Olli’s Playlist: Top Mid-Market & Enterprise Sales Plays

Selling into mid-market and enterprise accounts isn’t about doing more. It’s about making the right moves at the right moments.

Olli’s Playlist is a curated set of proven sales plays designed to help reps navigate complex buying committees, stalled deals, and high-stakes evaluations with clarity and confidence.

Each play breaks a common sales challenge into clear, repeatable steps (and gives you the exact prompts to execute them with AI).

What you’ll get:

* Proven plays for every stage of the deal, from first outreach to QBRs
* Step-by-step prompts you can run manually or automate with Olli
* Guidance for multithreading accounts, enabling champions and handling skeptics
* A practical framework for moving deals forward without guesswork or generic templates