Selling your company starts long before buyers show up. In this Master Class session, the team breaks down “month zero” and the first 30 days of a sell-side process: what gets built, who needs to be involved, what information you’ll be asked for, and how...
EPISODE 241. In the 5th episode of the Seller Master Class, Ryan, Mike, and Matt break down the “village” of experts you need to successfully sell an IT services / tech-enabled services firm. They cover when to start engaging advisors (ideally 6–12 months ahead), the...
EPISODE 240. What are the biggest factors that impact what you take home post transaction? Sellers often anchor on the “headline” enterprise value, then get surprised by what actually hits their bank account. In this episode, the team breaks down net proceeds: taxes, debt payoff,...
In Part 3 of the Shoot the Moon Masterclass series, Mike, Ryan, and Matt break down how valuation really works for IT services firms—why “the multiple” isn’t the same thing as valuation, and why buyers price future performance and confidence in cash flows. They cover...
In the second installment of the Seller Master Class, the team breaks down what it really means to be ready to sell your IT services firm beyond just deciding it’s time. They walk through financial, people, operational, and customer readiness, and explain why “time kills...
In this episode, Matt and Ryan break down the concept of “selling in” - partnering with growth capital to scale your IT services business - versus “selling out.” They explore how founder-led companies can leverage private equity or family office investments to unlock their next...
Founders rarely get a flashing “SELL NOW” sign. In this conversation, Mike, Ryan, and Matt unpack the practical signals that it may be time to explore an exit or merger. From wearing too many hats and stalled scale to outside capital needs, shifting life priorities,...
Q4 often turns into a deal sprint as buyers try to deploy capital and sellers weigh tax timing and clean year end cutovers. The team lays out a realistic path: most deals need ~90 days post-LOI. We offer a framework for deciding whether to close...
Founders face three real paths: grow organically, buy growth via M&A, or grow to sell. We compare time-to-impact, leadership bandwidth, capital needs, and integration load, and show how each choice affects valuation levers like margin quality, recurring revenue, and concentration risk....
EPISODE 232:...