To most small businesses, “bank” is a four-letter word. They have a love-hate relationship with their bank. If we are really honest, it’s mostly a hate relationship. Banks are always disappointing to work with and are never there when you really need them. Think of them as a person that lends you an umbrella when…
If you spend five minutes on LinkedIn, you’ll hear the same old song: “SaaS businesses are worth 5x to 8x ARR.” It sounds simple, right? You take your Annual Recurring Revenue, multiply it by a number some guy t told you, and boom, you’re ready get your beach money. But here’s the truth that most…
You’ve signed the Letter of Intent (LOI). The number looks great: maybe even better than you expected. You’re already picturing the wire transfer hitting your account and the vacation you’re going to take. You are celebrating your brilliant success. But then, the “professionals” arrive. In the world of M&A, the period between the LOI and…
You’ve spent the last seven years building your company. You’ve survived the “ramen profitable” stage, managed infrastructure debt, and scaled your ARR to a point where the big players are finally knocking on your door. Then comes the Letter of Intent (LOI). It looks beautiful. The headline number is exactly what you wanted, let’s say…
You’ve spent years building your software company. Late nights, countless pivots, and finally: you’ve got something buyers want. But here’s the thing most founders don’t realize until it’s too late: the difference between a $10 million exit and a $6 million exit might not be the sale price. It’s how much you lose to taxes….
Most small business owners believe their business is their retirement plan.Fewer than one in four will ever sell it successfully. And the reason usually isn’t the market—it’s preparation. Today’s guest has seen thousands of deals from the inside and knows exactly why some businesses sell for top dollar and others don’t sell at all. Sometimes,…
Over the last 5 years, I am continuously amazed that when a seller and buyer agree to a price for the company, so many people still get in the way of it happening; and this is after both parties have agreed to the terms of the sale! This should not be a surprise since so…
What happens when you are asked not to sell your business but sell your aging parents’ business? Is it like selling your childhood home? How much more pressure does this put on you to get a successful deal done? My guest is Michelle Pippin who is the Founder & CEO of Women Who WOW, an…
What happens when you sell your company for $100M, but then find you have lost your identify and sense of belonging as a result? This shift happens for many exiting founders and can cause real problems in their lives. My guest on the show is Dan J. Berger who is the Founder and former CEO…
When you create a business, you have to know when the right time to exit is. This is a talent not too many entrepreneurs have mastered. It’s hard to “go out” on top! After 3 exits, this is exactly what my guest Peter Shankman knows how to do. He is a top keynote speaker in…
