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Justin Donald
There’s a moment very few people prepare you for: the day the hustle finally works. After a decade of relentless effort, the sacrifice pays off. Sleep, weekends, vacations — all traded for a future exit. Then it happens. The wire hits your account. The scoreboard flashes. You’ve won. You never have to work for money…
In last week’s issue of the Lifestyle Investor Lens, I talked about the three forces that are colliding right now and reshaping the investment world. A quick recap: Shift #1: From public markets to private markets Shift #2: From investment advisor to family office paradigm Shift #3: From net worth focus to cash flow…
How to Avoid Leaving Millions on the Table When Selling Your Business with Stephen Scoggins – EP 281
Interview with Stephen Scoggins The Playbook To Prepare for a Life-Changing Exit with Stephen Scoggins It’s crazy when you think about it, but less than 1% of entrepreneurs ever sell their companies. Even fewer do it intentionally, strategically, and on their terms. If you’re building a business without preparing for a future exit, you…
When I wrote The Lifestyle Investor, I included a section about a private client I called “JJ.” Although I kept it cryptic at the time, the secret is finally out. JJ stands for Jay Jacobs, an OG Lifestyle Investor Mastermind member. He was also my first private coaching client. We have also been working together…
I’ve been sitting on this idea for a while now. Every week inside the Lifestyle Investor Mastermind, I’m surrounded by some of the smartest investors I know. We’re having conversations that challenge conventional thinking, dissecting deals and debating strategies that most people will never hear about. And until now, those conversations have stayed inside the…
Interview with Andrew Lassise How Niching Down Led to a 10x EBITDA Exit with Andrew Lassise One of the biggest reasons many entrepreneurs struggle to scale their businesses is that they focus on attracting more clients by casting a wide net and pouring money into marketing that doesn’t generate and convert enough leads. But…
Some people impress you with their résumé and you can see their worth. Other people stop you in your tracks. When I met Adel Sayegh at an investor conference in Puerto Rico, one thing was immediately obvious to me: this man was different. No ego. No posturing. Just calm presence, humility, and ease. Then Adel…
Interview with Rod Neuenschwander Giftology: Prioritizing Relationships and Building a Business That Outlives You with Rod Neuenschwander The strongest and most successful businesses are built on strong and meaningful relationships. And when life delivers unexpected loss, the strength of those relationships becomes an asset that is more valuable than you could ever imagine. …
Do you feel as if your marketing isn’t working? There may be one essential ingredient missing: you. Think about it. Most ads are interchangeable. Simply swap out the logo, change the colors, and you can use them for virtually any business. A successful marketing strategy, however, takes into account the values, personality, and voice of…
Interview with Bill Tyndall From a Huge Exit To Reimaging IT & Cybersecurity with Bill Tyndall Businesses are implementing AI faster than most entrepreneurs realize. But the best opportunities aren’t always in cutting-edge startups. In many cases, the best returns are in legacy businesses that haven’t kept pace with the innovation curve. Understanding that…