AI Sales Plays

Today’s plays › All plays › Discovery

Play · Discovery
For sellersClaude + Gong export

Mine your own last 300 calls for what you do when you win

Picked and checked by Olga Pearson, SalesUpLevel

Get tomorrow’s play in your inbox. Free ↓

The resultas reported

From 297 of her own calls: on won calls, customers told stories 70% longer (117 seconds vs 69), asked 25% more questions, and her talk ratio was 9 points lower. Her win rate went from 38.7% in 2024 to 45.8% in 2025.

Nevena exported her call stats with outcomes, added a few full transcripts, and had Claude compare won vs lost calls and the old her vs the new her. The numbers show the trend; the transcripts show what she actually does differently.

By Nevena Tomovic, Lead Account Executive at Tenderly, posting on LinkedIn · Nevena Tomovic on LinkedIn ↗ · Apr 23, 2026

If you sell: run it before your 10am

  1. Export every recorded call with talk ratio, question count, outcome, deal value and topics.
  2. Add a handful of full transcripts from an early period and a recent one.
  3. Run the three prompts below, one at a time.
  4. Pick one thing to change on your next calls, like opening with visible prep or asking before you tell.
Copy-paste prompt · From the source (three prompts)
1) Compare my won vs lost calls on [talk ratio, question count, story length, topic coverage]. Don’t just list averages, tell me which differences matter.

2) Here are transcripts from 2024 and this year. What’s changed in how I handle [objections / competitors / pricing]? Quote specific moments.

3) For each deal where I had 3+ calls and lost, reconstruct the cadence and flag the moment the deal actually died. Not the CRM close date, the moment.

If you lead a team: roll it out

  1. Run the same won-vs-lost compare for each rep in quarterly reviews.
  2. Let the rep pick the one thing to change, then check it on their next calls.

Watch out for

  • Her win rate rose before the analysis. The analysis explains the change; it didn’t cause it.
  • Only use calls recorded with the buyer’s consent, and take out anything sensitive before pasting into a tool your company hasn’t approved.

Source: Nevena Tomovic, Nevena Tomovic on LinkedIn, Apr 23, 2026. Results are as reported by the source; we did not measure them.

Run these next

Live cohort · SalesUpLevel

The AI-Native Seller

An 8-week live cohort, Wednesdays, starting Nov 11, 2026. Turn plays like these into how you and your team sell, every week.

Get in the room
Coming soon

Hiring AI-native sellers?

For sales leaders building a team that already works this way. More soon.