The right play at the right time.

Hindsight combines your playbook, current deal context, and evidence from comparable wins and losses to guide the rep—and measure what happens next.

See Plays in action See how it works

Hindsight

APP

DEMO DE-RISK PLAYHarbor Health · $180K ARR · Demo tomorrow

Make the demo useful for every decision maker.

What happened

Tomorrow's demo has a champion confirmed, but the people who will evaluate rollout and approve the purchase have not joined a call.

Why this triggered

This is a common pre-demo risk: a good session with one supporter, but no shared plan for the wider buying group.

LINKED RESOURCES

Evidence from 6 comparable deals

4 won · 2 lost

In four wins, the champion brought the implementation evaluator into a short pre-demo check-in. Both losses used the demo as the first time the broader team saw the rollout plan.

Suggested next steps

1. Ask your champion which implementation evaluator should join.
2. Send a focused agenda and the rollout slides before the demo.
3. Confirm the buyer's decision process at the end of the session.

Target: buying group aligned

Set the intent. Hindsight handles the deal-specific work.

1Choose the trigger
2Define the goal and guidance
3Select delivery and guardrails
4Hindsight personalizes it for every deal

De-risk enterprise demos

Play definition · Draft

Trigger

Stage reached

Demo

Goal

Advanced to stage

Proposal

Guidance

/ research-account-skillLook at discovery notes to understand gaps in discovery we need to fill here and any risks. Research comparable deals to see how we've handled before.

Enterprise demo playbook

Delivery

Slack DM

Dynamic scheduling

4 eligible deals will be enrolled today. Hindsight will automatically enroll qualifying deals going forward.

Guidance from situations your team has actually seen.

Hindsight matches an opportunity on buyer signals, requirements, decision drivers, and deal context—not a broad segment or generic competitor tag.

New opportunity

Demo stage

Harbor Health

Enterprise · $180K ARR

IT decision makerIntegration confidenceQuickBooks integration

6 comparable opportunities

Meridian Health

Enterprise opportunity

Won

Matched on

PersonaFeatureDriver

Acorn Systems

Enterprise opportunity

Won

Matched on

PersonaFeatureDriver

Northstar Labs

Enterprise opportunity

Lost

Matched on

PersonaFeatureDriver

Bayview Group

Enterprise opportunity

Lost

Matched on

PersonaFeature

Evergreen Co.

Enterprise opportunity

Won

Matched on

FeatureDriver

Cascade Analytics

Track delivery, seller engagement, action completion, and the near-term outcome each Play was designed to create. Then govern improvements before they reach the field.

Recover stalled enterprise opportunities

Last 30 days · Owner: Maya Chen

Approved and live

Eligible deals

Delivered

71%

Seller engagement

Opened or acted

4.5/5

Relevance rating

Seller feedback

68%

Action completed

Recommended action

TARGET OUTCOME

Executive stakeholder engaged

+18% vs. comparable untreated deals

SUGGESTED IMPROVEMENT

Add a security brief when integration confidence is flagged.

“Our new-business win rate increased 10% in a single quarter.”Jason Bonhert, Sr. PMM, Simpro Group

Put your best deal experience to work in every opportunity.

See Plays in action