01/31/25 - Wakie Wakie 4:44

Author

Mark Evans DM
January 31, 2025

Welcome to Your 444 Newsletter!

Where clarity, action, and strategy collide. Today, we’re talking about something that’s rarely discussed but hits hard when it happens—the moment after you sell your business.

Everyone talks about the payday, the freedom, the “never have to work again” lifestyle.

But what happens when the dust settles? When the emails stop? When no one’s calling, and for the first time in years, your calendar is empty?

No one warns you about the silence.

The real question isn’t how much money you made—it’s what you do next.

I just wrote a deep dive on what happens AFTER you cash out—and how to make sure your next move gives you more than just money.

4 Thoughts to Reflect On

  1. Your business was never just a business—it was a piece of your identity. Selling it doesn’t just change your bank account. It changes your purpose.

  2. Freedom is only exciting if you know what to do with it. Without a new mission, most entrepreneurs feel lost.

  3. More money won’t fix the void. The high of selling wears off fast. What comes next matters more.

  4. The real winners don’t retire—they reinvent. The best entrepreneurs don’t stop after the payday. They find new ways to grow, build, and give back.

👉 Discover what’s next in the full blog. Read it here.

4 Lessons I’ve Learned

  1. Selling doesn’t mean stopping. The most successful entrepreneurs always have their next move lined up.

  2. Boredom is dangerous. Without a mission, money becomes meaningless—and a lot of ex-business owners spiral.

  3. You need a game plan BEFORE the deal closes. If you don’t know what’s next, you’ll struggle more than you expect.

  4. Mentorship, investing, and legacy work matter more than another payday. The next level isn’t about working harder—it’s about working with purpose.

4 Challenges to Tackle This Week

  1. Write down what excites you beyond money. What gets you fired up now that financial security isn’t the goal?

  2. Identify your next mission. Building another business? Investing? Mentoring? Giving back? Pick something.

  3. Reach out to a mentor who’s already been through this. Learn from those ahead of you.

  4. Start mapping out your next move. If you’re thinking about selling, don’t wait until after to figure out what’s next.

"Money is a great servant but a terrible master.”
— P.T. Barnum

Final Thought

You worked for years to build something great. Now the question is: What’s next?

Don’t wait until the silence hits. Plan now. Move with purpose.

👉 I break it all down in this blog. Read it now.

Here’s to the next big thing,
Mark Evans DM

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