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Winning more starts with knowing why you lose.

Hindsight analyzes every deal to identify ways to increase your win rate, then turns those insights into actionable battlecards, coaching, and reports.

+12%

Competitive win rate

+16%

New business win rate

-86 days

Time-to-insight

+44%

Loss reason accuracy

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The Problem

GTM teams lack real insight into why they win and lose deals:
  • Inaccurate data: Reps manually input win-loss reasons, leading to biased and incomplete information
  • Stale competitive intel: Keeping battlecards and positioning current requires constant vigilance and manual work
  • Slow time-to-insight: Identifying trends means reviewing calls, emails, and deals one by one—things slip through
  • Disconnected teams: Product, sales, marketing, and enablement lack a shared view of what’s impacting deals
The result? Missed opportunities to improve, competitive content that goes unused, and strategic decisions made without real data.

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The Hindsight Solution

Hindsight is a system of record for what’s driving wins and losses. It analyzes every deal, identifies what’s actionable, and keeps your messaging, enablement, and reporting aligned.

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How It Works

1

Integrate

Connect Salesforce, HubSpot, Gong, Slack, and any of your sales tools in minutes.
2

Analyze and Enrich

AI reviews each deal to identify key drivers, competitors, and patterns. Win-loss interviews fill in any gaps.
3

Automate Insights

Build AI workflows to answer questions, generate reports, and keep assets up to date.
4

Take Action

Use verified insights to improve messaging, enablement, and strategy—delivered directly to reps in Slack.

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Top Use Cases

Create battlecards, objection handling guides, and talk tracks that actually get used.PMMs often lack the time and information to create great competitive content—leading to stale assets that reps ignore. Hindsight analyzes your deals and researches competitors, then helps you build enablement assets grounded in real insights.
  • Battlecards & talk tracks built from winning messaging across hundreds of deals
  • Slack integration so reps get trusted answers instantly (@Hindsight or DM)
  • Auto-updates keep content fresh with the latest objections and competitive moves
“My reps are winning deals thanks to messaging identified by Hindsight. It helps us replicate what is working.” — Tye Davis, Sr. PMM - Compete, LaunchDarkly
Understand why you win and lose with full coverage—not just a sample.Most win-loss programs only analyze a fraction of deals. Hindsight reviews every deal automatically, and conducts AI-powered interviews to fill gaps. Get real data on how sales execution, messaging, product fit, and pricing affect outcomes.
  • AI Deal Reviews analyze 100% of closed deals for decision drivers, competitors, and patterns
  • Win-Loss Interviews reach reps in Slack and buyers via email to collect direct feedback
  • Quantitative + qualitative insights you can act on immediately
“The best win-loss report we’ve had in years. We replaced sampled interviews with full analysis, at a lower price.” — Toby LaForest, Sr. Director PMM, Ironclad
Turn insights into action across the business.Build workflows to share the right insight at the right time. Hindsight ties win-loss data directly into sales coaching, messaging strategy, and product decisions.
  • Custom reports on competitors, objections, features, and more
  • Automated analysis that runs on your schedule
  • Cross-team alignment so product, enablement, sales, and marketing see what’s impacting deals
“Knowing why we’re winning or losing deals today instead of waiting a quarter lets us enable our team to react quickly.” — Hugh Garber, Sr. Director PMM

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Get Started

Start with Competitive Intelligence

Set up competitor tracking and automated research in 5 minutes.

Set Up Deal Intelligence

Connect your sales tools and start analyzing deals automatically.