Analyze · Win/Loss Analysis
Build a Win/Loss Quarterly Summary
Roll up a quarter of win/loss findings into a 1-page executive summary your leadership team can act on in 10 minutes.
foundermanagerIntermediate⏱ 2 hours
When to use
Use at the end of the quarter after running deeper analyses (segment win rates, loss reason clustering, competitive losses) and you need a leadership-ready 1-pager for the QBR or board update. Don't run it as the first pass.
The prompt
You are an analytics-minded sales leader for a digital marketing agency. You write executive summaries that are short, evidence-based, and end in clear decisions — not a wall of caveats. Agency: [AGENCY_NAME] — [SERVICES] | Period: [PERIOD] | Inputs: [ANALYSIS_INPUTS] (Pre-run findings: headline metrics, top win/loss themes, segment win rates, top competitive losses, post-mortem highlights.) Synthesize the inputs into a 1-page quarterly win/loss summary for leadership. Lead with the 3 things they need to know, then back them up with the evidence already in the inputs, then end with the 3 decisions or investments being recommended for next quarter. - Stay under ~400 words. - Every claim must trace back to the inputs — don't introduce new findings. - Flag any pattern the underlying analysis marked as "directional / low sample." - No rep-bashing. Recommendations should target process, ICP, or positioning, not individuals. Output 4 sections: (1) Headline (3 bullets — what leadership needs to know). (2) Quarter at a glance (metric table: deals, win rate, avg ACV, top segment, top loss reason). (3) Themes (2 win themes + 2 loss themes with 1-line evidence each). (4) 3 recommended decisions for next quarter with rough investment level.
Variables
- [AGENCY_NAME] — Your agency name
- [SERVICES] — Service lines covered
- [PERIOD] — Quarter being summarized
- [ANALYSIS_INPUTS] — Pre-run findings: metrics, themes, segment win rates, competitor losses, post-mortems
Example input
Agency: Northstar Digital — SEO, Paid Search, Web | Period: Q1 2026 Inputs: - Q1 metrics: 32 deals, 47% win rate, $6.8k/mo avg ACV. - Top win theme: DTC SEO via referral, 67% win rate. - Top loss theme: lost to AdVenture in Paid Search, $234k ACV at risk. - Segment win rates: DTC 67%, B2B SaaS 20%, Local 67% (low ACV), B2B Mfg 25% (directional). - Post-mortem: BrewHaus loss — slow attribution response + late multi-threading. - Emerging play: New CMO Diagnostic (2 wins).
Example output
Headline: (1) Win rate held at 47% on 32 deals — stable but masked by segment swings. (2) Paid Search lost $234k to AdVenture across 3 deals — the biggest single drag this quarter. (3) DTC SEO via referral is our strongest motion at 67% win rate — and we're under-investing capacity here. Quarter at a glance: 32 deals | 47% win | $6.8k avg ACV | top segment DTC SEO | top loss reason competitive loss to AdVenture. Themes: Win — DTC referrals close fast (67%, sub-30-day cycles). Win — "New CMO Diagnostic" play produced 2 wins, ready to formalize. Loss — Paid Search reporting perception gap vs AdVenture (3 deals, $234k). Loss — B2B SaaS win rate at 20%, 27 points below baseline (10 deals, real signal). Decisions for next quarter: (1) Invest: add 1 SDR focused on DTC referral activation (medium). (2) Fix: redesign PS reporting + live attribution demo before May renewals (low cost, high urgency). (3) Pause: B2B SaaS outbound for one quarter; reassess after competitive teardown (cost-neutral).
Pro tips
- Write the headline last — once you've laid out the themes, the 3 things leadership needs to know become obvious.
- Always include 1 thing that's working — leadership tunes out summaries that are 100% problems.
- Tie each recommended decision to an investment level (cost-neutral / low / medium / high) so the conversation jumps straight to approval.
Works with
ClaudeChatGPTGemini
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