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

I went to the doctor and they took some X rays and the doctors, she was like, your spine is like somebody who's over 120 years old. After the diagnosis, I spiraled completely and then finally one day I was like, my name is Oliver. I work a corporate job at a tire shop. I absolutely hate this life. Yeah, I'm going to buy a sailboat and I'm going to sail around the world. That's Oliver Widger who quit his job after he posted that video, liquidated his 401k, bought a sailboat and started learning how to sail. 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 from first grade to a senior in high school. 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. If I lean into that, I can do, I can do anything. 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 the point of no return. And.

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So I'm so excited, man, because I've been watching your journey over the last few days. My friend Tim, who's 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 I love seeing what you're doing. And so we have 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. So if you can share with your full name to the audience who's watching.

Yeah, my name is Oliver Widger. And yeah.

And so. So you have this video of you working a corporate job and sexually hating your life. And at. At one point, you decide because you have test results at the hospital, right, that.

Yeah.

That something is. Something's off in your body.

Is that correct? Yeah.

Well, so, like, I. 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, you know, put it off. And then it just got started to get really, really bad. And so, yeah, I went to. I finally. I went to, like, I almost got. Because I can't go to a chiropractor. I started out go to a chiropractor. And like, yeah, hindsight is they could have, like, immediately paralyzed me. And I just got lucky. That didn't happen. And none of that worked. So I finally. I finally, like, called my doc, or I finally, like, 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, you know, they didn't think anything of it. You know, he's. I don't know. But. And then I. I was at work, like, the next day, and they called me when I was at. At work, and the. The doctors, 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 right now. And I was like, okay. So I go in and she like, she was like freaking out. Like, she didn't handle it very well because, like, she. She was a. She was an orthopedic specialist, so she wasn't like a neurologist. But. Yeah, she like, was like, I don't know how you're here right now talking to me and not in excruciating pain. I was like, well, I am in a bit of pain and that's why I am here. And she was like, your spine is like, I've never, I've done this for 20 years. I've never seen anything like this. Your spine is like somebody who's over 120 years old. And I. And then I went through this, Faye. 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. Wow. And all of it was really, really bad. And. Yeah. So I. I basically just stopped going to the doctor and. And then I went through this just like this, like, I don't know, like a crisis of some sorts where, you know, where my mortality was kind of like hitting me in the face. And I was realizing that I'm spending my, like, right now. I am physically capable of doing anything I want. Really. As far as long, like, I can't do anything that, like, I can't do anything that involves any sort of impact.

Right.

But. But I, you know, physically I can. I, you know, I've got all my limbs. Yeah. Wasting it at work. 29.

29.

Yeah. So you're getting.

You're getting all these doctors saying that you got a spine of 120 year old.

Yeah.

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 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. Like, you know, there's a lot of, like, potential for money within the job. So I was like, all right, this is it. 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. But I don't really want to do any of that. Like this. This actually sucks. And. Yeah. And it was like three years. I went through after the diagnosis. 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. Things. And 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. And then, yeah, it just. I spiraled completely. And then I. I finally one day I. I was like. Like, I had. I. So that video that I posted that you probably saw, where I'm in that shirt. You're like, my work shirt. You're like, I did it 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 2 minutes and 35 seconds long. And it's. It's just. It's wild to watch. It is at the bottom of my TikTok. I'm. I've never taken it down. But I said, my brother, I decided I found a purpose. I decided I wanted to sail around the world. 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 my plan was to at some point, 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 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. Yeah, I ended up posting it on accident. And then it went to. So I didn't know that. Also, TikTok syncs with everybody in your contacts. So it went to all of my bosses, and it went to everybody. And so, yeah, just this crazy, you know, rant went to every single one of my bosses. I show up to work the next day, totally oblivious to 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 so how I left that video. That video is everything. That video is absolutely. Because who knows if I would have had the courage to leave. Who knows to leave without that video because. Because that video was 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 when did that go 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.

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. Yeah, my life's miserable. I've been working this job for whatever eight or 10 years. I've got this spine condition. I'm not happy. I've been working hard. 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. Yeah.

Then you feel 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 going to 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 quit. But that video is what went viral.

That's crazy.

That video is everything. That video is everything. It's everything. And it's all because my brother. My brother told me to start recording myself and.

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.

And you're going on a sailboat from Oregon to Hawaii, and you're 12 days in, is that right?

Yeah, 12 days in. Yeah. So I'm, like, almost a thousand miles away from. I'm basically closer to the people on the space station than I am to anybody on land.

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 the cat, and I just think what you're doing. 99.9% of the world will never do what you're doing, because most people lack the courage. It's so Safe, so comfortable. Even if they're miserable, they'd rather stay safe and miserable then actually go for it.

Yeah, I figured out. And you are going for it. When I, When I quit my job abruptly like that, I had, like, I don't know, $10,000 in debt or something, and with no plan, with a $2,600 rent due, and I just was like, dude, all I know is I'm buying a boat and I'm sailing around the world. And then a week after quitting my job, I had the brilliant idea of liquidating my 401k. And so I liquidated my 401k, sold my cars, 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 I spent the following month just, like, searching for a boat. And I just got really lucky that I got a good, you know, capable boat, because that could have gone so wrong as well, and it didn't. And. Yeah. And then I just dived into it with knowing 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? 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, I got the, I literally want. I didn't even watch that many, like, YouTube videos. I just, I bought the boat and I just, I took it out and I made incredible mistakes. I'm lucky to still have the boat. Like, it's. So many things have, like, worked out where, where it's just, there's just like, really high risk. And I just. It paid off. It worked out.

Wait a minute.

And I just went.

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.

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 take through side. And I replaced also all of the, like, rubber components. And then, yeah, I took it out.

I love this for you. I don't know why, because I'm, I love that you're documenting this and you're able to share it in such an authentic way again. You've got almost a million followers in, like, 10 days or something. How does it, 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?

I haven't really even fully processed it. Like, it's insane. Like, it's. It is. It's. Dude, like, the. The experience of. I feel like the experience of, like. Because I went viral on the day. Day that I left. Wow. And I'm also crossing an ocean. You know what I mean? Two. Two insane things that I'm like, that are like, you know, competing with. I would literally fight for my life the other day while I'm going viral, you know, 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, and then the rest of my time goes towards, like, managing the boat. So there's not a lot.

Staying alive.

Yeah, yeah, yeah.

Not a small thing, you know?

Yeah. And 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, you know, it's like somehow, some way, it's like bringing people together. That's the coolest thing in the world. That it is, man.

I'm reading. I'm reading some of the comments here where one mom said, my son and all of his friends are glued to their phone waiting for your next video. And they're all inspired. So again, you're helping kids, you're helping adults. Again, there's 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 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 want to launch something on the side, even just for fun. It's not always about, like, leaving your job in the relationship, but it's like maybe they just had a dream that they want to pursue on the side they're afraid of.

You just gotta jump. Like, that is the hardest part.

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Fear of being worried about what everyone thinks about you?

By doing some crazy idea. 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 solo only put one of them was, was like I literally completely came to terms with possibly being broke for the rest of my life until I died. Like being just poor and dying poor. I could. I absolutely became like completely content with that idea. And once I became content with that idea, I was freedom. You know what I mean? I had freedom. And that's what it came down to because that was where 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 all that stuff, you know, I. You and you just. All of it is nonsense. All that is noise and 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? You have siblings?

Yeah, most of my mom and brother live in the UK and my. Yeah, my dad is, is in the US and they're, they're proud.

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

They were, I think they, they saw how miserable I was and I had been. You know, it was like three solid years of being like at the lowest low and they could see it. And so I think they, they were probably like, you know, they were probably Like, I mean, anything better, you know, and so. But they've. They've always been really. My brother's been, like, incredibly supportive. Like, I remember, like, being at work, and I'm like, dude, everybody knows every. You know, I text my brother and he, like, replies. He's like, now's the time. And I was like, all right. And now that they know, like, just go that. Who cares? Yeah, yeah, yeah, yeah.

This is incredible, man. What is the. You wrote about 15, 20 days away from Hawaii. Do you know which island you're trying to land on?

12.

12 days of Wahoo. You go to Oahu?

Yeah.

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. Actually.

Gonna land in Maui?

No, I. Originally, I wanted to go to Maui because he's there, but I decided to go to Oahu because in Maui, I would need a car to, like, drive around. And so Oahu.

I.

There's a marine story there, too. Like a West Marine that's there. It's within walking distance, and everything's within walking distance. So it just made more, like, legislative sense.

I want, like, thousands of people to be there when you arrive and just. I want the world to give you a big group hug and just congratulate you on taking the leap and taking the chance and going on the journey, because most people in life will never take the leap and go for it. And it doesn't matter if, like, people succeed or fail. It's really not.

It's about.

It's about going on the journey and seeing what you're made of. 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 sail a boat alone with your cat? What's the biggest lesson you've learned about you?

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

What'S your greatest fear?

Falling off the boat.

You jumped off the boat already, right?

Yeah, but it was completely becalmed.

Falling off the boat. But you got a life jacket. Are you. Are you tying yourself up?

Are you taking.

Like.

There's no life jacket, just. Because if you fall in a life jacket just prolongs the inevitable. So, you know. But as you wear a harness, there's a point. Wearing a life jacket, there's nothing around here. If I fell in the water, the life jacket would just prolong the end.

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

No, the boat sails itself. Like, I'm going. It's going, like, right now. Going like six knots.

Well, unless it's stopped and you have the sails down and you fell off like you did, then it's fine. But if you fall off when it's going to. You fell off.

Yeah. You did not get back on.

Oh, snap.

Yeah, you better that harness yourself.

Rope yourself.

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

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.

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 from first grade to senior in high school. Like, I couldn't do school at all. And I can't write. I've got every single, like, learning disability I could. Like, this is. This is how I organize my notes. You know what I mean? Piece of paper. I can't. I can't even read it. So I don't even write. Yeah. So, like, I can't stress that enough. Is like, all. 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, if I lean into that I can do. I can do anything. So that's what it's come down to, and that's what I've done.

What is. Here's a question for you. Maybe you've never been asked this. When do you feel the most loved in your life?

When do I feel the most loved? Right now I feel pretty loved. But I don't know. It's. When do I Feel the most loved. I don't know or like when I, when I, when I talk to like my mom and brother, I guess 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. It doesn't really matter what frame of mind what, where I'm at in life. They've just, you know, what love me.

What is it about your relationship with your family that you appreciate so much?

They just, you know, they just, they're, they're did. My parents are separated and don't talk. So it's like a weird different dynamic. But like they just, they, 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, 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.

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 gotta 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, these videos is really inspiring. And I'm curious if you could go back. You said you're 29, is that right, Oliver?

Yeah.

If you could go back to your 21 year old self knowing everything you've been through in the last almost decade, what advice would you give?

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 and like 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 have a, you know, buy a plane, take 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. And I would have done that for as long as I could. That's why, that's what I recommend people do, is spin the globe, point and go, you know, go see the world.

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?

Hell yeah. Sweet.

Oh man. What about all the people you know again? 12 days ago no one knew who you were 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, nothing 12 days ago and having a dream and starting in the ocean to having a million followers in under two weeks and people so invested in your story?

How does that feel?

I don't know. I haven't been able to process it. Like it's, it's. If 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, and then I'm also viral at the same time and inspiring all these people. This is all these things that are like not real. You know what I mean? 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, on Hawaii. And then I'll probably be able to feel the, the how real it really is. And it's, I mean, it feels unreal. It feels, it's absolutely insane. Like, it's just that it, that it, it worked. All of it. Because social media, I, I've been. I didn't know anything about social media or how to edit videos, anything. I spent, I would spend like six hours a day editing six, seven hours a day editing videos and just figure. Making the craziest videos and just figuring it out. And, and then also I would spend literally the rest of my waking moments working on the boat and learning how to sail. And I did that for a year straight. Completely isolated, completely locked from the outside world. Did it for a year straight. And it's just so crazy that like the, the, it, 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.

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 or were you just.

All of it is all documented.

Were you posting these on like, Tick Tock or something or where were you posting these other videos last year?

So most of the videos are on TikTok. And then right around when I got the boat, 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.

Okay, I got you, man. 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? Can we see Phoenix as well?

Yeah, let's.

Let's see her. You gotta. You gotta figure out you have another question too.

You want to ask one?

You want to come on ask. You want to come on and ask?

Here she is, famous kitties.

Oh, Phoenix. Oh, man. We need to make Phoenix shirts. Just sell them online for you, you know, that's what you need to do.

Yeah, I'm working on it.

That's amazing, man. 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. So maybe you got to go live on your own at some point once a day so people can be checked in on what you're up to.

I've been trying on Tick Tock. It's just obviously I'm. I am in. In an ocean, so I do have to like, you know, do you think.

And for those, again, 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. If you click on Oliver's page, it's sailing with Phoenix. You also have a GoFundMe where people can donate to support you on this journey. 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. 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 off. 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 Oliver. You have to watch this journey. Because again, I cannot reiterate this in Malcolm Oliver, that you speak about having learning disabilities your entire life, working a job that wasn't enjoyable for you. Maybe it was paying the bills and it wasn't horrible, but it was not feeding your soul. And you took a risk. You sold everything. You took out all your investment money, and you're on this journey for the last 12 days from Oregon to Hawaii, sailing by yourself with a cat. And from the looks of it, you look happier, healthier, and freer than you've ever been in your life. Is that correct?

100. Yeah. I, like, literally feel healthier. Like, it's crazy.

You feel physically.

Not only I feel healthier, but my lifestyle, because of the financial side of things, has been. I've been eating terribly. You know what I mean? But I feel so much. It's amazing. 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 I feel better. And I guess if I wanted to, I did give. You know, if there's somebody that is looking to. To chase their. Their dream, like, something that I've. I realized is like, I. I guess my recommendation would be to, like, find the point of no return and then cross that point. As soon as you cross that point, it. That's the hardest part. As soon as you cross that line, it's. It's. You're all in. You're. It's. You go for it. I mean, it's the fear. The fear will drive you. You're all in at that point. And. And I went all in with, like, I. 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 advertised or talked about the GoFundMe because I think it's weird and. But I did just put it up, and I, you know, a bunch of people have obviously donated it, and it's. Well, so I've only put $10,000 in there because that's. I. But when I left Oregon, I was $10,000 in debt. I've gone all in on everything this entire time that I've just been, you know, and 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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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 where you can't go back, you can't go back to safe land, you have to take on the new journey, conquer the new journey, move forward even though it's uncertain, it's unknown. And you're doing that and you're sailing in the ocean.

Yeah. 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. It's all, it's all, you know, it's all nice.

You quiet the critic or the doubt in your mind as, as a person. That's the, you know, 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 do I, There was no option. Like I didn't have an option but to succeed. Like my, my hopes. Yeah. Just didn't have an option to succeed. I, I just kept going. I just, it one thing that I would do a lot. 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, I thought about everything way too far ahead and I would, I discourage my, I would think about, you know, I like 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. I'm not gonna, 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 and within a year. 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. I guess the solution to that was literally what is the, 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, don't think about anything. Get the boat. You don't have a boat. That's your problem.

Don't think five years in a head of, like, when I get the boat and what if I fall in the middle of the ocean and what happens then? How I saved my life. Just one step at a time.

Yeah. 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, I don't know how to sail. All right, well, start sailing and then started sailing. 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 on. 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 was 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 with the intention of going forever, you know what I mean? And not stopping. Like, I feel just going forever. And. And it worked. It worked.

Did someone give you the. The blueprint of like, okay, if you're gonna do this, you got to get the boat and you have to go on Instagram or tick tock every day and document this, or is this just not.

This is all in my mind. This is all in my mind.

But you weren't really. You weren't on social media before this, were you?

Now? Before. A year ago now.

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 go to the bottom of my TikTok, you'll see. It's. It's a disaster. It's like, it's cringy as it gets. It's terrible. But I, But I was like. And it's only. The only people that are seeing it are people that I know. You know what I mean? So everybody thought I was unhinged. Everyone, every. People were calling me 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. And it's so weird now because they're all now messaging me and going, I always believed you then. You didn't.

You had this whole time. I believed in you. Yeah.

Yeah.

Wow, man.

Yeah. And I just. I just kept going through all that and you know, there's times where I thought I was insane myself and 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? If you could share a little bit more about how you think about this process or what's going through your head 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. 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 the past five months. So I spent, I learned how to sail for the first like six months 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. I didn't speak to another soul ever. Like, I literally just. 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. By the time I get to Hawaii, it'll be like six months. 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 I, I'm comfortable with my own thoughts alone. You know what I mean? So I'm fine. And I do. Well, I'm not a. It's. 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 and I'm. If somebody, you know, comes, say, says says hello to me in person and stuff, I'm totally weird. So I don't remember what the question was, but.

No, it's good, man. 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?

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. Because when crossing an ocean, it's not like 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, the kind of the skills to. To solve the issue. Like, I, I. The worst thing, like the worst thing that could break is literally like, the rudder is one of the worst things. And it broke. And on day like six or something, at the worst time, it was at the height of the storm that I was in. So the way I was, like, looking up at these waves and then you're. Yeah. And you're not supposed to. The boat isn't. The camera doesn't do waves any justice. It's the sailors. It's the sailor's worst curse is that the camera doesn't do waves any justice. And so, yeah, my rudder broke and locked in the starboard position. And it. Which you're not supposed to go to the waves on the side. On the side. And it positioned the boat to the waves on the side. So I was literally like, the way. It was the worst, absolute worst case scenario as far as when that was gonna happen. 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, peril and. Because that's. Wow. Yes. Airboat's cap science. It was like that for like three or four hours while I was trying to solve it. And I, I jumped into the engine room and in the engine room and I see the cable came off the quadrant and I'm literally getting thrown from one side to the other while I'm trying to fix this cable in 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. And, you know, I was trying to not to like, lose my fingers, so I got a screwdriver down in the back and I tried to just pry the, the cable back around the quadrant. It was crazy, man. That was the scariest moment of my entire life, hands down. But. Yeah.

So what about Phoenix during that time? Is she like.

She was at that point, she was already like, well adjusted to the boat.

So I'm sure she get motion sickness too, or.

No, she only once when I first took the boat out, like a year ago, full blown vote 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 a big.

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 off?

I'm the kind of guy that would absolutely walk my cat. So I spent like, when she's seven years old now and she was a feral cat when I got her, and she. I spent like three years trying to walk like cat. It's impossible. It is an impossible task. So I can't get a harness on her.

But is she. Not let her out on the deck?

You do?

No, I don't.

I don't let her out there unless it's like, really calm. And I'm. And she doesn't leave the cockpit area. And I'm. She's my. My attention. You know what I mean? So, yeah, that's the only time when I'm on shore. Oh, yeah. She can go. Sure.

Dude, this is crazy, man. I got a few. I got a few final questions. Few minutes left for you, if that's okay. A lot of people are asking, you know, if. If people go to your Instagram right now, do you have the location where you are, like, live on.

Yeah, that's on my highlight. Okay, so if you go. If you click on my highlight. See that?

And, man, is this starlink that you're using on the boat?

Yes, we're here.

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. Cause I did have some followers. I had like 60,000 followers before I left. And so I had to like, literally just tell him, like, hey, look, I'm. You know, you may not hear. No idea if it's gonna work. Yeah, I don't know if it's gonna work. And I'll see you guys probably in 30 days. But it's. Dude, it's. It's worked really well this whole time.

And what's your. What's your. 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 week?

Like the weather? Like, there's no sleep. Sch. Really, it's just. You sleep when you can. Like, if I. After this call, if I get a. A wave of tiredness, I'm going to take advantage of that because 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 hours and then. So, yeah, and it depends on the weather. So, like last night I stayed up till like 3am because through the night the winds got all weird and shifty, so I had to, like, you know, be there to adjust the boat.

Yeah.

But I. 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. 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. 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. But I think the thing that, that, that where sailors meet their demise is because of sleep deprivation. Will not have that problem.

Your problem will be you won't wake up. Crash. Yeah, yeah, yeah. You gotta. You gotta share one more time. You gotta show the cat, Phoenix, the cat one more time. Everyone's. Everyone who came on late is asking, where's Phoenix?

Yeah, yeah, here she is.

Oh, such a sweetie. Does she sleep next to you also or.

No? Yeah, she sleeps next to me.

And.

Yeah, we. She, like, she sleeps right here. I sleep right here.

Oh, man, you're living the dream, man. Yeah, yeah, all around again. I want to. I want to. I know you got a lot of activities you got to 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 put this out there on my podcast, but I wanted to just one more time say that it's really inspiring what you're doing. And again, for those that are just tuning in, Oliver's from Oregon. He had a diagnosis about his back that was not good from the doctors and 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 pursued 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 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 had the courage to actually do it because 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 whatever. Everyone laughs at me. And so what, you know, if they do, okay, well, at least you won't regret it.

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Than you've ever been in your life right now.

Yeah. Yeah.

And that's amazing.

I feel like all those things are a guarantee is, is people laughing at you going broke and all that stuff, because all that happened. Yeah, but it works.

What's one, what's, I mean, people are gonna be watching your journey every single day. And I can't wait to, and I can't wait to celebrate you and, you know, send you a, a FaceTime or a text when you land in Hawaii. 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 gonna think about them? 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. 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. It's that simple. You've got the answers for the, for, for a better life. You just got to do it. And, and 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, hard thing for me at the, because at the beginning of the spine thing, at the very beginning, I, I, I, and before that, too, I didn't know, Like, I didn't have, like, it's 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 it's hard to find your purpose, but in hindsight, it's easy. You know what I mean? Like, it's like, what do you, what's the ridiculous thing you want to do, like, 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? It's. It is simple. You know what I mean? Like, if. What is it you want to do? Do that and just. Just go for it. So I love that, man.

We are. It is Mother's Day today. While we're recording this live, I'm curious, what's your message. What's your. What's your message to your mom and the greatest lesson your mom's taught you?

Oh, my mom is my biggest fan. She's my biggest fan. She loves me through and through, and she. She's. From the beginning, she's liked every single video. She's. She. My mom doesn't have, like, a lot of money at all, and she, like, she goes. She goes into, like, GoFundMe and donate events. You'll donate, like, 25 bucks, 50 bucks. And I literally have to be like, mom, stop. Stop doing that. And, yeah, she's the greatest. She just is the greatest. And, yeah, I can't remember the rest of the question, but, yeah, your mom.

That's great that she supported you on this whole journey doing some crazy hearing. That's amazing. 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. I asked this at the end of all my interviews. What is your definition of greatness?

My definition of greatness is just to be. 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. A life well below their means. But, like, I just think somebody who's just kind and, like, humble and, like, just. Just overall, you know, the people that you meet and they're just, like, just really. You could just tell they're really good people. Like, that's. That's greatness.

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 scary dream that you had and you 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. Be cheering you on. If you need any support, feel free to message me anytime. And I can't wait to continue to watch the Journey man.

Yeah, I appreciate man. Thank you very much for having me. That's cool man.

Well, 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.

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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. Make sure to check out the show notes in the DES description for a full rundown of today's episode with all the important links and if you want weekly exclusive bonus episodes with me personally as well as ad free listening, then make sure to subscribe to our greatness+channel exclusively on Apple Podcasts. Share this with a friend on social media and leave us a review on Apple Podcasts as well. Let me know what you enjoyed about this episode in that review. I really love love hearing feedback from you and it helps us figure out how we can support and serve you moving forward. And I want to remind you if no one has told you lately that.

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