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Bobby Casey

Musician

Sep 16, 2026

JesseHOST
5:10
Do you want to tell us a little bit about that?
5:14
Yeah, sure.
5:15
Uh, the, the newest company is kind of a spinoff of my consulting business.
5:21
So I, like I said, I've had a lot of businesses over the years.
5:25
Um, 2001 I started doing, um, some tax and company structure and asset protection consulting, um, for clients.
5:37
It kind of started out as a, uh, basically I hired somebody like me to do this for me because in 2001 I own, um, uh, a pretty decent sized service business in the U S owned a restaurant.
5:51
I owned a bunch of real estate, stuff like that.

36 MINS LATER

JesseHOST
41:55
Would the LLC forcefully be like a one-to-one correlation that what the business earns is what you earn? Or you could leave some money in the LLC and you only take out what your salary would be?
1:44
But let's start off, just start the episode by telling people a little bit about who you are and why they should stay tuned here for this conversation.
1:54
Yeah, sure.
1:56
I'm originally from North Carolina, lifelong entrepreneur.
2:00
I've actually never had a real job.
2:02
I've always had my own business.
2:04
I was raised in an entrepreneurial family.
2:08
My grandpa had a chain of restaurants.

16 MINS LATER

18:20
I mean, yeah, very
11:11
Is there any specific moment, Bobby, that sticks to your mind that you always go back to and say, yeah, that was a time? Yeah,
11:21
I mean, so first of all, I've always been an entrepreneur.
11:24
I've actually never had a real job.
11:26
I started my first company when I was 19.
11:29
Wow.
11:29
So I don't really know what...
11:32
I hear people talk about, oh, I quit my $300,000 a year corporate job to start my own company.

17 MINS LATER

speaker_1NARRATOR
28:27
Uh, just
2:35
Why does where you live make sense and matter?
2:40
Yeah.
2:40
So I like your point, the clickbaity stuff, like, you know, see the Instagram reel of, you know, the.
2:48
the beautiful person sitting on the beach with the laptop.
2:52
I love, I love that image.
2:53
It's so stupid, but I love it because it just gives the absolute wrong image.
2:58
That is not what real people do.

32 MINS LATER

34:57
I can be quicker if you want.
Vance
VanceHOST
1:14
Yeah.
1:14
Like, I've always had my own company.
1:16
S- uh, I started my first, like, real company when I was 19, so I haven't really had a real job my whole adult life, and I've always been location-independent.
1:25
Um, even in my 20s, 20s and early 30s, I had a company with a lot of employees all over the country.
1:31
I had an office with, like, 20 employees.
1:35
Um, and then I had employees all over the US too, um, and even then, I had an office and I never went to the office.
1:40
[laughs] I still was location-independent.

28 MINS LATER

Vance
VanceHOST
29:50
[laughs] Yeah.
6:46
I mean,
6:46
then, and now I don't really have friends with jobs.
6:49
Even the couple of friends I do that, The couple of friends I do have that have jobs, they work fully remotely and they're like high-end executives that work fully remote because I'm the kind of guy that'll call you up and be like, hey, let's go ride motorcycles on Thursday.
7:05
And so people with normal jobs, they can't do that.
7:09
Actually, the whole reason I'm here in Puerto Vallarta, that's actually, this is a great example of this.
7:14
The whole reason I'm here in Puerto Vallarta was two weeks ago, A buddy of mine was having some problems.
7:22
He was having some issues and like kind of in a bad headspace.

21 MINS LATER

28:12
Your country's good, but there are equal opportunities somewhere else for healthcare.

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