In complex deals, frame your solution as part of a larger strategic "approach" that aligns with the buyer's existing initiatives. First, gain consensus on this shared approach, then position your offering as the foundational technology that enables it. This avoids commoditization.

The first conversation with a target CEO shouldn't focus on the deal. Instead, focus on their personal story to uncover their core motivation—money, legacy, or team success. This "why" provides the key to framing the acquisition in a way that resonates with them and dictates the entire negotiation strategy.

Moving from transactional to value-led sales is an HR challenge before it's a sales one. It demands hiring new profiles who can translate tech into business language. For existing teams, it's not just about training; it requires a deep assessment of whether current employees have the right skills and are in the right roles for the future.

Founders mistakenly try to "win" salary negotiations. With best-in-class talent, this is a massive error. The value an A-player brings will dwarf any marginal salary savings. Secure top talent immediately by meeting their requests, building goodwill and getting them started right away.

Sales reps at market leaders often succeed due to brand strength and inbound leads, not individual skill. Instead, recruit talent who proved they could win at the #3 company in a tough market. They possess the grit and creativity needed for an early-stage startup without a playbook.

Veteran dealmaker Andy Cohen argues against a "win-at-all-costs" mentality in M&A. True success, particularly in tech deals where talent is key, comes from ensuring the acquired team feels the outcome is fair and their future is promising. If one side feels they lost, the integrated entity will fail.

Counter to the adage that "startups shouldn't buy startups," Cursor successfully uses M&A as a core recruiting strategy. They acquire small, talented teams working on complementary problems, viewing acquisitions as a way to onboard the best people who happen to already be working on their own companies.

Due diligence cannot quantify a team's crucial soft skills. When an acquirer forces change aggressively post-close, they risk an exodus of these skills and key talent, maximizing the chance of the investment failing. A partnership approach that preserves talent for at least the first year is a much safer strategy.

Founders whose startups were acquired by large enterprises can become your most powerful internal champions. They understand the startup mentality, know how to navigate internal politics and procurement, and are often motivated to bring in better technology. Actively seek them out.