External benchmarks can be tricky. What I like to do is first run an intra-rep analysis along segmentation lines (IB, OB, Referral, Self-Gen, Partner, etc.) to get a sense of variance. NOTE: I study top-to-middle-of-funnel, so make necessary adjustments for getting-to-closed analysis/diagnostics:
By segment (or KPI filter..):
INTERNAL BASELINES: If your top quartile reps are winning at 40% and bottom quartile at 15%, you know 40% is possible in your market with your product.
COACHABLE GAPS: Study what the 40% reps do differently (qualification rigor, discovery depth, deal selection, etc.)
SEGMENT SPECIFIC REALITIES: Data may naturally show which segments/deal sizes/use-cases/JTBD/personas have higher win rates for you.
Then I'll look at variances and make assumptions that can be 'debated' with leadership team....
Wide variance between reps (20% to 45%) = skills/process/qualification issue - fixable through coaching
Narrow variance, all low (18% to 22%) = market positioning/product-market fit issue - requires strategic changes
Narrow variance, all high (35% to 42%) = yay - figured something out, now scale it