Sailing With Phoenix: “I Quit My Job To Sail The World & Discovered My Purpose” - Here’s The Secret To Finding Yours

Speaker 1 went to the doctor and they took some x-rays and the doctor's, she was like, your spine is like somebody who's over 120 years old.

Speaker 1 After the diagnosis, I spiraled completely and then I finally one day I was like, my name is Oliver. I work a corporate job at a tire shop.
I absolutely hate this life.

Speaker 1 Yeah, I'm going to buy a sailboat and I'm going to sail around the world.

Speaker 2 That's Oliver Widger, who quit his job after he posted that video, liquidated liquidated his 401k, bought a sailboat, and started learning how to sail.

Speaker 1 Our guest for you guys today is the one and only Oliver Widger. I haven't told anyone this, but I was in special ed

Speaker 1 from

Speaker 1 first grade to senior in high school. There's only, there's one thing in my life that I can do well, and that is I can grind.
I can work so hard. If I lean into that,

Speaker 1 I can do anything.

Speaker 1 I tell people this that are young all the time, that like message, I tell them, dude, if I could go back in time and I was 18 or 20 or whatever i would literally get a globe and i would spin the globe and then i would stop the globe with my finger and i would buy a plane ticket a one-way plane ticket and go there if there's somebody that is looking to chase their their dream find

Speaker 1 the point of no return and then

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Speaker 1 So I'm so excited, man, because I've been watching your journey over the last few days.

Speaker 1 My friend Tim was here, showed me your videos. And since three or four days ago, when I started watching you, I think your audience has exponentially grown.
And

Speaker 1 I love seeing what you're doing. And so,

Speaker 1 we have uh, if you can, share your full name because on Instagram, you're sailing with Phoenix and you are changing and inspiring the world in a massive way.

Speaker 1 So, if you can, share with your full name to the audience who's watching. Uh, yeah, my name is Oliver Widger,

Speaker 1 and

Speaker 1 yeah, yeah. And so so you have this video of you working a corporate job and essentially hating your life.

Speaker 1 And at

Speaker 1 one point you decide because you have

Speaker 1 test results at the hospital, right? That

Speaker 1 something is something's off in your body. Is that correct? Yeah, well, so like I had neck pain for a really long time, like for a long time, but like I don't like going to the doctor.
So I just,

Speaker 1 you know, put it off.

Speaker 1 and then it just got started to get really really bad and uh so yeah I went to I finally I went to like I almost got because I can't go to a chiropractor and I started out go to a chiropractor and like yeah hindsight is they could have like immediately paralyzed me and uh I just got lucky that didn't happen and um none of that worked until I finally I finally like called my doc or I finally like

Speaker 1 called a doctor and I was like I need to, I need to see like a doctor, doctor. I need to figure this out because it's insane.
And yeah, I went to the doctor and they took some x-rays. And then I,

Speaker 1 you know, they didn't think anything of it. You know,

Speaker 1 I don't know. But and then I was at work like the next day and they called me when I was at

Speaker 1 work in the doctor's, she was like, what are you doing right now? And I was like, I'm at work. She's like, you need to come in.

Speaker 1 right now and I was like okay so I go in and uh she like she was like freaking out, like she didn't handle it very well because, like, she was a

Speaker 1 uh,

Speaker 1 she was an orthopedic specialist, so she wasn't like a neurologist. Um, but yeah, she like was like, I don't know how you're here right now talking to me and not in excruciating pain.

Speaker 1 I was like, Well, I am in a bit of pain, and that's why I am here.

Speaker 1 And uh, she was like, Your spine is like, I've never done this for 20 years, I've never seen anything like this. Your spine is like somebody who's over 120 years years old.
And

Speaker 1 I

Speaker 1 and then I went through this phase, you know, I had to wait. It's a long story.
I don't want to like just be all long-winded and stuff, but I went, went through, I had to see like four neurologists.

Speaker 1 And all of it was really, really bad. And

Speaker 1 yeah, so I basically just stopped going to the doctor.

Speaker 1 And

Speaker 1 then I went through this,

Speaker 1 just like this, like, I don't know, like a crisis of some sort,

Speaker 1 you know, where my mortality was kind of like hitting me in the face. And I was realizing that I'm spending my, like, because right now I am physically capable of doing anything I want, really.

Speaker 1 As far as long, like, I can't do anything that, like, I can't do anything that involves any sort of impact.

Speaker 1 But, um,

Speaker 1 but I was, you know, physically, I can, I, you know, I've got all my limbs. You know what I mean?

Speaker 1 And

Speaker 1 wasting it at work. How old are you? 29.
29. Yeah.
So you're getting, you're getting all these doctors saying that you got a spine of 120-year-old. Yeah.

Speaker 1 You were working a job that you didn't really fully love, that you were just doing it because you thought you were supposed to do it, I guess. Or you just.
Yeah, it's just like, I jumped into it.

Speaker 1 And I didn't have any, like, I barely graduated high school. And it's a, it was a good, as far as like the money goes, it was a good job.

Speaker 1 Like it, you know, there's a lot of like potential for money within the job. So I was like, all right, this is it.

Speaker 1 This is, I'm going to be able to do the, buy the house and have the, you know, the fence and kids and whatever and And then that immediately after the diagnosis I just started to question all of that and I was like I don't really want to do any of that like this this actually sucks and

Speaker 1 Yeah, and it was like three year I went through after the diagnosis.

Speaker 1 It was like a three-year battle of like literally I completely lost myself and I went down this crazy rabbit hole too of like just like partying on the weekends to try and like feel alive and like just party, doing all the bad things.

Speaker 1 And um,

Speaker 1 this is after you knew about this is after you knew about the condition, yeah, yeah, yeah. And then, of course, that just dug the mental hole deeper, you know, living like that.
And um,

Speaker 1 uh,

Speaker 1 and then

Speaker 1 yeah, it just uh, I spiraled completely. Um, and then I finally one day I was like,

Speaker 1 like I had, I, uh,

Speaker 1 so so that video that I posted that you probably saw where I'm in that shirt you're like my work shirt and you're like I did it

Speaker 1 well before like the the original post where I'm in that the uniform and I'm like I absolutely hate this life that full version of that is like two minutes and 35 seconds long and it's it's just

Speaker 1 it's wild to watch it is at the bottom of my tick tock I'm I've never taken it down um but I so my brother I decided I found a purpose I decided I wanted to sail around the

Speaker 1 And my brother convinced me to start documenting it. And so that was the very first video I've ever taken ever of myself.
And I sit there and I record myself and I say all those things. And

Speaker 1 my plan was to, at some point,

Speaker 1 like just document everything and at some point post it all. And I never used TikTok before.
I didn't know how social media worked. So

Speaker 1 it was on a TikTok and I put it in as a draft because I thought I could put it in as a draft. And you posted it on accident.

Speaker 1 Yeah, I ended up posting it on accident and then it went to so i didn't know that also tick tock syncs with everybody in your contacts so it went to all of my bosses and it went to everybody

Speaker 1 and uh so yeah just this crazy you know rant

Speaker 1 went to every single one of my bosses i show up to work the next day totally oblivious to uh what's going on and then one of the like the technicians comes up to me he's like hey man what are you gonna buy that boat and i was like what in the world are you talking about he's like the boat man and then i made the realization and uh so the how i left that video

Speaker 1 that video is everything that video is absolutely changed because who knows if i would have had the courage to leave who knows to leave without that video because because that video is the most embarrassing thing that's ever happened and i was there for 11 years and it went to everybody that i know you know and it was shared within the company and uh uh when did that video

Speaker 1 first when did that video first get leaked to everyone in your context was this a year ago two years ago when was it this was a year ago the day i quit oh so you put you filmed this video which i'll put up on youtube as well you filmed this video of you and your car saying i hate my life my life's miserable i've been working this job for whatever eight or ten years i've got this spine condition i'm not happy I've been working hard.

Speaker 1 I've been doing all the right things, but I still don't feel good. I just still don't feel fulfilled and happy.
Is that right? Yeah. Pretty much.

Speaker 1 Then you fill it it for yourself without the intention of putting it out and then you put it out to your bosses right they all see it on accident had you not done that you would not be on this boat right now yeah i don't know i don't think so i mean who knows i knew i was gonna quit but it's one of those things where it's like i don't know you know i don't know if i would have had actually when it came down to it had the courage to to quit but then that video is what went viral it's crazy that video is everything that video is everything It's everything.

Speaker 1 And it's

Speaker 1 all because my brother, my brother told me to start recording myself.

Speaker 1 Wow, man. And so you went, and so you went from Oregon going on a sailboat that you've never been in the ocean before, only in a river.
Yeah.

Speaker 1 And you're going on a sailboat from Oregon to Hawaii and you're 12 days in. Is that right?

Speaker 1 Yeah, 12 days in. Yeah.
So I'm like almost a thousand miles away from,

Speaker 1 I'm basically closer to

Speaker 1 the people on the space station than i am to anybody on land

Speaker 1 dude i love seeing the comments of everyone in here saying you're one of the most inspiring people in the world right now everyone's following your journey they're rooting for you they're cheering for you my my favorite part is the shirt of phoenix you know whenever you wear the shirt with

Speaker 1 the cat

Speaker 1 um and i just think what you're doing 99.99% of the world will never

Speaker 1 do what you're doing because most people lack the courage. It's so safe.
It's so comfortable. Even if they're miserable, they'd rather stay safe and miserable than actually go for it.

Speaker 1 Yeah, I figured I was like,

Speaker 1 when I, when I quit my job abruptly like that, I had like,

Speaker 1 I don't know, $10,000 in debt or something, and with no plan, with a $2,600 rent due.

Speaker 1 And I just, it was like, dude, all I know is I'm buying a boat and I'm sailing sailing around the world. And then a week after quitting my job, I had the brilliant idea of liquidating my 401k.

Speaker 1 And

Speaker 1 so I liquidated my 401k, sold my cars.

Speaker 1 I sold literally everything without even, like, my apartment was empty without even knowing what boat I was going to buy or before, or how I was going to buy a boat. And

Speaker 1 I spent the following month just like searching for a boat.

Speaker 1 And I just got really lucky that I got a good, you know, capable boat because

Speaker 1 that could have gone so wrong as well.

Speaker 1 And it didn't.

Speaker 1 And,

Speaker 1 yeah. And then I just dived into it with no and nothing.
So how did you, I mean, how did you learn how to sail a boat, though? Like, how did you know which boat to buy? How to sail?

Speaker 1 You've never sailed before. Yeah, everything was like basically YouTube.
And I just like, I just like, as far as learning how to sail. So I, I, uh,

Speaker 1 uh, I got the boat. I literally won, I didn't even watch that many like YouTube videos.
I just walked I bought the boat and I just took it out and I made incredible mistakes.

Speaker 1 I'm lucky to still have the boat. Like, it's so many things have like worked out where it's just there's just like really high risk, and uh, I just it paid off.
It worked out

Speaker 1 and I just went through it.

Speaker 1 Let me ask you, Oliver, you you bought the boat and then you just got the keys to the boat and you just said, All right, I'm just gonna push it off the dock and just see what happens.

Speaker 1 Yeah, so like a month after, it was about a month after, because I had to replace some of the lines and stuff on the boat because the lines were all like 15 years old and cake-through.

Speaker 1 So I, and I replaced also all of the like rubber components. And then, yeah, I took it out.

Speaker 1 I

Speaker 1 love this for you. I don't know why, because I love that you're documenting this and you're able to share it in such an authentic way.

Speaker 1 Again, you've got almost a million followers in like 10 days or something.

Speaker 1 How How does it feel to know that putting out a few pieces of content and actually chasing your dreams is inspiring millions of people around the world? How does that feel for you?

Speaker 1 I haven't really even fully processed it. Like, it's insane.
Like, it's, it is, it's, dude, like the

Speaker 1 experience of, I feel like the experience of like, cause I went viral on the day that I left. Wow.
And I'm also crossing an ocean. You know what I mean? So two,

Speaker 1 two insane things that I'm like, that are like, you know, competing with. I was literally fighting for my life the other day while I'm going viral.
You know what I mean?

Speaker 1 And, like, it's, it was, it's just been so weird. And there's not a lot of time to, like, because I'm still, I'm, you know, obviously making the content takes a lot of time.

Speaker 1 And then the rest of my time goes towards like managing the boat.

Speaker 1 So there's not a lot of time staying alive. Yeah.
Yeah. Yeah.
Not a small thing. You know.
Yeah. And

Speaker 1 it's been so, it's been so cool too. Like the, I that, I don't know.
I've, some of the comments that I've read and stuff that, like,

Speaker 1 you know, it's like somehow, some way it's like bringing people together. That's the coolest thing in the world that it's.
It is, man.

Speaker 1 I'm reading, I'm reading some of the comments here where one mom said, my son and all his friends are glued to their phone waiting for your next video. And they're all inspired.

Speaker 1 So again, you're, you're helping kids, you're helping adults. Again, there's.

Speaker 1 The compilation video you made, I guess, from all the either TikToks or the Instagram videos of people watching your journey that is inspiring because so many people from all walks of life different backgrounds different races different economic classes all feel the pain of not pursuing something yeah that they know they should be pursuing or they're stuck in a relationship that they know they need to get out of but they're afraid they're stuck of the job they they they want to launch something on the side even just for fun it's not always about like leaving your job and the relationship but it's like maybe they just had a dream that they want to pursue on the side and they're afraid of.

Speaker 1 You just got to jump. Like that is the hardest part.

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Speaker 1 How did you overcome the fear of being worried about what everyone thinks about you by doing something

Speaker 1 crazy idea?

Speaker 1 That was the biggest thing that held me back because, like, I was super worried about, like, you know, literally what solved all of my problems was, like, there's a few things that solve all of my problems, but one of them was

Speaker 1 like, I literally completely came to terms with

Speaker 1 possibly being

Speaker 1 broke for the rest of my life until i die like being just poor and dying poor i could i absolutely

Speaker 1 became like completely content with that idea and once i became content with that idea i it was freedom you know what i mean i had freedom and um

Speaker 1 uh that's what it came down to because that was my fears it's like i i'm gonna be poor no one's gonna you know i'm how who's gonna want to be with like a poor i'm gonna be single forever like all that stuff was the things running through my head you know who's gonna want to date a guy on a bum on a boat and uh all that stuff you know i you and you just all of it is nonsense all of it is noise

Speaker 1 and um

Speaker 1 you just gotta i don't know you just gotta go for it i guess oliver what about your parents are your parents still around do you have siblings yeah most of my mom and brother live in the uk

Speaker 1 um and my yeah my dad is is in the us

Speaker 1 and they're they're proud what did they say originally when you were like i'm gonna quit my job i'm gonna liquidate all my assets and i'm gonna essentially buy buy a boat and do something I've never done to go around the world by myself and my cat.

Speaker 1 What do they say?

Speaker 1 I think they saw how miserable I was. And I'd been, you know, it was like three solid years of being like at the lowest low and they could see it.
So I think they were probably like,

Speaker 1 you know, they were probably like, I mean, anything better, you know?

Speaker 1 And so,

Speaker 1 but they've all, they've always been really, my brother's been like incredibly supportive. Like, I remember like at being at work and I'm like, dude, everybody knows.

Speaker 1 I text my brother and he like replies. He's like, now's the time.
And I was like, all right. And it's not.
How did they know? I'm like, just go that. Who cares? Yeah.
Yeah. Yeah.
Yeah.

Speaker 1 This is incredible, man.

Speaker 1 What is the, you wrote about 15, 20 days away from Hawaii? Do you know which island you're turning the rain on?

Speaker 1 12 days of Oahu. You go to Oahu.
Yeah.

Speaker 1 Do you know, have you been to Hawaii before? I've been to Maui before. Yeah.
I've got one of my other brothers is on Maui.

Speaker 1 Can I land in Maui? No, I originally I wanted to go to Maui because he's there.

Speaker 1 But I

Speaker 1 decided to go to Oahu because

Speaker 1 in Maui, I would need a car to drive around. And so Oahu,

Speaker 1 I uh there's a marine store there too, like a West Marine that's there.

Speaker 1 It's within walking distance and everything's within walking distance so it just made more like legislative sense i want i want like thousands of people to be there when you arrive and just yeah i want the world to give you a big group hug and just congratulate you on taking the leap and taking the the chance and going on the journey because most people in life will never take the leap and go for it and

Speaker 1 and it doesn't matter if like people succeed or fail it's really not about it's about going on the journey and seeing what you're made of.

Speaker 1 And so I'm curious, what's the biggest lesson about yourself you've learned in the first 12 days of traveling from Oregon to Hawaii on a sailboat alone with your cat?

Speaker 1 What's the biggest lesson you've learned about you?

Speaker 1 I don't know. I learned a lot about me on the process over the last year.
Like I am a different person over this last year. And

Speaker 1 I just like,

Speaker 1 I've learned that I'm, I, I, you you know, I've always had really, really, really intense, like, I'm like my hardest critic to the most intense level. And

Speaker 1 I,

Speaker 1 I just learned that I can do anything. Like, I've done the impossible.
Like, I've done everything I've done, I thought was impossible. So, yeah.
Dude,

Speaker 1 what, what's your greatest fear?

Speaker 1 Um,

Speaker 1 falling off the boat. You jumped

Speaker 1 off the boat already, right? Yeah, but it was completely becalmed. Yeah, yeah.
Yeah. Falling off the boat, but you got a life jacket.
Are you are you tying yourself up?

Speaker 1 Are you taking like there's no life jacket? Um, just because if you fall in, a life jacket just prolongs the inevitable. So,

Speaker 1 you know, but as he for a harness,

Speaker 1 there's no point wearing a life jacket. There's nothing around here.
If I fell in the water, the life jacket would just prolong the end.

Speaker 1 Wouldn't it help you swim back to your boat or something?

Speaker 1 The boat sails itself. Like, I'm going, it's going like right now,

Speaker 1 like, six knots.

Speaker 1 Well, unless it stopped and you had the sails down and you fell off like you did, then it's fine. But if you fall off when it's going, you can't catch it.
I fell off. Yeah, you're not getting back on.

Speaker 1 Oh, snap. Yeah.
So that's where I remember that harness.

Speaker 1 Yeah, wear a harness. So every time I go out in the cockpit, I clip in.

Speaker 1 And anytime I move forward, I'm clipped into the boat. So if I do lose my footing or something, the harness will catch me before I fall off.

Speaker 1 I love one of the videos you posted where you said, you know, I can't remember your exact words, I'm paraphrasing, but you're like, I'm an average guy, I'm below average, and if I can do this, you all can do it.

Speaker 1 I'm, I'm not, like, I can't stress that. I am as below, oh, dude, I was in, I wasn't, I haven't told anyone this, but I was in special ed

Speaker 1 from

Speaker 1 first grade to senior in high school. Like, I couldn't do school at all.
And

Speaker 1 I can't write. I've got every single like learning disability.

Speaker 1 Like this is, this is how I organize my notes. You know what I mean? This is a piece of paper.
I can't even read it. So I don't even write.

Speaker 1 Yeah. So like I can't stress that enough.

Speaker 1 The only thing I can do, there's only there's one thing in my life that I could do well. And that is I can grind.
I can work so hard. And that's the only thing.

Speaker 1 If I lean into that, I can do, I can anything. So that's what it's come down to, and that's what I've done.

Speaker 1 What is here's a question for you. Maybe you've never been asked this:

Speaker 1 when do you feel the most loved in your life?

Speaker 1 When do I feel the most loved? Uh,

Speaker 1 right now, I feel pretty loved,

Speaker 1 but uh, I don't know. It's when do I feel the most loved?

Speaker 1 Um,

Speaker 1 I don't know, or like when I, when I

Speaker 1 when I talk to like my mom and brother, I guess I don't know because they you know, they they love me unconditionally, they've loved me, they you know, they love and my dad, they love me like through and through.

Speaker 1 It doesn't really matter what frame of mind, what where I'm at in life, they've just you know, what me is it about your relationship with your family that you appreciate so much?

Speaker 1 Uh,

Speaker 1 they just, you know, they just they're my parents are separated and don't talk, so it's like a weird, a different dynamic, but like

Speaker 1 they just, uh,

Speaker 1 they just,

Speaker 1 you know, they've seen me go through some weird stuff, you know what I mean? And they've never, they've just, you know, they've just, the love is there, always.

Speaker 1 You know what I mean? If that makes sense, they've always unconditionally loved me. It doesn't matter where, what's, what's, where I am in life.
They just have.

Speaker 1 that's beautiful man again oliver you're one of the most inspiring people on the internet right now and people are watching your journey and i was like i got to reach out to this guy because i just want to know what's more on your heart and hear more of your story because i think people are fascinated by your story and they want you to win they want you to succeed they want you to thrive and i think you being so unapologetically you and authentic to who you are while you're sharing these stories uh these videos is really inspiring and i'm curious if you could go back uh you said you're 29 is that right oliver yeah if you could go back uh to your 21 year old self knowing everything you've been through in the last almost decade

Speaker 1 what advice would you give

Speaker 1 literally i tell people this that are young all the time that like message because you know i get messages and stuff i tell them dude if i could go back in time and i was 18 or 20 or whatever because you know you see these guys they're getting into the job I was 18 when I got into my job, and like I thought this is what I needed to do.

Speaker 1 And like,

Speaker 1 I would literally get a globe and I would spin the globe and then I would stop the globe with my finger.

Speaker 1 And I would have a, you know, buy a plane ticket, a one-way plane ticket, and go there and sit with, you know, no money and figure it out. And go, that's what I would have done.

Speaker 1 And I would have done that for as long as I could. That's what I, that's what I recommend people do:

Speaker 1 spin the globe, point, and go. You know, go see the world.

Speaker 1 I'm curious, if you could go into the future and you're 40, you know, 11 years in the future and you're 40, what do you think your 40-year-old self would be saying to you now?

Speaker 1 Hell yeah.

Speaker 1 Sweet.

Speaker 1 Oh, man. What about all the people, you know, again, 12 days ago, no one knew who you were.

Speaker 1 And now you've got a million followers and again people are invested in your journey in your life they want to see you win because you're bringing so much hope and inspiration to the world what is it like going from you know

Speaker 1 nothing

Speaker 1 12 days ago and having a dream and starting in the ocean to having a million followers in under two weeks and people

Speaker 1 so invested in your story how does that feel

Speaker 1 uh

Speaker 1 i don't know i haven't been able to process it like it's it's it's it feels unreal it feels not real like it's it's it doesn't i'm literally sitting here watching these absolutely absurd sunsets with dolphins jumping and then you know with these insane sunsets and then uh and then i'm also viral at the same time and inspiring all these people it's these all these things that are like not real.

Speaker 1 You know what I mean?

Speaker 1 It's great. It's like everything's a bit of a fog.
It's a bit of a dream. It's, I don't feel like it'll be real until I put my feet on Hawaii.
And then I'll probably feel the feel the

Speaker 1 how real it really is.

Speaker 1 So it's, I mean, it feels unreal. It feels, it's absolutely insane.
Like

Speaker 1 it's just that it, that it, it worked. All of it worked because social media, I've been, I didn't know anything about social media or how to edit videos, anything.

Speaker 1 I spent, I would spend like six hours a day

Speaker 1 editing, six, six, seven hours a day, editing videos and just figuring, making the craziest videos and just figuring it out.

Speaker 1 And then also, I would spend literally the rest of my waking moments working on the boat and learning how to sail.

Speaker 1 And I did that for a year straight, completely isolated, completely locked from the outside world. Did it for a year straight.
And

Speaker 1 it's just so crazy that like the

Speaker 1 the it all came, you know, it all blew up together at the same exact time, you know, where I left and I went viral. You know, I don't know.
It's crazy.

Speaker 1 When you were, when you were, you know, for the last year buying the boat and learning how to sail and doing all these things and learning how to edit videos, were you posting any of these videos?

Speaker 1 Or were you just

Speaker 1 all of it? It's all documented. Were you posting these on my TikTok or something, or where were you posting these other videos last year?

Speaker 1 Oh, so most of the videos are on TikTok. Gotcha.
And then right around when I got the boat,

Speaker 1 a little after I got the boat, I started posting on Instagram. So if you go to the bottom of my TikTok, you'll see a crazy evidence.
Okay, I got you.

Speaker 1 Now, I gotta ask you because, again, I'm seeing so many comments coming here. People say they come and check on you every day just to see how you're doing.
I gotta ask, How's Phoenix?

Speaker 1 Can we see Phoenix as well? Yeah, let's see her.

Speaker 1 You gotta bring, you gotta figure out.

Speaker 1 You have another question, Tim. I want to ask one.
You want to come on and ask? You want to come on and ask? Here she is, saying, This kitties.

Speaker 1 Oh, Phoenix.

Speaker 1 Oh, man.

Speaker 1 We need to make Phoenix shirts and just sell them online for you. You know, that's what we're going to do.
Yeah, I'm working on it. That's amazing, man.

Speaker 1 And also, for people that are out, a lot of people are commenting how they've been waiting for you to go live. They've been waiting for you to share more.

Speaker 1 So maybe you got to go live on your own at some point once a day so you can be checked in on what you're up to. I've been trying on TikTok.
It's just obviously I am in an ocean.

Speaker 1 So so I do have to like, you know, do things.

Speaker 1 And

Speaker 1 for those that don't know who you are, I want people to click on below. I've got you pinned on there in the comments.
If you click on Oliver's page, it's sailing with Phoenix.

Speaker 1 You also have a GoFundMe where people can donate to support you on this journey.

Speaker 1 I'm going to make a donation right after this. And I want people to go there.
I want people to go there and donate and support you. You can give a dollar if you want to, $5.

Speaker 1 But if you've ever, for anyone watching this, and we're going to post this on YouTube and the audio later, but for anyone watching or listening, if you've ever had a dream that you've been afraid to take on, if you've ever had something like in your heart or your mind or your soul that you're like, I really want to do that, but you've been afraid or you've been scared or you're worried about what your family or friends are going to think about you, you have to watch

Speaker 1 Oliver.

Speaker 1 You have to watch this journey because again, I cannot reiterate this enough, Oliver, that you speak about having learning disabilities your entire life, you know, working a job that wasn't enjoyable for you.

Speaker 1 Maybe it was paying the bills and it wasn't affordable, but it was not feeding your soul. And you took a risk.
You sold everything. You took out all your investment money.

Speaker 1 And you're on this journey for the last 12 days from Oregon to Hawaii, sailing by yourself with a cat.

Speaker 1 And from the looks of it, you look happier, healthier, and freer than you've ever been in your life. Is that correct?

Speaker 1 100%.

Speaker 1 Yeah, I like literally feel healthier. Like, it's crazy.
You feel physically.

Speaker 1 And it's not only do I feel healthier, but my lifestyle because of the financial side of things has been. I've had eaten terribly, you know what I mean? But I feel so much, it's amazing.

Speaker 1 Like, I feel so much better even then. Stopped working out because I had to use all that time to work on the boat.
And

Speaker 1 I feel better. And I guess if I wanted to, I did give, you know, if there's somebody that is looking to chase their dream, like something that I've, I realized is like,

Speaker 1 I guess my recommendation would be to like

Speaker 1 find

Speaker 1 the point of no return and then cross that point. As soon as you cross that point, that's the hardest part.
As soon as you cross that line, it's, it's, you're all in.

Speaker 1 You go for it. I mean, it's the fear that'll drive you.

Speaker 1 You're all in at that point. And

Speaker 1 I went all in.

Speaker 1 Like,

Speaker 1 when I left Hawaii, and I've, I appreciate the, I also do want to say thank you to everyone for like the, the GoFundMe. I've never

Speaker 1 advertised or talked about the GoFundMe because I think it's weird. And, uh, but I did just put it up

Speaker 1 and I,

Speaker 1 uh, you know, a bunch of people have obviously donated it. And it's, well, so I only put $10,000 in there because that's I but when I left Oregon I was ten thousand dollars in debt

Speaker 1 I've gone all in on everything this entire time I've just been

Speaker 1 you know and uh

Speaker 1 um

Speaker 1 now I'm not in debt and it's gone over that so I just wanted to say thank you to everybody for that

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Speaker 1 oh man yeah again for people that are you know just afraid to go for their dream it's just inspiring to watch and you talked about like it's really that point of no return this may be the wrong analogy but it's you know the analogy of burning the boats when you get on new land and you kind of like burn your boats wrong analogy if you're on a boat

Speaker 1 yeah where you can't go back you can't go back to like safe land you have to like take on the new journey, conquer the new journey, move forward, even though it's uncertain, it's unknown.

Speaker 1 And

Speaker 1 you're doing that. I mean, you're sailing in the ocean.
Yeah.

Speaker 1 And believe you can do, because the whole time I had this incredible self-doubt the whole time of going through the process, all of it is noise.

Speaker 1 It's all bullshit. It's all noise.
How do you quiet the critic or the doubt in your mind

Speaker 1 as a person that's

Speaker 1 struggled in school, didn't have the job that you wanted? you know, had back pain for the last 10 years. How did you overcome the self-critic and the doubt? I just,

Speaker 1 there was no option. I didn't have an option, but to succeed.
Like my hopes, yeah, just didn't have an option to succeed. I just kept going.
I just,

Speaker 1 one thing that I would do a lot.

Speaker 1 So I've tried to do this once before, a few, two years ago, like right after the diagnosis. But what I did was I

Speaker 1 thought about everything way too far ahead.

Speaker 1 And I would, I discourage myself, I would think about, you know, I'll fall and hit the boat wrong and I'll go paralyzed or I'll, I'm not going to know how to work on a boat.

Speaker 1 I'm not going to, I don't know anything about, I've done, I've become an electrician, a diesel mechanic. I've become a plumber.
I've literally, I've, I've, I've adopted a sailor, all of these trades.

Speaker 1 And

Speaker 1 within a year,

Speaker 1 but I, I would, my point is I would discourage myself. I discouraged myself.
And then I couldn't even, I was like, you know, I couldn't even get past the bridge of what boat to buy.

Speaker 1 I guess the solution to that was literally,

Speaker 1 what is the problem that is directly in front of you and solve that problem. So if you're, if you're, if you don't have a boat,

Speaker 1 don't think about anything. Get the boat.
You don't have a boat. That's your problem.

Speaker 1 Don't think five years and ahead of like, then I get the boat and what if I fall in the middle of the ocean and what happens then? How do I save my life just one step at a time? Yeah.

Speaker 1 And so that's what I did. I like whatever the problem was in front of me, I did that.
So I got the boat. Okay.
Well, I don't know how to sail. All right.

Speaker 1 Well, it start failing and then it started staying okay well i don't have any of the right equipment on the boat to cross the ocean all right well install the right equipment you know i you know i don't have any money all right so social media was like i've always planned social media was my this i did my this all only will all work if social media came together because that's that could fund my expedition around the world and so my plan was always that social media was going to work it's always a plan and i was going to keep going until it worked i've posted every single day terrible posts good posts but i've done it every single day for a year and uh and i with with the intention of going for ever you know what i mean and not stopping like i've just going forever and um and it worked

Speaker 1 it worked

Speaker 1 did someone give you the the blueprint of like, okay, if you're going to do this, you got to get the boat and you have to go on Instagram or tock every day and document this or is this just not

Speaker 1 this is all in my mind this is all my mind but you weren't really you weren't on social media before this were you no

Speaker 1 before

Speaker 1 a year ago no so you're just like yeah i'm gonna figure out social media you weren't on there maybe you're on there if you if you go to the bottom of my tick tock you'll see it's it's a disaster it's like as cringy as it gets it's terrible but i but i was like and it's only only people that are seeing it are people that i know you know what i mean So everybody thought I was unhinged.

Speaker 1 Everyone.

Speaker 1 People were calling me and be like, dude, are you okay? Like, dude, I'm just trying to figure this out. You know what I mean? Like, and everyone thought I was insane.
Everybody.

Speaker 1 And it's so weird now because they're all now messaging me and going, I always believed in you.

Speaker 1 Then you didn't. You had this the whole time.
I believed in you. Yeah.

Speaker 1 Wow, man. Yeah.

Speaker 1 And

Speaker 1 I just kept going through all that. And,

Speaker 1 you know, there's times where I thought I was insane myself. And

Speaker 1 I just kept going. And what do you want people to know about the way you think, the way you feel, the way you act that maybe they don't know about yet?

Speaker 1 What's if you could share a little bit more about how you think about this process or what's going through your head?

Speaker 1 Again, it's probably lonely out there, even though you have tons of comments and people loving on you on social media. You're alone in the middle of the ocean with a cat.

Speaker 1 Do you feel lonely or do you feel like, how do you put yourself to sleep calmly and feel safe? All that stuff. I knew I was going to be fine with the isolation on this passage because I'm not kidding.

Speaker 1 The past five months. So I spent, I learned how to sail for the first like six months.

Speaker 1 And that's when I taught myself how to sail. And then the last five months, I didn't sail at all.
And I spent every single day, 10 hours a day. working on the boat in complete isolation.

Speaker 1 I didn't speak to another soul ever. Like I literally just,

Speaker 1 the only people I spoke to were the people at the Marine Store, really. And that was it.
And so I've been completely isolated for,

Speaker 1 by the time I get to Hawaii, it'll be like six months.

Speaker 1 Other than I did a send-off thing right before I left. So I did have some people come to the boat.
But aside from that, I've been in complete isolation. And

Speaker 1 I'm comfortable with my own thoughts alone. You know what I mean? So I'm fine.
And I do well.

Speaker 1 I'm not a,

Speaker 1 it's weird because like I'm on social media, but I'm, I'm not, I'm a keep to myself person. I'm, I am awkward.

Speaker 1 And I'm, if somebody, you know, comes say, says something, says hello to me in person and stuff, I'm totally weird. So

Speaker 1 I don't remember what the question was, but. No, it's good, man.

Speaker 1 It's just more like, how do you think about it if you're being, if you're alone in the ocean for all this time, like, is your mind okay? Do you feel like safe emotionally?

Speaker 1 Yeah, yeah, yeah. I feel good.
I feel, I trust myself and I trust my, the work I've put into the boat and I trust my ability to solve pretty much every problem that can come up.

Speaker 1 Because when crossing an ocean, it's not like

Speaker 1 what will break or it's not like if something will break, it's what will break and being able to, being able to have the resources on board and the

Speaker 1 kind of the skills to solve the issue. Like I, I,

Speaker 1 the worst thing, like, the worst thing that could break is literally like the rudder is one of the worst things and it broke.

Speaker 1 And uh, on day like six or something, at the worst time, it was at the height of the storm that I was in.

Speaker 1 So, the waves, I was like looking up at these waves, come on, and then you're yeah, and you're not supposed to. The boat isn't the camera, doesn't do waves any justice.

Speaker 1 It's the sailors, it's the sailors' worst curse is that the camera doesn't do waves any justice. And um, so yeah, my rudder broke and it it locked in the starboard position,

Speaker 1 and it which you're not supposed to go

Speaker 1 to the waves on the side on the side and it positioned the boat to the waves on the side.

Speaker 1 So I was literally like the way it was the worst, absolute worst case scenario as far as when that was gonna happen.

Speaker 1 And then so the boat like literally was would go from this all the way to this within like three seconds and it was just going like this. Like parallel.
And because that's well to me, wow. Yeah.

Speaker 1 Scareboat's cap size. It was like that for like three or four hours while I was trying to solve it.
And I jumped into the engine room

Speaker 1 and I'm in the engine room. And I see the cable came off the quadrant.

Speaker 1 And I'm literally getting thrown from one side to the other while I'm trying to fix this cable on the quadrant and not let the, because as soon as you put the cable back on it, it'll, you know, the rudder will like slam back.

Speaker 1 And, you know, I was trying to not to like lose my fingers.

Speaker 1 So I got a screwdriver down in the back and I tried to just pry the the cable back around the quadrant and it was crazy man that was the scariest moment of my entire life

Speaker 1 hands down wow but yeah and what what about so what about a phoenix during that time is is she like fleet

Speaker 1 she was at that point she was already like well adjusted to the boat um so i'm sure did she get motion sickness too or no she

Speaker 1 only once when i first took the boat out like a year ago

Speaker 1 she's an actual full-blown boat cat now it's crazy like watching her like she walks she gets around better than i do and she like walks around like a like a gimbal like she it's like she anticipates the wave so well she's like a gimbal cat that's amazing yeah and it's what i mean do you have her harnessed up also if she's out on the deck or would she fall i've i'm the kind of guy that would absolutely walk my cat so i spent like when i she's seven years old now and she was a feral cat when i got her and um she uh i've spent like three years trying to walk my cat it just isn't impossible.

Speaker 1 It is an impossible task.

Speaker 1 So I can't get a harness on her. But is she not

Speaker 1 on the deck? You do? No, I don't let her out there unless it's like really calm and she doesn't leave the cockpit area. And she's my attention.
You know what I mean?

Speaker 1 So that's the only time when I'm on shore. Oh, yeah, she can go or share.
Sure, sure. Sure.
Dude, this is crazy, man.

Speaker 1 I got a few final questions, a few minutes left for you, if that's okay. A lot of people are asking, you know,

Speaker 1 if people go to your instagram uh right now do you have the location where you are like live on yeah on the map that's on my highlight okay so if you go if you click on my highlight to that and you and you and man is this starlink that you're using on the boat yes we're out really well there's like no lag it's yeah i didn't know if it was gonna work so like i had to like literally because i did have some followers i had like 60 000 followers before i left and so i had to uh like literally just tell them like hey look i'm you know you may not hear no idea if this is going to work.

Speaker 1 Yeah.

Speaker 1 I don't know if it's going to work. And I'll see you guys probably in 30 days, but it's, dude, it's, it's works really well this whole time.
And what's your, what's your,

Speaker 1 what's your day look like then? Are you sleeping a lot or is it like a couple hours of sleep at a time? Or do you try to sleep six to eight hours a day? Depends on like the weather.

Speaker 1 Like there's no sleep schedule, really. It's just you sleep when you can.
Like if I after this call, if I get a

Speaker 1 wave of tiredness, I'm going to take advantage of that. Cause right now the boat's balanced, the boat's good.
So I'm going to take advantage of that. I'm going to go to sleep for a couple of hours.

Speaker 1 And then,

Speaker 1 so yeah, and it depends on the weather. So like last night I stayed up till like 3 a.m.
because through the night, the winds got all weird and shifty.

Speaker 1 So I had to like, you know, be there to adjust the boat.

Speaker 1 So yeah.

Speaker 1 But I get plenty of sleep. Like one of.
like the greatest i once fell through a tree a full tree coming through my apartment it came through the roof of my apartment I slept through the whole thing.

Speaker 1 And I don't know if you ever heard a tree fall because the next, the following day, I was outside and a tree fell. And it sounds like a freaking grenade goes off.
Like, it's insane.

Speaker 1 And so I could sleep through anything, which is like a blessing and a curse because if something happens, I'll probably sleep through it.

Speaker 1 But I think the thing that that's where sailors meet their demise is because of sleep deprivation. We'll not have that problem.

Speaker 1 Your problem will be you will wake up.

Speaker 1 Crash. Yeah, yeah.
Yeah.

Speaker 1 You gotta, you gotta share one more time. You gotta show the cat, Phoenix, the cat, one more time.

Speaker 1 Everyone who came on late is asking, Where's Phoenix? Yeah, yeah.

Speaker 1 Here she is.

Speaker 1 Oh,

Speaker 1 such a sweetie. Does she sleep next to you, also, or no? Yeah, she sleeps next to me.
And

Speaker 1 yeah

Speaker 1 we're we she like

Speaker 1 she sleeps right here and i sleep right here oh man you're living the dream man yeah um yeah all right again i wanna i wanna i know you got a lot of activities you gotta do on the boat but i'm glad we got connected and i want to i wanted to share your message with my audience and i'm going to make this out there on my podcast but i wanted to just One more time, say that it's really inspiring what you're doing.

Speaker 1 And again, for those that are just tuning in, Oliver's oliver's from oregon he had a diagnosis about his back that was not good from the doctors

Speaker 1 and

Speaker 1 wasn't living the life that he envisioned you weren't living that beautiful healthy rich life internally and externally and he decided to quit his job because he wasn't fulfilled at the job he was at and really pursue the dream of traveling around the world on a sailboat and experiencing life to the fullest based on your dreams maybe it's not i wouldn't want to do that but your dream was to do that and you sold everything you liquidated your your your funds all your savings to buy a boat and for a year you were taught yourself how to sail a boat and you went you're now 12 days in the middle of the ocean on your way to hawaii and uh it's an amazing journey man i'm so happy that you're documenting this i'm so glad that you're taking the leap and you have the courage to actually do it because again again, 99% of people won't go after the big scary dream that they have because they're too afraid to fail or what if or what if I go broke or what if I don't have any money or what if everyone laughs at me?

Speaker 1 And so what? You know, if they do, okay, well, at least you won't regret it.

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Speaker 1 And you're happier and healthier than you've ever been in your life right now. Yeah.
Yeah. And that's amazing.

Speaker 1 I feel like all those things are a guarantee is people laughing at you, going broke, and all that stuff. Because all that happened.

Speaker 1 Yeah.

Speaker 1 But it works. What's one? What's, I mean, people are going to be watching your journey every single day.

Speaker 1 And I can't wait to, and I can't wait to celebrate you, you know, send you a FaceTime or a text when you land in Hawaii.

Speaker 1 But what's one final message for this conversation that you'd love to send to people if they're struggling in a relationship where they feel like they know they've got to get out of, if they've got this artistic dream or music dream or something they want to pursue, but they've been too afraid of what people are going to think about them.

Speaker 1 What's one final piece of advice or wisdom you would share based on your journey? You know, you know the answers. You know the answers.

Speaker 1 You know the answers. And if, if, if you're, if you're questioning the relationship or the job and you've been questioning the relationship, the job, that is the answer.
Like, you've got the answers.

Speaker 1 It's that simple. You've got the answers

Speaker 1 for a better life. You just got to do it.
And

Speaker 1 that will solve that problem. You know? So, like, I had, you know, I don't know.
You have the answers. I guess the hard thing for me

Speaker 1 because at the beginning of the spine thing at the very beginning i i and before that too i didn't know like i didn't have like uh it was really hard for me to find like a purpose you know what i mean because i think a lot of people are a lot like they think that's really cool and stuff what i'm doing and all that but they they don't know how to find their purpose or they don't know what the thing is they want to they want to do all the things but they don't know what it is what their purpose is and that i think a lot of people get trapped in that and um it's hard to find your purpose But in hindsight, it's easy.

Speaker 1 You know what I mean? Like, it's like, what do you, what's the ridiculous thing you want to do? Like,

Speaker 1 sailing around the world on a boat with my cat is ridiculous. You know what I mean? It's ridiculous, but it's, that's like a ridiculous dream that I had.
And so why don't I just make that my purpose?

Speaker 1 It's, it is simple. You know what I mean? Like, if what is it you want to do? Do that.
Yeah. And just go for it.
So, um,

Speaker 1 I love that, man. We are, it is Mother's Day today while we're recording this live.
I'm curious.

Speaker 1 What's your message to your mom and the greatest lesson your mom's taught you? Oh, my mom was my biggest fan. She's my biggest fan.
She loves me through and through. And she's from the beginning.

Speaker 1 She's liked every single video.

Speaker 1 My mom doesn't have a lot of money at all. And she like, she goes, she goes, it's like, go fund me and donate.
She'll donate like 25 bucks, 50 bucks. And I literally have to be like, mom, stop.

Speaker 1 Stop doing that.

Speaker 1 And

Speaker 1 yeah, she's the greatest. She just is the greatest.
And

Speaker 1 yeah.

Speaker 1 I can't remember the rest of the questions, but yeah.

Speaker 1 Your mom, though, that's great. And that she supported you with this whole journey, doing some crazy hearing.
That's amazing.

Speaker 1 Final question for you, Oliver, because I want you to go call your mom. And I know you got a lot to do on the boat.

Speaker 1 I asked this at the end of all my interviews.

Speaker 1 What is your definition of greatness?

Speaker 1 Um,

Speaker 1 uh, my definition of greatness is just to be

Speaker 1 just being humble, like a humble person, you know, regardless of what they're, if they're worth millions of dollars or they're living a

Speaker 1 life well below their means. But, like, I just think somebody who's just kind and like humble and like

Speaker 1 just just just overall,

Speaker 1 you know, the people that you meet and they're just like,

Speaker 1 just really you could just tell they're really good people like that's that's greatness

Speaker 1 oliver you're a really good person we appreciate you a lot of your fans and followers here are loving the journey and they're grateful that you're going live so i want to acknowledge you for taking the lead man it's a it's a scary dream that you had and you're doing it and you're showing the world that people's dreams matter because they matter so we're grateful for you oliver we appreciate you been cheering you on if you need any support feel free to message me anytime.

Speaker 1 And I can't wait to continue to watch the journey, man. Yeah, I appreciate it.
Man, thank you very much for having me. That's cool.

Speaker 1 Man, let's stay in touch, man. And I can't wait to watch the next content.
We'll see you, brother. All right, man.
Thanks. Thank you.
I have a brand new book called Make Money Easy.

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Speaker 1 I really think this is going to help you transform your relationship with money this moment moving forward. I hope you enjoyed today's episode and it inspired you on your journey towards greatness.

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