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Plays is in preview. The capability is rolling out to workspaces — setup steps and screens may change as it reaches general availability.
Most of your pipeline ends up in the loss column, and a lot of it was never truly unwinnable — the deal was high-fit but lost to execution, or lost on a gap you’ve since shipped. Plays finds those deals, reconstructs the real reason they stalled, and hands reps a specific, ready-to-run win-back motion. Plays sit on top of your Deal Reviews — the verified record and scored decision drivers Hindsight already built for every deal are exactly what make a play targetable.
Plays overview

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What a Play is

A Play is a reusable win-back motion defined by two things:
  • Enrollment criteria — filters over your closed deals and their scored Deal Review fields. A deal that matches gets enrolled automatically. For example:
    Auto-enroll closed deals where product fit ≥ 4 / 5 and customer fit ≥ 4 / 5 and loss reason is sales execution
  • The play itself — the motion reps run on enrolled deals, e.g. “VP outreach — LinkedIn connect + event invite, opened with why they really passed.”
Because enrollment runs off the verified record, each play is a live, ranked list of genuinely winnable deals — not a static report.
Defining a play's enrollment criteria and motion

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Set up a Play

Define the criteria

Pick the closed deals this play should target. Combine CRM fields and Hindsight’s scored Deal Review fields — product fit, customer fit, decision drivers, loss reason, competitor — to isolate a winnable segment (e.g. high-fit deals lost to execution, or lost on a feature that’s now shipped).

Let Hindsight generate the play

Hindsight generates a recommended play for each opportunity from its deal context and competitive signals — the angle, who to reach, and why they really passed. Review and adjust the motion to match how your team sells.

Attach assets

Link enablement assets to the play so reps have the right collateral in hand — battlecards, one-pagers, or a refreshed comparison that reflects what changed since the deal closed.

Act in Slack

Winnable deals are routed to the rep in Slack. From the thread, reps draft tailored outreach with messaging adapted to the play type — one click, grounded in the real loss reason. Reps and admins can opt into email notifications when a new play opportunity is ready to act on.

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Track outcomes

Each play tracks revenue as deals move through it — in play, engaged, and won — so you can see which win-back motions actually convert and double down on them.

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What’s Next

Analyze Deals

Plays run on your Deal Reviews — make sure your closed deals are analyzed and scored.

Build Your Custom AI

Use Recipes and Claude Skills to surface win-back segments and draft outreach at scale.