Approaching the leader of a business unit to propose carving it out is a fatal mistake, akin to 'inviting the turkey to Christmas.' They will naturally be defensive, viewing it as a threat. Instead, initial conversations must target executives *above* the business unit to explore the strategic rationale before involving the person whose division might be sold.
To de-risk carve-out acquisitions, sophisticated buyers should recommend the seller commission a sell-side Quality of Earnings (QofE) report before a preliminary bid is made. A seller's willingness to invest in a QofE signals their motivation, and the report provides a more reliable financial perimeter, reducing the risk of later surprises and renegotiations.
Product leaders often feel they must present a perfect, unassailable plan to executives. However, the goal should be to start a discussion. Presenting an idea as an educated guess allows for a collaborative debate where you can gather more information and adjust the strategy based on leadership's feedback.
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.
A major carve-out risk is the 'captive client'—the seller's remaining business that relies on the carved-out entity. Post-deal, this powerful client may demand significant fee reductions, destroying the target's valuation. Buyers must negotiate directly with these internal client stakeholders early on to lock in future commercial terms and avoid a last-minute deal collapse.
Don't pitch big ideas by going straight to the CEO for a mandate; this alienates the teams who must execute. Instead, introduce ideas casually to find a small group of collaborative "yes, and" thinkers. Build momentum with this core coalition before presenting the developed concept more broadly.
Approaching a business unit head to acquire their division is like "inviting the turkey to Christmas." They will naturally be defensive about their role and business. The correct strategy for a proactive approach is to engage their superiors, who have a broader strategic perspective on whether the unit is core to the parent company.
Securing executive buy-in is its own sales stage, distinct from champion agreement. Don't just repeat the demo for the boss. Use executive-level tactics like reference calls with their peers, exec-to-exec meetings to build relationships, or roadmap presentations to sell the long-term vision and partnership.
When a senior stakeholder proposes a potentially disruptive idea, direct resistance ('pushing') is counterproductive and strengthens their resolve. Instead, 'pull' them into a collaborative exploration. Acknowledge the idea, discuss the underlying problem it solves, and then gently steer the conversation back to how it aligns with the agreed-upon North Star, defusing tension.
When you identify a deal blocker, don't confront them alone. First, approach your champion and ask for their perspective on the dissenter's hesitation and advice on the best way to engage them. This provides crucial internal political context and helps you formulate a more effective strategy before you ever speak to the blocker.
When progress on a complex initiative stalls with middle management, don't hesitate to escalate to senior leadership. A brief, well-prepared C-level discussion can cut through uncertainty, validate importance, and accelerate alignment across teams or with external partners.