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.
Stop trying to convince executives to adopt your priorities. Instead, identify their existing strategic initiatives—often with internal code names—and frame your solution as an accelerator for what they're already sold on doing. This dramatically reduces friction and speeds up deals.
Before hunting for acquisitions, the internal business owner (deal sponsor) must write a thesis answering "what problem are we solving?" This prevents reactive M&A driven by inbound opportunities and ensures strategic alignment from the start, separating the "why" from the "who."
To vet potential investors or acquirers, founders should ask them to articulate their vision for the startup's next five years. Hearing their story told through the buyer's eyes reveals the depth of their strategic thinking and helps assess whether their vision aligns with the founder's, ensuring a better post-transaction fit.
Instead of starting with intros and a list of questions, ask the prospect why they accepted the meeting and what they hope to get out of it. This simple question cuts through the noise and gives them an opportunity to state their intent and priorities upfront, revealing their 'pull' from the very beginning.
When M&A negotiations stall, the root cause is often sentimental, not financial. Uncovering a seller's personal attachment (e.g., hunting rights, a favorite truck, community sponsorships) allows for creative, non-monetary solutions that have high emotional value for the seller but low cost for the buyer, getting the deal across the finish line.
For proactive deal sourcing, the initial contact is a high-stakes sales call. F5's Andy Cohen invests 2-10 hours researching a target before the first outreach. This deep dive into podcasts, blog posts, and mutual connections enables a substantive, flattering conversation that builds immediate rapport and credibility.
A successful sales call is not about pitching; it's about asking two simple questions: "Why did you take this call?" and "What do you hope to get out of it?" The entire conversation should be structured around the customer's answers, rendering any pre-planned agenda secondary and potentially counterproductive.
To move beyond metrics and access the emotional resonance of a problem, ask prospects about the specific moment they realized something had to change. This question prompts them to tell a story, often involving senior leadership, which reveals the true business impact and urgency.
Instead of pitching a customer, ask them, "Why did you decide to get on this call?" and "Why now?" This forces the prospect to articulate their own pain and why they believe you are the solution, reversing the sales dynamic and revealing core buying motivations.
Instead of only the buyer investigating the target, successful M&A involves "reverse due diligence," where the target is educated about the buyer's company. This transparency helps the target team understand how they will fit, fostering excitement and alignment for the post-close journey.