To make post-mortems on lost deals effective, sales and product teams must collaborate to identify root causes. The meeting's primary goal should be to produce a specific, actionable change in the sales process or product roadmap, rather than just discussing the failure.
Related Insights
Instead of general discovery, conduct "loss calls" with prospects who chose a competitor. This provides unfiltered feedback on what capabilities truly matter, where your product falls short, and whether your pricing or sales process—not just features—was the problem.
Vague "closed-lost" reasons like 'budget' or 'timing' often lead to sales blaming marketing. A "close loss audit" filters CRM data for these reasons to quantify revenue lost to the status quo, creating a shared enemy for both teams to rally against instead of fighting each other.
Encourage sales and BDR teams to disqualify leads and close-loss deals quickly. This 'fail fast' approach cleans the pipeline, focuses effort on viable opportunities, and provides a rapid, clear feedback loop to marketing on lead quality and campaign effectiveness.
The 'fake press release' is a useful vision-setting tool, but a 'pre-mortem' is more tactical. It involves writing out two scenarios before a project starts: one detailing exactly *why* it succeeded (e.g., team structure, metrics alignment) and another detailing *why* it failed. This forces a proactive discussion of process and risks, not just the desired outcome.
To move beyond static playbooks, treat your team's ways of working (e.g., meetings, frameworks) as a product. Define the problem they solve, for whom, and what success looks like. This approach allows for public reflection and iterative improvement based on whether the process is achieving its goal.
The debate between being product-led vs. sales-led is a false dichotomy that creates friction. Instead, frame all functions as fundamentally 'customer-driven.' This reframing encourages product teams to view sales requests not as distractions, but as valuable, direct insights into customer needs.
Enterprise deals often stall because the large buying committee isn't aligned. A mutual action plan (MAP), ideally in a shared digital sales room, gets everyone on the same page by outlining the necessary steps for the deal to close, preventing delays and confusion.
Average teams measure success in functional silos (sales vs. marketing), leading to finger-pointing. Elite teams remove functions from the equation. They focus entirely on the customer's journey, identifying patterns that lead to pipeline and fixing those that don't, regardless of which department "owns" them.
Framing a meeting around "alignment" invites defensiveness and departmental finger-pointing. Calling it a "Go-to-Market Meeting" re-centers the conversation on shared business problems like pipeline and retention, fostering collaborative problem-solving instead of blame.
Deals are lost when salespeople fail to spend enough time in discovery to understand the customer's true need. They must identify the 'moment of demand'—when the customer both recognizes their problem and is ready to decide—rather than rushing to the close with the wrong solution.
