40] Jeff Sieh: So did you ever think about going inti inside of the Walt Disney Company? Like, you know, instead of doing, you know, this marketing job, did you ever think like, okay, I’m gonna get some experience doing this marketing thing and then maybe I can go work for marketing for Disney?
[00:10:52] Jeff Sieh: Or is it like getting inside the company?
[00:10:54] Jeff Sieh: I mean, you kind of went, you were already in it, like with the cast member, but then going into like the corporate side, is that a big leap [00:11:00] or was that like I, you didn’t want to do that after you saw how the sausage was made? Like what was your, why didn’t you go that direction?
[00:11:05] Conor Brown: Oh, Jeff, I had a simple plan and it was gonna work to perfection. It was a three part plan. The first part was to do the college program, so the college program, you’re working in the park, right? You’re doing something like that. The second was to get a professional internship, and the professional internship is more in marketing, something like that.
[00:11:23] Conor Brown: And the third was to roll that professional internship into a full-time job in marketing with Disney and work there for the rest of my life of that three-part plan. I got one part completed I got denied from everything else. So what I ended up doing when I didn’t get any of the professional internships that I wanted, when I didn’t get any of the, the, the jobs is I extended my college program.
[00:11:50] Conor Brown: So I from one semester to to two. So I was basically there for, for a full year. Just to try to see if anything else would, would come up from it, but it didn’t. So yeah, [00:12:00] the, the plan was always to work for them. I, I think, uh, once I, I got a, a marketing job outside of it, I realized, you know what, there are other avenues we can go that we can still incorporate this into our personal and professional lives.
[00:12:14] Jeff Sieh: So if like Disney’s watching right now and they said then they, they would offer you a marketing job. You go, would you go inside the company now
[00:12:20] Conor Brown: Well, the price has to be right. price has to be right. I think there’s also some sort of flexibility too, right? Like I think that we talk a lot about it on, on the show. I know when, when we just had Sean on the show or even Steven last week going into the park. Going into.
[00:12:40] Conor Brown: Right. Right.
[00:12:43] Conor Brown: I do this on the side, I go in the parks all the time. I still have a ton of fun. What’s that next step? Right? When you’re in the side, the, the, the beast, the mechanism, all that stuff. What is that like? And it’s, it would be very, very, very different. Plus my travel advisor stuff has, has blossomed to [00:13:00] beyond Disney.
[00:13:01] Conor Brown: I book all sorts of trips. Right. And I would hate to, to give that up, in this moment in time I would say.
[00:13:07] Jeff Sieh: So, it’s really interesting. I wanted to ask, you know, uh, well, Lou first of all says, wait plan. You can’t just roll up the parks at around at 11:00 AM buy a ticket and go to any traction you want. Uh, no. No,
[00:13:20] Jeff Sieh: can you wanna have a
[00:13:21] Jeff Sieh: Lou can’t because he’s Mr. Disney. But the rest of us, mere mortals, we, we have to actually make plans and, and understand what’s going on, the, the other question I have like, you know, we talked Lou’s talking about travel agents and you planning and all that stuff. Vacation Kingdoms is like your baby, that’s your travel agent kind of company, travel advisor company.
[00:13:41] Jeff Sieh: but you also train other advisors at Keys to the Castle. So did that come after you started doing it? Or like, did you merge or like how did, how did that all work and how did that one lead to the other?
[00:13:53] Conor Brown: That came a few years after I started being a travel advisor. I was at another agency and, just kind of like you [00:14:00] switch jobs, I, I saw this opportunity. I met Chris, who was the co-owner of Keys to the Castle Travel. He had a void to fill. I think he saw that I was a, a good communicator. I was organized, I was good at marketing.
[00:14:12] Conor Brown: I could help people in another capacity when it came to the travel advising stuff. so that’s where the opportunity kind of, kind of arose. I, I had been a travel advisor servicing my own clients for a while. So that was kind of the expertise and the experience I was bringing to Keys to Castle Travel.
[00:14:27] Conor Brown: So there, I’m still a travel advisor. I still service my clients. I still help, book any trips that they want, right? But I also train onboard, make sure our systems are properly in place for, we’re up to 75 agents now. I’ve trained and, and onboarded dozens of, of agents, so. We’ve really, systematized our, our process and, and helped a lot of people start side hustles of their own.
[00:14:52] Jeff Sieh: Got it. So. you kind of being a former cast member, I mean, I’m sure that gives you a lot of insight, especially the Disney side of [00:15:00] planning, is and how you plan trips for people. But what does that insider perspective actually give your clients that, like, make you stand out that another agent couldn’t?
[00:15:09] Jeff Sieh: Because there’s, there’s a ton of Disney travel planners out there and advisors, like, what is your kind of thing that sets you apart compared to all those others?
[00:15:17] Conor Brown: I think the, the. Operation side of stuff really helps me understanding how Disney thinks about things, about how they want crowds and stuff to, to navigate the parks. That’s helped me a lot just in helping to formulate plans for people to use in the parks and stuff. A lot of, you know, what I learned in the company was much more around.
[00:15:39] Conor Brown: Communication and you know, staying organized and those sorts of things. I think where I really shine, where I differentiate myself from all the other travel advisors is the proximity that I have to the parks. Now I’m in there constantly, right? There’s a lot of great travel advisors spread out all over the country who [00:16:00] come once or twice a year and that’s great and they have a lot of knowledge about that.
[00:16:05] Conor Brown: I’m in the Parks weekly. I know traffic patterns, the flows, the changes, those sorts of things. So I can help clients in real time, not what was going on 6, 7, 8 months ago. so I think it’s kind of the twofold. I, I, I definitely think my communication skills, understanding how the company and the parks work as a whole and how operations work, but then also what’s going on right now today in the parks.
[00:16:31] Conor Brown: That’s how I’m able to differentiate myself.
[00:16:33] Jeff Sieh: So I’ll just give an example. ’cause Conor plans are a lot of our Disney trips. He’s planning the one we’re going to Disneyland. Here in a week or so. And, one of the things I remember, we were exhausted after a day at Epcot, and I just texted Conor, like, Conor, what’s the fastest way to get outta here?
[00:16:46] Jeff Sieh: Like, how do I get to my hotel quickly because Jody’s tired. I’m tired. And he’s like, okay, this is what you wanna do. You’re, you wanna go down to the boardwalk, you wanna go to this hotel and you wanna get an Uber straight from here, you’ll bypass this. Or, or one of the best ones was take the boat. We were at Disney [00:17:00] World magic Kingdom me, he said, take the boat, go to a wilderness lodge and go there and just sit at the, you know.
[00:17:05] Jeff Sieh: The lounge and they have great snacks and you can just chill there for a while. And like we did it. We had the best time. In fact, we went back with a group of friends, uh, I think in a month or so because the territory lounge was so awesome. But that’s the kind of stuff that Conor can give you because of the knowledge he has.
[00:17:20] Jeff Sieh: Those little, those little hacks that just hmm, make your vacation so much better. Uh, I think that’s, that was really, made our day when we could go and get back a little earlier without so much walking
[00:17:31] Conor Brown: Most of my, most of my tips are around alcohol, so just keep that in mind.
[00:17:35] Jeff Sieh: Okay. Yeah, that I didn’t have that. Didn’t even bring that up. Didn’t even bring it up. Alright, so, you’re co-host of this show. You run Vacation Kingdoms, you train advisors at Keys to the Castle, and you’re still a full-time like corporate marketer for a company. So what does a typical week actually look like when you’re juggling all that?
[00:17:52] Jeff Sieh: Do you have certain days you do certain things, you put certain days, have certain buckets, like how do you manage all of this, [00:18:00] together?
[00:18:00] Conor Brown: I don’t, it’s a nightmare. It’s, it’s an absolute nightmare. It’s, it’s terrible. There’s nothing, Mike Tyson, everybody has a plan until they get punched in the face. Right. And I think that a typical week is that there isn’t a typical week. You know, what’s typical about my week is I know if I’m not traveling, I’m gonna be here.
[00:18:18] Conor Brown: At 11 o’clock Eastern time every Friday doing this show, right? That’s the most consistent thing. one thing that I think is great is that I am able to work from home some of the days of the week. So that’s where I can, I can do, other things, uh, relatively quickly once I log off for the day.
[00:18:35] Conor Brown: Right. So I think what my days, my weeks really look like is understanding, alright, what do we have to do to market myself, which is what I use vacation kingdoms for. What do I have to do for clients, whether it’s upcoming trips. Payments are getting due, right, or if there’s a new promo coming out. Perfect example.
[00:18:57] Conor Brown: Last week, Disney just opened all of their [00:19:00] travel and vacation packages for most of 2027 for Walt Disney World, right? So that meant a lot of people I had to reach out to who are interested in traveling in 2027. I knew that was gonna be a big part of that week. Maybe there’s reaching out to clients that I have quotes out there for following up, right?
[00:19:17] Conor Brown: And then there’s also the servicing the agent side of thing. Where are certain agents in training, right? What are they doing? What do I need to follow up on? Do I need to get them anything? Do I, I have any questions? Do they need to do Right? The only way, the only way I can do any of this is with really, really, really good.
[00:19:37] Conor Brown: Systems, tools and processes, and that’s the only way that I’m able to do any of this, because weeks change on the drop of a dime, there’s always something coming out.
[00:19:48] Jeff Sieh: And we’ll talk about that a little bit of your systems kind of in the next section. But before we move on, I wanted to talk about like, what’s one thing in the early days of vacation kingdoms that would surprise our audience? Something you maybe haven’t talked about [00:20:00] on the show before. Um, I would really be interested in like, when you first started, like one of the things that people wouldn’t know about that, is there
[00:20:06] Jeff Sieh: anything
[00:20:07] Conor Brown: Well, it used to be something else. It used to be called W DW Opinion. Right? Which was was My whole thinking when I started it was, what if we had a place that could be like, come share your own opinions. Right? And, and I’ll tell you why they’re wrong. Right. Or others will tell you why they’re wrong and, and that sort of stuff.
[00:20:27] Conor Brown: And it didn’t really take off. I, I think what one thing that kind of started to surprise me is that when I did start to share my own knowledge, a lot of people were like, I didn’t even think of that. That’s so good. Like, you don’t know what that other people don’t know, right? Like that’s the thing, it’s, it’s, you think everyone knows this knowledge that you’ve possessed for forever.
[00:20:50] Conor Brown: Forever. But in reality, no one probably does that. So, I don’t know. I think when I was, was starting that out, you know, that always kind of surprised me and, and I think [00:21:00] it helped when I pivoted into a more like, Hey, this site is just me telling you what’s up, what my opinions are, and what my, I think you should do with tips and tricks.
[00:21:11] Jeff Sieh: Yeah, and one of the things people may not know is I think this happened in the last couple years, but you became like, you’re on the call list or whatever for like being a Disney influencer. You got to go and do some, some things when, like some movies and new things open that Disney’s actually starting to call you now and letting you know.
[00:21:27] Jeff Sieh: I guess it’s a press pass. I don’t know what it’s called, but that is really cool too. I mean, that also helps, you know, you mentioned getting yourself out there. That’s a big deal. Like that’s, that’s a really cool thing.
[00:21:36] Conor Brown: I think my content, like being as professional as possible, like still you can be critical and, and whatnot, but, it has to look polished. It has to look good, you know, and I think that I’ve been doing this a while now. I’ve been creating content for, for a while. So being able to have that year’s worth of knowledge, Around creating content around what’s gonna stick and those sorts of things has really helped me, in that, I know Rich [00:22:00] Graham, I think was asking about the 30 day short video content, challenge that I was doing. I was. This was honestly rich. I think this was probably a year ago now, close to a year ago, where I was posting one short form content, piece every single day for 30 days.
[00:22:13] Conor Brown: I did it. It was great. The thing I took away from it was just the consistency and more. So if you’re gonna be inconsistent, it better be really, really good stuff that you’re producing, right? Not just generic, whatever. Every. Two weeks or something? No, it can, it can be a little inconsistent as long as it’s really, really, really good when you do show up.
[00:22:34] Jeff Sieh: that is awesome. So we’re gonna move on to our next section, but first we have a, a word really quickly from our sponsor.
[00:22:40] Speaker 2: When your show deserves the very best, Ecamm stands above the rest. Ecamm.com/jeff, won’t you see? Broadcasting brilliance, easy as can
[00:23:00] be.
[00:23:00] Jeff Sieh: Thank you to our sponsor, ECAMM. They, are amazing. And, uh, if you want to see how I put that together, you can have to come to my session or wait till I’m, I’m back and, and we’ll talk about that, I’m sure on the show. So, very, very fun. as we go on, I wanna know for this next section, Marketers that are in the chat or people, you know, entrepreneurs, everybody has to market.
[00:23:20] Jeff Sieh: what is the one marketing, skill that you brought from corporate job that still runs your business today? Like maybe you are full-time doing your, your hustle, doing your own business, but what’s. Everybody’s had jobs before, what they’re doing and like, what’s one skill that you learned previously that you have brought into your business today?
[00:23:38] Jeff Sieh: Conor’s done a great job of sharing how he took his time as a cast member and turned that into his side hustle, and that grew to even now, advising other agents as well as his own, his own business. So I would love to know what you guys have taken away from a previous job that you’re using in your current job.
[00:23:55] Jeff Sieh: So, We’re gonna talk about how all these hustles overlap, how the systems work [00:24:00] together. but Conor, you’re a marketer by trade. When you launch vacation kingdoms, what marketing techniques like you learned from corporate did you bring with you and maybe something you had to unlearn? Like it’s really different being by yourself, even working from home as you do sometimes.
[00:24:14] Jeff Sieh: Like what did you kind of maybe have to unlearn or some things you took over from your corporate, job.
[00:24:19] Conor Brown: I think the, the thing is just like trial and error, no matter what you’re doing in marketing, it’s, it’s big. So when you’re working in corporate, all those things are at a much larger scale than than a side hustle, right? So you can learn a lot quicker. So I think that that has really, really helped me in, in. The knowledge that has been backed up about trying it in the corporate world, right? And, and trying it at scale. So that’s helped a lot. I think the things that I’ve had to unlearn is, running it past anyone else. Like, I can do whatever I want. Like I’m a solopreneur, right? So. At a some point in your corporate time, you’re doing tasks, you’re doing assignments, you’re doing projects, and then [00:25:00] somebody’s gonna look at it, right?
[00:25:01] Conor Brown: Somebody above you is gonna look at it and sign off and say, that’s good. Go for it. When you work by yourself, no one’s gonna sign off on it, right? So when you’re in corporate, you can kind of get a good enough of the way there. To where it’s gonna get reviewed, there’s gonna be edits, and we can go from there. We’re our own worst critics, right? So when you’re working by yourself. And you know, no one else is there to review it. Well, you can just sit on something for forever and say, it’s not good, it’s not perfect. We need a couple more tweaks here or there, or this, that and the other. So unlearning that of like, no one’s gonna come and say, yep, it’s time to post.
[00:25:37] Conor Brown: Right? You have to be the one to do that. You have to be the one to say, good enough. Let’s get it out there and, and let’s learn from it.
[00:25:44] Jeff Sieh: Got it. I wanna talk about this distinction that you’ve done is like, like most travel advisors, they think of themselves as travel planners. First, you think of yourself as a marketer first. So how does that kind of reframe change what you do day to day? Are you always looking at [00:26:00] the end goal and how it can move the needle in your business?
[00:26:03] Jeff Sieh: Uh, ’cause I think sometimes people get like stuck in the tasks of their job instead of maybe looking at like how it can grow
[00:26:09] Jeff Sieh: So how has that marketer first mindset helped you in your side? Hustles.
[00:26:15] Conor Brown: Oh, well, it’s helped me reach more people, right? By creating effective. Communicative content, right? That that gets a point across and, and those sorts of things. I think another thing that’s really helped me is in a marketing world, you understand the funnel, right? Everything is a funnel, right? You get viewers and then you get followers, and then you get people that convert, and then you get people that actually book with you, right?
[00:26:41] Conor Brown: And it gets less and less and less and less and less. I think a lot of new travel advisors that get into this. They don’t have a funnel built up, right? So someone reaches out to them and they put everything into them and they think, oh my God, this is gonna be great. This is gonna be awesome. And then that person ghosts them, or that person doesn’t fall through with that trip, or the trip gets [00:27:00] canceled.
[00:27:00] Conor Brown: And then the travel advisor is just, you know, heartbroken because they put all this effort into that. Being a marketer, I know I can’t be heartbroken by any one lead missing out, right? Want any one person not filling out a form, right? It’s a volume game. It’s a volume game, and you have to make the funnel at the top as big as possible.
[00:27:21] Conor Brown: With that, it becomes a little bit of devoid of emotions, right? You don’t take it too personal. When somebody doesn’t reach back out, you’re just onto the next thing. Or when someone has to cancel, you’re onto the next trip. All those things. So I think that’s a big thing that that marketing has brought in the lens that I look through is more of a, we gotta get the funnel filled up and then we can go on to the, to the next thing.
[00:27:45] Jeff Sieh: I got it. So I think, so what you’re saying is like, that’s probably the thing that you see most advisors get wrong or even any small, you know, ’cause we, I know people see these influencers and these videos on Instagram and TikTok. Millions of followers, right? [00:28:00] I mean, millions of views. I. If you don’t have the right marketing message or you don’t have a way to convert ’em, it’s nothing but vanity metrics.
[00:28:06] Jeff Sieh: And in fact, you can have a small audience and make quite a bit of money if you’re reaching the right people and they’re converting. So is that the biggest mistake you see? like new advisors when they come on?
[00:28:17] Conor Brown: Vanity metrics. It’s exactly that, right? It’s, it’s, I posted one thing and no one saw it. Yeah. ’cause it was terrible. Right.
[00:28:25] Jeff Sieh: Right.
[00:28:25] Conor Brown: post 20 terrible things, and maybe the 21st will be a little bit better and maybe more people will see it. And then on your 50th post, maybe enough people will see it, that someone reaches out.
[00:28:36] Conor Brown: Right. Like that’s what it is. You, you have to get consistent with putting yourself out there. I always tell the new travel advisors, I’m like, it doesn’t have to be social media, right? Putting yourself out there when this is a, a job and you’re treating it as such, even if it is part-time and on the side when you’re treating it as a job where you need to make money, you have to put yourself out there.
[00:28:59] Conor Brown: [00:29:00] Beyond social media. How else are you gonna do that? You’re gonna talk to people, Hey, strike up a conversation with somebody at the kids’ baseball game. Where are you guys traveling to? Right? That leads into the next thing. That leads into you sharing your expertise, so on and so forth. Following up on emails, reaching out to people, cold, right?
[00:29:17] Conor Brown: These are the things, the tactics that are. necessary to grow a business in, in this sort of industry. You have to put yourself out there and you have to stay consistent in putting yourself out there. And I think that goes for everything, Jeff. I mean, we have consultants in the chat, right? If you want a new client, you gotta get pretty comfortable putting yourself out there and put in your services on display. Posts on social media, fine emails, talking to people, going to conferences, something Jeff loves to do all the time. Putting yourself out there so people can actually see who you are, what you’re about, and what you’re selling.
[00:29:53] Jeff Sieh: Yeah, I think that’s awesome. And, and being consistent. I think, what is it? I can’t remember who said the quote. It was like, [00:30:00] consistency beats talent every, any day or something like that. I can’t remember what it, yeah. But, I wanted to walk through like this framework you teach. So like if a brand new travel advisor showed up in your program tomorrow, what’s the first thing you would have them work on?
[00:30:12] Conor Brown: So we get them all set up with external trainings. So we walk ’em through, you know, the Disney trainings and Universal trainings and a couple other vendors that, that we work with. We want to get that all, understood so that they understand the products themselves. Right? Because booking as a consumer is, is very different than booking as a travel advisor.
[00:30:33] Conor Brown: So you wanna know the products that you don’t know. As well. and then from there they go into the things that we’ve also started to create. So our systems, our videos, our training tools, all of these things, our CRM, where you enter in your bookings and stuff. We have a very structured process which shows you what videos to watch in what order, what homework assignments to do, how to add in.
[00:30:59] Conor Brown: Fake [00:31:00] reservations, right? and then we also introduce them to the systems and tools we have set up where they can go to for support once they’re done with that training. So it’s a combination of learning about the destinations that they’re probably gonna start to sell, and then also learning about the tools and our systems and how to actually set themselves up.
[00:31:19] Jeff Sieh: Cool. Very cool. It seems like, That kind of training doesn’t happen a lot on a lot of agents that I have talked to and know about. So this is a great question from Disney Hotel Lady and make sure you guys, watching that you drop your questions in the chat. We’ll try to bring up as many as we can during today’s show, but she says, what, Conor, are the top five tips for someone starting their side hustle?
[00:31:41] Jeff Sieh: What you wish you knew when you started.
[00:31:44] Conor Brown: So, I don’t know if this is gonna be five, but I’ll just start rambling. I would say, start small with your goal. Right. If your goal is, as soon as you start it, I wanna make this my full-time gig, you’re gonna get let down really quick within a month when you’re [00:32:00] not making six figures, right? Or whatever you need to make to make it your full-time gig.
[00:32:04] Conor Brown: So start small. What is that gonna be for new travel advisors? I always say. Your first goal should be to book that first vacation that isn’t your own vacation, right? That’s your first goal. Whatever it is, book that. So start small with your first goal. ’cause you also want to give yourself momentum to, to continue to knock down those goals and stuff like that.
[00:32:25] Conor Brown: The second would be no one’s going to tell you to sit down and do this. You are the person that has to actually have the discipline and sit down and be consistent with that. the third, kind of along the same lines. Treat this seriously, right? If you want to treat it like a hobby and you wanna show up every now and then, that’s fine.
[00:32:43] Conor Brown: Hobbies are great. I love golf. I love all my hobbies that I have. I’m not going on the PGA tour anytime soon because I’m not dedicated to doing any of that stuff, right? Sit down. Put in the work, you have to show up. those are the two, honestly, the [00:33:00] main ones I would say with that. And then time management, I mean, you have to make time for it.
[00:33:04] Conor Brown: if this is important to you and you want to make it something big, and it’s not gonna be just a hobby, you also have to get in, not necessarily buy-in from your family and friends, but they have to understand, Hey, I’m gonna have to make some sacrifices for this.
[00:33:19] Jeff Sieh: I think that’s really key. And the other thing is, and this sounds really harsh, but it took a while for me to think about, especially if you been working in. corporate for a while and you have teams and stuff. One of the things that was really for me was like, nobody’s coming to save you. Right? Like, it’s, you like that that lights a, a fire under your, your tush, to get going because Because you know, even in corporate you’re like, okay, if I really screwed this up, the whole team’s gonna take the fall or you know, whatever. You know, it’s like, or you, you can go to a boss and like, Hey, I’ve got this problem when you do this side hustle and then you want to transition it, especially to your full-time gig, you just have to realize like there’s no one coming to save you.
[00:33:54] Jeff Sieh: Like, you can’t kind of rest on your loyal loyals. I teased Lou all the time, but we always ask ourselves, are [00:34:00] we still relevant? Like, is this, is what we’re doing still relevant? Is it making a difference? How can we continue to be relevant and stay relevant? For me, it’s always getting great guests on the show where I can pick their brain and they can come on, we can talk and repurpose it.
[00:34:12] Jeff Sieh: And like that’s, trying to always be relevant and trying to always be better for the next time, I think is a, is another one, which you kind of alluded to. So,
[00:34:20] Conor Brown: I think it goes back to the, that first time of after I left the college program waiting and being like, oh, well they’re gonna come. No one’s gonna come. No one’s gonna come for those opportunities. There’s a, I do believe in luck, but I believe in, uh. Luck only occurs and, and to the fullest benefit when you’re in a position to take advantage of that luck, right?
[00:34:40] Conor Brown: If you win the lottery and you go to the racetrack and you spend it all, well, that’s pretty terrible. But if you win the lottery and you already had a system set up in place to invest it and have some money for travel and those sorts of things, that’s where, where it really, really helps.
[00:34:55] Jeff Sieh: Yeah. Yeah, I think that is really key and, uh, being consistent, like we mentioned before. [00:35:00] So one of the things in our audience we have, uh, it’s full of people. We are trying to grow without a huge team. Like e you know, it’s you, you’re cash poor or you don’t have enough time. And so you like, how do I do this without growing a, a huge team?
[00:35:14] Jeff Sieh: How can I move the needle like we were talked about? Always be better. Continue to, kind of push your dreams forward, but. Where is AI actually earning? Its keep in your workflow, uh, whether that’s vacation kingdoms or your other other client stuff that you’re doing, the communications agent training, whatever.
[00:35:32] Jeff Sieh: we kinda were nerding out before the show about Claude co-work and how we’re using that. So what, where is AI actually fitting, kind of your marketing stack that you’re.
[00:35:41] Conor Brown: Oh, so it’s, it’s, it’s helping with organizational stuff. It’s helping with, templatizing stuff, systematizing stuff. and some of the tools I use like our CRM system are integrating, AI. Pretty aggressively, I would say. So it’s using things again, you have to actually use it. You have to click the [00:36:00] button, right?
[00:36:00] Conor Brown: But it’s synthesizing. you can, distill meeting notes and it can, you know, process that for you. It can remind you of, notes that you took elsewhere. On a client and say, Hey, ask them about this in a follow up call. Those sorts of things. another cool AI tool that our CRM uses is you can copy a link from like a vendor and it’ll create an itinerary just based on that, that one link, which is really, really, really cool.
[00:36:23] Conor Brown: And it looks great for the, for the clients. I would say the AI that I’m, I’m using the most, Jeff, is the. The automation. So it might not be artificial intelligence, but it is an automated sort of thing. Perfect example, Jeff. You’re going to Disneyland. You’ve been getting all of these automated emails, right?
[00:36:43] Conor Brown: I set up all these emails that walk my clients through how they’re gonna plan for their trip, important things they need to know about when important dates are coming up, like when their dining reservations open or when their final payment opens. I set those up. Years ago, right? I created them. I [00:37:00] tweak them all the time so they stay relevant.
[00:37:02] Conor Brown: But once Jeff Books, I click one button, it adds all those automated emails and it sends it out in the cadence that I want it to, and I don’t ever have to actually send an email after that. So that’s helping me be a better travel advisor, and that’s automating things so that I can focus on bigger picture, more tactical stuff.
[00:37:20] Jeff Sieh: I mean, that sounds simple and, but it there, you can tell there’s a lot of work. ’cause I’ve been getting those emails because of one, I asked for them because I, I wanted to go to Disneyland. It’s been a while and they are very, very helpful. I mean, Abby’s getting them too. And so we’re, we’re, Hey, did you see Conor’s latest email?
[00:37:35] Jeff Sieh: We need to do this and don’t forget, we need to go try to do this. And so those have been really helpful. And it seems simple, but it’s a huge touch point that most. Places don’t do. And I think it’s important that you guys, think about setting that kind of stuff up. And it’s, once you get going on it, it’s once it’s done, it’s done.
[00:37:52] Jeff Sieh: And you’re, you know, you don’t have to, you have to go back and adjust it, but you know what I’m saying? It’s like,
[00:37:56] Conor Brown: But that’s the best part. It’s like once you set it up, you can [00:38:00] adjust it, right? Like when it’s not a template, you can’t adjust anything. You’re just starting from scratch constantly. So that’s the thing. Templates, templates, templates. We, we do it in our onboarding as well. We have an onboarding guide for every single advisor.
[00:38:15] Conor Brown: We have a template. We make a copy of the template, and it has a checklist with due dates and, and all those things. That’s the only way we can actually keep tabs on, on everyone and where they are in their process.
[00:38:26] Jeff Sieh: You know, we, we talk about a lot of AI who help, that helps us. And now it’s with Claude Cowork and all these things are really, it’s really getting awesome how you can automate some things that were kind of a, a task that you kinda had to slog through before. Do you ever worry, Conor, ’cause I noticed that like Claude just now has a connection with I think TripAdvisor and some of these other things.
[00:38:46] Jeff Sieh: Do you worry that. You know, I’ve seen articles like, we won’t need travel agents anymore because we’ll just ask AI and it’ll plan our trip and give us everything and set up everything. Do you worry about that at all, um, in your industry?
[00:38:59] Conor Brown: So, more [00:39:00] and more often. I’m getting new clients reaching out, saying, Hey, this is what chat GPT told me. Right? I just had a client, who came up with a ChatGPT PT itinerary for Walt Disney World. Right. It was average at best. do I worry about it? Maybe. Maybe if anyone wants to, you know, pardon my French, Jeff, half-ass.
[00:39:23] Conor Brown: Anything. Right? ’cause that’s what it is, right? Like. You want a a diet plan? Yeah, you can go to chat GPT, you know who’s gonna help you? Even more a personal trainer or a nutritionist, right? Like some sort of guide personalized to you. I think all of those things are still great. Jumping off points. It can have a great itinerary for you.
[00:39:43] Conor Brown: How do you actually book it, right? What is the actual best hotel you’re gonna want? Advice from a real person, me, not a synthesized. Distill down advice from from ChatGPT that’s just looking on, on the internet and stuff. And I think the other important point [00:40:00] is I’ve shared a lot of stuff on the internet.
[00:40:01] Conor Brown: It’s a fraction of the knowledge that I actually have, right? So when you come to me and I can understand your setup and who you are from a personal perspective, I can offer a much more personalized experience, not a. Kind of one size fits all stuff that you might see out there on the internet.
[00:40:21] Jeff Sieh: So I know I, that was the biggest thing, I think when I first started going back to the Disney Hotel ladies question was that when I started, I was really nervous about sharing information because I thought, oh, they’re, why would they, they hire me if I’m giving out this stuff. And there’s a great line, I think it’s by Jay Baer, he says, just because you know the ingredients doesn’t make you a chef.
[00:40:37] Jeff Sieh: Right, and that’s kind of what you’re doing is like you take all that stuff and like if you know somebody who has special travel needs or a special diet, like it’s gonna be really hard for chat GBT or one of these AI things to help you. They might give you some general ideas, like maybe where you can get gluten free stuff, but like if you like, Hey, I like, I struggle with walking.
[00:40:56] Jeff Sieh: Like where do I need to stay? Should I pay extra to stay on [00:41:00] property? I mean, all those things, those little nuances that. For you and your individual needs, only Conor can answer because it’s just not there yet. With all the, the AI stuff, it can help, but it’s not, it’s not, perfect. I guess.
[00:41:13] Conor Brown: Exactly. Yeah.
[00:41:14] Jeff Sieh: So going back to your training, other advisors, which is really interesting because it almost sounds like you’re training your competition, but it’s not because you’re part of it, but, How does training other advisors make you a better advisor? Does teaching actually sharpen your own skills or does it feel like a drain? I mean, you probably can’t say that publicly, like if it was, but how do you manage that? Like, because you’re training other people, does that make you a better advisor?
[00:41:35] Conor Brown: Oh, absolutely. I think the onboarding thing is, is one thing, it it makes me better in if somebody’s asking a question and then another person asks the same question and then a third person asks a question. I know. Alright. I should probably. You know, make this a better system. Right? I should reiterate this more clearly to them.
[00:41:53] Conor Brown: it helps me with communication skills, right? Like that’s how it’s helping me be a better advisor overall. And. [00:42:00] Every single advisor, once they’re onboarded, they still ask questions, they still, you know, I, I help train veteran, agents just as much as I do new agents. So they’re always coming with their own perspective and their own unique, challenges and, and hurdles to overcome.
[00:42:15] Conor Brown: And probably most importantly, they’re coming with their unique clients that they’re helping as well. So everyone has something that they’re experiencing for the first time every single day. Sometimes I’m experiencing it for the first time. Sometimes it’s just that new agent that’s experiencing it for the first time.
[00:42:32] Conor Brown: But like learning seeing other people in their shoes, how they’re operating, that helps me with with, with so many things.
[00:42:41] Jeff Sieh: I’d always tell people if you want to, Jump ahead in your, you know, content or taking your business to like le next level teach your subject. Like teach it. Like, even if it’s just putting out a, a one YouTube video a month, it forces you to organize your thoughts, do research all, there’s so much, so many benefits from teaching even doing this [00:43:00] show.
[00:43:00] Jeff Sieh: For me, it’s just always keeping me. On the game, always researching, trying to figure out new angles. And so find something that does that for you because I think that’s what will take you, kind of give you that next level or, you know, above your competition. Because a lot of ’em aren’t doing that.
[00:43:14] Jeff Sieh: They’re just trying to get the, uh, money in, say at the status quo. Don’t lose clients, but the best way to. Not lose clients is to become better and better and better at your job. So, the last question of this section, Conor, is like, how do you keep the day job and like the two side hustles from blurring into just like one big blob on social?
[00:43:32] Jeff Sieh: Like, you know, ’cause you’ve got vacation kingdoms, you’re doing the other stuff. Like, do you have to go, okay, I’m in this mode right now, this is what the content I’m gonna create. I’m done with that. Now I’m gonna go and make some training for these advisors. That’s something that I learned recently that they need to know, like how do you keep it from blurring into just a big mess.
[00:43:50] Conor Brown: I mean, I think it’s just practice. Like it’s, it’s showing up and doing the thing on a, on a large scale, a, a, a large amount of time. [00:44:00] for me. I myself in every single thing that I’m doing, right? Like I try to be funny whether it’s on this show, whether it’s in my content for vacation kingdoms, whether I’m training an advisor and I, I try to be clear and, and.
[00:44:14] Conor Brown: Communicate effectively too, right? So that’s easy. Like that I don’t have to put on a different hat, I’m just doing the, the same sort of thing. I will say I’m the type of person that needs to keep things separate, right? So we’re using Google Suite for each of those things, and they’re different, right?
[00:44:33] Conor Brown: Their own logins for their own things and keeping it separate. It’s easier to track. It’s, it’s helpful in that regard. So, yeah, I, I do know going into it all right, you know, I’m creating this thing for that. So I have to present myself in, in this way, but at the end of the day, I’m still me and I’m still doing it.
[00:44:50] Conor Brown: I just have my, my checklist, kind of intertwined with everything.
[00:44:53] Jeff Sieh: Got it. So. This next section, we’re gonna kinda wrap up some advice for creators that you have from, I mean, you’ve been doing [00:45:00] this for a while, so as long as I’ve known you. so you’ve, you lived the side hustle life yourself and you teach others how to do it. So what’s kind of the one piece of side hustle advice?
[00:45:10] Jeff Sieh: Because you’ve seen all, most, all of our shows, we’ve talked about this in this series. What’s a piece of advice out there that you think is actually wrong or at least overrated?
[00:45:20] Conor Brown: Oh man,
[00:45:21] Jeff Sieh: This is why you read the questions beforehand.
[00:45:23] Conor Brown: I did, I, I, I, I told you I got to the first two sections. I think the, I think the big thing is that it’s okay for this to always be a side hustle. It’s okay for it to always, you know, be something that isn’t the full-time job. I think there was a long time where people were constantly saying, you gotta quit your job.
[00:45:44] Conor Brown: You gotta quit your job. You gotta go. Full in, you gotta do that one thing, right? Forget the, the, the day job, the corporate gig. And it almost was so belittling to people that did have it on the side. ‘ cause it was like, oh, well if you’re not doing this full time, you’re, [00:46:00] you’re a loser. Right? You’re, you haven’t amounted to anything, which is so.
[00:46:04] Conor Brown: Far beyond that point. I think we’re getting to a place in time where the more side hustles we can have, the better we can diversify ourselves overall. so I think the thing that often gets mistaken is that, oh, you’re doing a side hustle. That must mean it’s not that big of a deal. Right? And.
[00:46:21] Conor Brown: That’s just not the case. You can keep the day job and you can keep the side hustle and you can keep going with, with both of them in that same, you know, segmented sort of, timeframe.
[00:46:32] Jeff Sieh: We had Tanya on a couple weeks ago, and she’s been doing it for 20 years and she’s just now thinking about maybe quitting her full-time job and doing this as she kind of
[00:46:41] Jeff Sieh: retires. Like that’s a lot like, and the thing is, is, and we joked about it on the show, is she’s been doing it for so long that we actually thought, I actually thought her side hustle was her full-time job.
[00:46:51] Jeff Sieh: Like I just, because she’s got content out there, all that stuff. And like, I think people would see that about you too. They wouldn’t, wouldn’t know. You have a full-time marketing [00:47:00] job as well, so I think that’s
[00:47:01] Conor Brown: And I think it’s, I think it’s okay to also go back, like I did the thing where I didn’t have a full-time job for, for a couple years where I was doing my own thing and it was lucrative and it, and it was good. It just, the consistency wasn’t there. Right. Like the paycheck. And when you’re someone like me that, that does.
[00:47:19] Conor Brown: That consistency helps me, like not stress and, and focus on creating good content and helping people more effectively. I think it’s okay to also, you know, bounce back and forth, like maybe, all right, two years. I, I do have a corporate gig, all right. Three years. I, I don’t, and then I come back and it’s, it’s much like life, Jeff.
[00:47:38] Conor Brown: It’s ever evolving and there’s seasons and peaks and valleys and all that.
[00:47:43] Jeff Sieh: Exactly. So if somebody is watching right now who’s a marketer at a corporate job, who’s thinking about starting their own thing, what’s the one thing you would tell them to do this?
[00:47:55] Conor Brown: Oh, it would be to, It depends on what kind of marketer you are, right? [00:48:00] Because marketing in the corporate world is becoming much more, segmented. Much more specialized, right? So I would say, what’s the one thing that you’re really, really good at in marketing? And go out and purchase something. That, that you can use to build a business off of.
[00:48:17] Conor Brown: So if it is a, if you’re in social media for your day job, go out and get an account that you can start posting to in your free time. If you’re a great email marketer, go sign up for a kit account, right. You’re gonna have to pay a little bit money outta your pocket, but start writing newsletters in your free time.
[00:48:34] Conor Brown: If you do paid advertisement, paid marketing, what’s a website that you can purchase and, and get launched really quickly and start running ads to it in your free time. Could be a couple bucks a day, right? Take what you already know and put it into your real life and see how can I start to make money off of, off of the knowledge I already have.
[00:48:53] Jeff Sieh: that is great advice and that’s a perfect way to transition to, You know what’s next for Vacation [00:49:00] Kingdoms and your work at Keys to the Castle. Is there anything special coming up that we should know about, like, and this is the time where you can like tell everybody about where to find Conor Brown and all the amazing travel stuff that you got.
[00:49:11] Conor Brown: There’s so much going on. There’s always so much going on. it’s a great time to travel. It’s always gonna be a great time to travel if you wanna go anywhere. And while my specialties are Walt Disney World. Universal Orlando Disney Cruise Line. I book a whole myriad of other things. Viking River Cruises, Royal Caribbean Cruises, other destinations around the world.
[00:49:32] Conor Brown: I’d love to help you plan that trip. You can reach out at Conor C-O-N-O-R at Vacation Kingdoms. Com if you sail on cruises, I can help you get some onboard credit as well, which always comes in handy. what’s next for, for keys of the Castle, we’re always booking new things. We’re always helping new people.
[00:49:53] Conor Brown: There’s another side hustle that will be coming soon, Jeff, if you are an existing travel agent [00:50:00] and you want a little bit more training, maybe stay tuned because we might have something coming out relatively soon.
[00:50:07] Jeff Sieh: cool. Yeah, so connect with Conor everywhere. He’s got great content. Also, you know, he’s on this show quite a bit, so, uh, always catch him here. 10:00 AM Central on Fridays. And with that, we like to thank the amazing chat room. We’ve got Lou, of course, in there, but mostly Disney, who is a great longtime supporter.
[00:50:24] Jeff Sieh: Amy Keys, Raymond Keating, everybody, we appreciate you because, we wouldn’t be able to do this show without you. Thank you. Two, our sponsor, Ecamm. Uh, you can find out more about them at Ecamm dot com. Slash Jeff go there for and use code Jeff 15 to say 15% on your first purchase. And with that, we think once again, the chat room, you guys are amazing Have a great week everybody. We’ll talk to you later. Bye
[00:50:46] Jeff Sieh: now.