Instead of just celebrating a win, use that moment to learn. Ask the new customer two key questions: "Where were we better than we thought?" and "Where are we not as good as we think?" The champion is now invested in your success and will provide candid feedback to ensure their decision pays off.

Related Insights

After addressing a prospect's concern, don't assume you've solved it. Explicitly ask if your explanation was sufficient by asking, "Was that enough to satisfy your concern?" This simple check ensures the issue is truly resolved and prevents it from resurfacing later to kill your deal. Most reps answer and move on, which is a critical mistake.

Embed a clause in client agreements requiring them to report back when they achieve a win, and have them initial it. This tactic isn't primarily for marketing, but to create a psychological contract that holds the client accountable for building on their success, reinforcing the value of the partnership.

To truly understand a prospect's decision-making process, ask for more than you expect to get, such as requesting to be part of their internal evaluation meeting. Even a "no" often prompts them to reveal more about their process, criteria, and stakeholders than a standard discovery question would.

After a group discovery call, don't just set one follow-up. Schedule brief, individual breakout sessions with every stakeholder. This creates multiple parallel threads, uncovers honest feedback people won't share in a group, and builds momentum across the entire buying committee, dramatically increasing deal velocity.

Buyers won't openly state their career risks, such as getting fired for a failed project. To uncover these fears, ask: 'What does success look like for you three months after this is deployed?' Their answer reveals their key success criteria, which are directly tied to their biggest perceived risks.

To avoid sounding pushy when asking critical questions about a deal's viability, frame them as necessary steps to ensure the customer's success post-implementation. This shifts the intent from closing a deal to building a successful partnership, encouraging open answers.

A powerful recruiting tactic is to ask a new customer, "Who would you have bought from if their product was better?" This question identifies competitor reps who excel at selling—persuading buyers despite product disadvantages. These individuals are prime candidates to recruit for your own team.

By proactively asking about potential deal-killers like budget or partner approval early in the sales process, you transform them from adversarial objections into collaborative obstacles. This disarms the buyer's defensiveness and makes them easier to solve together, preventing them from being used as excuses later.

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.

Extract Your Best Customer Feedback in the Moments Immediately After Closing a Deal | RiffOn