ThinkWork
Individual Calculator/Tool Free

Win Rate Calculator

Enter your stage-by-stage deal counts to get your overall win rate and your biggest stage-conversion leak, benchmarked against typical ranges by deal size and industry.

What's inside

  • The core win rate formula
  • A stage-by-stage conversion worksheet to find your biggest leak
  • Instructions mapping each leak to the named skill that fixes it
  • Illustrative benchmark ranges by deal size (transactional / mid-market / enterprise)
  • Illustrative benchmark ranges by industry vertical
  • A count-vs-dollar-weighted win rate accuracy check
  • Guidance for interpreting a divergence between the two

The formula

Win Rate = Closed-Won Opportunities ÷ (Closed-Won + Closed-Lost Opportunities) × 100

Step 1 — Overall win rate

InputYour number
Closed-Won opportunities (period)______
Closed-Lost opportunities (period)______
Win Rate = Won ÷ (Won + Lost) × 100______ %

Step 2 — Stage-by-stage conversion (find your biggest leak)

Fill in opportunity counts for a fixed period (e.g., last quarter):

StageOpportunities entering stageAdvanced to next stageStage conversion %
Qualified / Discovery__________________ %
Proposal / Demo__________________ %
Negotiation__________________ %
Closed-Won______

Stage conversion % = advanced ÷ entering × 100

Your lowest stage-conversion % is your biggest leak — and it usually maps directly to a named skill:

  • Low Discovery → Proposal conversion → Discovery skill gap (pain/impact isn't being established well enough to justify a proposal)
  • Low Proposal → Negotiation conversion → objection handling or value-articulation gap
  • Low Negotiation → Closed-Won conversion → Negotiation skill gap (terms stall out, discounting without trades, or decision-maker access issues)

Step 3 — Accuracy check: count-weighted vs. dollar-weighted

FormulaYour number
Count-weighted win rateWon ÷ (Won + Lost), by deal count______ %
Dollar-weighted win rateWon $ ÷ (Won $ + Lost $)______ %

If these two numbers diverge by more than 10 points, you're winning and losing different-sized deals than your headline rate suggests:

  • Count-weighted much higher than dollar-weighted → you're winning small deals and losing big ones. Usually a negotiation and multi-stakeholder discovery gap on larger, more complex deals.
  • Dollar-weighted much higher than count-weighted → you're winning big and losing small. Often a prioritization/qualification issue — reps aren't disqualifying poor-fit small deals early enough.

Benchmark ranges (general industry patterns — use as context, not a hard target; your own trend quarter-over-quarter matters more)

By deal size:

Deal size (ACV)Typical win rate range
Transactional (< $5k)25–35%
Mid-market ($5k–$50k)20–30%
Enterprise (> $50k)15–25%

By industry (illustrative general ranges):

IndustryTypical win rate range
SaaS / Software20–30%
Professional / Managed Services30–45%
Hardware / Capital Equipment15–25%
Financial Services / Insurance25–35%

Win rate naturally runs lower as deal size and sales-cycle complexity increase — more stakeholders, more competitive scrutiny, longer negotiation. Compare yourself to your own historical baseline first; use the tables above only as a sanity check.

How to use it

Fill in your stage counts for a fixed period (e.g., last quarter), compute the overall rate and each stage's conversion percentage, and treat your lowest-converting stage as the named skill to prioritize next.

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