A founder once asked me, over a long lunch, whether she should hire a fractional CRO, hire a full-time VP of Sales, retain a sales consultant on a project basis, or sign with the agency her board had been recommending.
Read MoreThat is not how most fractional engagements end. A more common pattern is the slow fade — fewer meetings, more autonomy for the team, a renewal conversation that drifts past its date, and eventually a polite email about wrapping up.
Read MoreThere's a moment in every deal that almost no one designs. The contract is signed, the sales team rings the bell, and the customer — who has just spent real money on a promise — is quietly passed to whoever happens to handle “onboarding.” That handoff is where loyalty is won or lost, and most companies treat it as an afterthought.
Read MorePrivate equity firms have stopped debating whether fractional executives belong in their portfolio companies. It is standard practice now. Venture-backed founders, by contrast, still treat the same decision as a step down.
Read MoreAI engine are, without exaggeration, one of the most remarkable tools I have worked with in my career. But I am concerned that AI is making us dumber.
Read MoreHe liked working with the executive. His team liked working with her. The pipeline had grown. The conversion rate had improved. The forecast was more honest than it had been when she started. What was on the page was a monthly retainer that. He asked, politely, what he was paying for.
Read MoreThe principle is simple: when you sell less time, you charge a higher rate per hour. When a client commits to more time, the per-hour rate goes down, but the total compensation goes up.
Read MoreEvery sales rep who has ever worked with me will quote you one of my favorite sayings: “do not discount.” I mean it. Discounting feels generous in the moment, and as consumers we love it. As sellers, we should be very careful with it.
Read MoreEvery few weeks a founder or owner asks me some version of the same question: “Do I need a CRO, a CCO, or a CXO — and what's the actual difference?” It's a fair question. The titles have multiplied faster than anyone's ability to keep them straight, and hiring the wrong one is an expensive way to find out you misread the problem.
Read MoreA founder once slid a term sheet across a coffee table and asked, with the practiced casualness of someone who had done this many times, whether I would consider taking part of my fee in equity. He named a percentage. He named a valuation. He did the math out loud.
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