For managers with large pipelines to review, asking three core questions can quickly get to the heart of a deal's health: Why do they need to buy? Why won't they buy? And why do they need to buy now?

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."

While a formal plan is a useful artifact, the real benefit comes from the strategic thinking required to create it. The process of planning forces founders to clarify their 'why,' define their ideal customer, and strategize their market approach. This mental exercise is more valuable than the static document itself.

The rigorous training to condense any recommendation into a single page forces a level of critical thinking and clarity that is often lost in lengthy slide decks. This skill becomes more valuable with career progression, creating a competitive advantage.

Instead of guessing at metrics, insert placeholders like "[Current Cart Abandonment Rate]" into your business case. This acts as a prompt, inviting the buying team to fill in the blanks, which builds ownership and surfaces crucial data you need to quantify value.

Don't just solve the problem a customer tells you about. Research their public strategic objectives for the year and identify where they are failing. Frame your solution as the critical tool to close that specific, high-level performance gap, creating urgency and executive buy-in.

The "Discovery Tree" maps problems in three layers: Situation (how they do it today), Operational Problem (daily annoyance), and Executive Problem (C-level risk, e.g., getting sued). Focusing only on operational issues leads to small deals; connecting them to executive-level risks is necessary to justify a large investment.

When presenting to a CFO, brevity is critical. They think in summaries and bullet points, and a lengthy presentation is a sign of disrespect for their time. Your entire business case should be distilled into a single, powerful page to maintain their attention.

When reviewing a shared business case, look for red ink—comments, changes, and edits from the buying team. This signifies ownership and conviction. A document with zero changes indicates shallow discovery and a lack of internal buy-in, making it a powerful negative signal for the deal's health.