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This is an interesting challenge, and I like to address it up front. Because if you're planning to sell your business, you need to start thinking about this now. Many entrepreneurs hit that summit and then feel empty. Because I believe a business should be a vehicle to help you have a great life rather than business being your life. Will you really push through and get to the success that you want? Now, what do I mean by your next mountain? Think of it in one of three ways. Purpose, passion, or people. So what happens after you've made. Made it? What happens after you've built a business that can run without you or you've even gone to a financial exit and you've got the business and it's sold? Well, this is an interesting challenge, and I like to address it up front. Because if you're planning to sell your business, you need to start thinking about this now. So many entrepreneurs hit that summit and then feel empty. They hit the point of, well, now the company's running without me. Or they've even exited the company totally, and they're like, well, what's next? What do I do? And this, my friends, is what I want you to start thinking about. Now, if you're planning to sell in the next three years, I want it in your head that you've got to start thinking about, what's the distinction about, okay, why am I selling? What am I aiming to do? Or even if you're going to just a passive exit, the difference between success and significance. You know, you've probably heard me discuss the three phases of money. Learn, earn, return. So the first phase of money is learning. Now, you might still be in that phase where you're watching this podcast to learn, because you're on your way to making a bunch of money. You might be right in the middle of Earn, where you're doing phenomenal. You're making the money, you're doing the good things, you're doing all of that stuff and you're building. And you could build to a passive exit or a financial exit, or you might be contemplating that final phase of return. Meaning, how do I move from success to significance? How do I move from running a great company to contributing to a great community? How do I move from one to the next? Now, there's no reason to say that when you finish building one company, you're done with success. Running one company could lead to a second and a third and a fourth. It could lead to buying many other companies. And that's where you got to go back in the pod and look at the acquisition focused podcasts that we've done here. If you think about what happens for a lot of people once they've done that big exit, and for many times, that exit is literally a financial exit. That means you never, ever have to work again for the rest of time. And that's phenomenal. Okay. But as a good buddy of mine put it recently says, you know, when I get that capital money, I like putting that straight into other investments and then I go on and keep making more money type thing. So it's really up to you. But that's what we're discussing here today. So you can think about this and get a feeling for what is next after you finish this business. Now a lot of people think, oh, you know what I'm going to do next? I'm going to do nothing. Nope. If you're an entrepreneur and you've been building great companies, pretty good chance doing nothing will not enter your sphere. Okay, it might for a month, three months maybe, and then you're going to get to a point called being bored. Now maybe you go off and, you know, do grandparent thing or parent thing or go off and do other stuff. Fantastic. I know for me, the first time I retired, I got heavily involved with the kids because my kids were just born. And I got heavily involved in a charity, helping out, running a charity, being on the board, doing those sorts of things to keep me enthused. But I also moved heavily into investing the money that I was making and all of those sorts of things because I had to. So, thinking about your next mountain now, what do I mean by your next mountain? Think of it in one of three ways. Purpose, passion, or people. So when you think about purpose, okay? And I do a full two day workshop on the subject of purpose because I believe a business should be a vehicle to help you have a great life, rather than business being your life. Okay? So developing your purpose, finding, creating, deciding what do I want my life to be about? What do I want this? Why do I have a business? What is the goal of the business? How is it to provide for me, my family, my future? That's a big question for a lot of people. Usually your next mountain will come in one of three areas, as I mentioned, Purpose, passion, or people. So the second mountain, second way to look for your mountain might be a passion that you've had. Like you may have always been good at sailing. And you might say, you know what, once I retire, I'm actually going to go and do it and try and compete in tournaments. Once I do this, I'M going to go and do that. I found another friend of mine who as he sold his company, he got into the passion of, of bodybuilding because he was like, you know, I've always wanted to, I've never really done it. So he's like, fantastic. Now I've got into that. Interestingly, it led him to another business in longevity and health and all of those sorts of things because he started to see opportunities. And I, I guess that's the thing for us serial entrepreneurs is that generally when we get invested or interested in something, we find a way to turn it into a profitable enterprise in some way, shape or form. Or the third area is people. It might be that you decide, you know what, I want to go and coach little League because your kids are playing baseball and you think that's what I'm going to do and have a passion. I know another one of my friends, he literally got into softball with his daughters and he stated, and it's become a massive passion and it'll probably lead to a third career for him if he really wanted it to because he's become very, very good at. But those three areas are where you're going to find your next mountain and whether you're ready to sell today or not. It's something you better start thinking about because you're going to have an exit. You know that the question is what are you going to do next? So I want to touch on the negative side of this, the identity crisis that happens post success for entrepreneurs. If you're an entrepreneur and you've your identity has been wrapped business in building your company, in doing the things you do, in becoming that. And I watched it with a friend of mine recently and now he's just come out of the slump because he's found a new idea, found a new business, he's out building, he's back again, if that makes sense. It's like, you know, he should be wearing a T shirt that says guess who's back? Because the slump that he hit because when the company sold and when things disappeared and he was no longer the CEO and it was like, where do I go from here? Who am I at this point? Because his identity was CEO of the company. His identity was. And that's a lot of the reason why I say to people, you want to step back and have a semi passive exit before you get to the financial exit, see if you can get the company to run without you or be very close to running without you. And you step back and step back and step back. If you're only working one or two days a week, and the company is essentially working without you. That post financial exit is much easier for you. But when I see people going through the identity crisis, post exit or post success, really, because it should be seen as a success. It should be seen as a graduation, you know, but we see it with even young people. They graduate college and now they're into, well, what's next? And they're creating a new identity for themselves, having to learn to build who they want to be. And that freedom of having the choice to decide who you want to be. But you've got to decide who you need to be. It's not just the freedom. It's like I get to choose who I want to be. I find often, though, that what gets people out of that slump is teaching or mentoring or philanthropy. It reignites the drive in a lot of people. So if you haven't got something of that now, start thinking about where you can start teaching, start looking at where you can become a mentor, joining some groups where mentoring becomes a part of it. So you can start all of that knowledge that's in your head. All of those years of building companies and building teams and leadership and management, all of that, if you can give that back to people, it starts to move you in a direction. Joining the board of a charity where you can use your acumen, use your connections to add to that philanthropic nature of yourself and start building it. You know, if I looked at my second mountain, I literally failed at it the first time. There is no two ways about it. Where it was about four weeks into my retirement, I was in my mid-20s. The only other retired person I knew was my dad. You know, So I. I got into this thing and I just like, I can't do this. I need to get back to work. I need to get back to doing something. Because I hadn't planned what I was going to do next. So I went back to work the second time around. When my daughter was first born, I had a charity that I was working with. I actually had something to move into type thing. I almost, I won't say I planned it, but it was dang closer to a plan of exiting than it was to not planning it, if that makes sense. So it took me that, but it also took me to recognizing that after business ownership comes investor and comes entrepreneur. So if you haven't read my book, Billionaire in Training, dive into that one, because that'll help you understand that those levels are further along the path. I think that when a lot of people when they finish up or sell their business, turn their financial success into that second mountain. What do I mean? You can create a home office where you start investing in startups. I know one of the greatest pieces of advice I got when I was younger was keep investing in young people, Brad, as you get older. Like I think about it now in my 50s, if I'm investing in people in their 20s and 30s, when I'm in my 70s, they're in their 40s and 50s, they're in power mode. When I'm in relax mode type thing. So I keep investing in younger people. But it could be that you turn your legacy work into a structured mission in some way, whether it's a foundation or education. Or it could be into a structured business model where you start building your wealth assets by investing in other companies, in real estate and stocks in whatever area it is. See the freedom paradox. And it's really interesting that we think about it. When you can do anything, clarity really matters. When you can choose whatever you want, having clarity matters. Now, I see a lot of the time that the first thing that happens when someone retires from running their own business is that they get stuck right into the whole idea of health and fitness and doing a lot of that. And that's fantastic thing to get into, obviously, because longevity is a big part of life today. Well, when you have the ability to choose to do anything, it's like going back to when you're a kid and you had to make those big choices of what am I going to do with my life now? I always say to my kids, you don't have to choose what you're going to do with your life. You have to choose what you're going to try. You know, try this career, try a bit of that career, try a few different things, and if you like it, stick with it. And if you don't, try something different, I think too many people get stuck in one thing and stay there. The old Jim Rohn saying, if you're not a tree, you don't have roots. You can move, just get up, move, do something different. Well, when you financially retire, I guess when you have a passive exit or a full financial exit, you get to choose what you want to do. Now, many of us just go on doing what we know, and that is get back into business, go and do something else in the business realm. But others choose to move to somewhere different. And it's fantastic that you get to have that choice. Here's the thing, you don't have to choose just One thing, you can become good at X and good at Y and do this and a part timer that you've got five days a week that you want to keep yourself busy. I guess you might have five things you can do. You know, one day might be dedicated to playing golf each week and one day might be dedicated to charity work and one day might be dedicated to your investing and one day might be dedicated to mentoring young people. You know, you get to choose that. And I think you've got to have clarity though, you've got to decide what it is you want next. So I think the other thing that I've noticed a lot more is that when someone's had their first round of success, the second mountain, they start to integrate more purpose into their business moves. I think Elon Musk is a perfect example of this where yes, financial exit from the first business, hundreds of millions. And then he started things that were more on his passion, more on his purpose driven things. You know, the tunneling companies and rocket ships, getting to Mars, building robots and self driving cars. Like it's more he got into things that were more his purpose rather than just business. And I think that if, if we try and redefine it in a relatively simple way, a lot of the times with the learn and return, we move from that. In fact, we don't make a massive change. If we can just say we redefine the way we look at it, we move from accumulation to more contribution. Now your first exit might not be enough for you to move from accumulation to contribution. Your first exit might just be the first of many and you want to get back into the game and start again and go again and buy another company and build that up and do all those different things, fantastic. But you've got to make a plan. Now if you're planning on passive exit or financial exit, I want to see you thinking about what is next. What is the second mountain to climb? Once I hit that level of success, and only in my opinion, once you've defined what that second level is, will you really push through and get to the success that you want. I find people that keep stalling the exit or stalling the passive exit because they haven't decided what they want to do next. They stay in the business because they want to feel needed. They want to feel that plan. What's next? So you can experience the success of a passive or a financial exit. If you could define your next mountain in like one sentence or one paragraph, make that your homework for this week from the pod and say you know what? I'm going to think about what it is I want to do next, and it might be four or five things that you want to try so that you don't. You don't have to define one. You might say, you know what? I think what I'm going to do is partially start investing in real estate, so I'm going to have to start studying that. I think partially what I'm going to do is mentor young people, so I got to find some places to get into mentoring young people. If that's the way you look at it, then defining your next mountain will help you achieve success on your first mountain. Thanks for joining me on the A Hundred Million Dollar Podcast. If you've got value from today's episode, make sure you've subscribed and share this with all of your friends. Never miss a strategy that could change your business and your life. And remember, the fastest way to scale is to learn from those who've done it. That's what this show is all about. See you on the next episode.
Host: Brad Sugars
Date: April 29, 2026
In this episode, Brad Sugars addresses a pivotal, yet often overlooked, challenge for entrepreneurs: "What comes after you sell your business?" He unpacks the emotional and practical considerations that follow a successful exit—be it passive or financial. Brad urges listeners to proactively plan for their "next mountain," whether it centers around purpose, passion, or people. Drawing from personal experience, real-life examples, and actionable advice, he provides a guide for entrepreneurs preparing for life—and fulfillment—after business success.
Brad Sugars on Post-Success Emptiness (00:12):
"Many entrepreneurs hit that summit and then feel empty. Because I believe a business should be a vehicle to help you have a great life rather than business being your life."
On Purpose, Passion, and People (04:56):
"Think of it in one of three ways. Purpose, passion, or people."
On The Freedom Paradox (17:03):
"When you can do anything, clarity really matters."
Advice from a Mentor (15:41):
"Keep investing in young people, Brad, as you get older. Like I think about it now in my 50s, if I'm investing in people in their 20s and 30s, when I'm in my 70s, they're in their 40s and 50s, they're in power mode. When I'm in relax mode type thing."
Actionable Homework (22:32):
“If you could define your next mountain in like one sentence or one paragraph, make that your homework for this week from the pod and say you know what? I'm going to think about what it is I want to do next..."
Brad Sugars encourages entrepreneurs not just to focus on the endgame of a business exit, but to plan intentionally for what comes next. Whether your next mountain is built around purpose, passion, or people, having a vision for post-business life fosters a more meaningful transition. Teaching, mentoring, investing in others, and philanthropic pursuits are powerful ways to channel entrepreneurial drive after a sale, turning financial success into lasting significance.
Homework:
Brad challenges listeners to define—in a sentence or a paragraph—what their next mountain will be after their business exit.
For more strategies, inspiration, and actionable insights, subscribe to The $100M Entrepreneur Podcast.