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Triggers when researching competitive or professional positioning: market intelligence, engineer brands, profiles, and content strategy. Research and strategy only — not code.

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referencewinloss-analysis.md

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Win/Loss Analysis Reference

Purpose: Systematic post-decision interview program that surfaces the real reasons deals were won or lost — not the reasons the rep wrote in the CRM. Win/loss is the highest-signal competitive intelligence input because it is grounded in actual buyer decisions, not analyst opinion or competitor marketing. A formal program yields 15-30% win-rate improvement.

Scope Boundary

  • compete winloss: post-decision buyer interviews, theme extraction, cadence design, integration with CRM and battle cards.
  • compete matrix (default, elsewhere): feature comparison — descriptive, not behavioral. Win/loss explains why features matter, not what they are.
  • compete swot (elsewhere): strategic SWOT — win/loss data feeds SWOT but is not SWOT itself.
  • compete positioning (elsewhere): positioning maps — win/loss surfaces positioning gaps; positioning resolves them.
  • compete battle (elsewhere): battle cards consume win/loss themes as their evidence layer. Do not author "why we win/lose" sections from opinion.
  • voice (elsewhere): existing-customer feedback and NPS. Voice is post-purchase satisfaction; win/loss is purchase-decision rationale. Different population, different question set.
  • field (elsewhere): discovery-phase user research and persona work. Field designs the methodology; Compete owns the win/loss program structure and competitive lens.
  • echo demand: synthetic-user assumption challenge. Echo[demand] is hypothesis stress-testing without real interviews — never substitute for real win/loss.

Workflow

DESIGN    →  define segments (deal-size x vertical x role x outcome)
          →  draft interview script; choose third-party interviewer

RECRUIT   →  invite within 2-6 weeks of decision (sweet spot)
          →  target 30-40% response rate; offer incentive ($100-250)

INTERVIEW →  30-45 min recorded calls; let buyer narrate timeline
          →  cover: trigger, evaluation set, decision criteria, deciding factor

CODE      →  tag each interview by themes; require 3+ mentions to elevate
          →  separate signal from one-off complaints

SYNTHESIZE → quarterly report: themes by segment, trend deltas, action items
           → feed battle cards (objections, why-win/lose), Spark (gaps)

CADENCE   →  quarterly cycle minimum; monthly for high-velocity SMB sales
          →  CRM-integrate findings; close the loop with sales + product

Segmentation Axes

Axis Why segment Typical buckets
Outcome Win and loss patterns differ structurally Won, Lost, No-decision, Churned
Deal size SMB and enterprise buyers cite different reasons <$10k, $10-100k, $100k-1M, >$1M
Vertical Industry shapes evaluation criteria Financial, healthcare, retail, tech, public sector
Decision-maker role IC, manager, exec weight criteria differently End user, champion, economic buyer, technical evaluator
Competitor encountered Loss reasons cluster by competitor Direct A, Direct B, Substitute, In-house build
Sales motion PLG vs sales-led decisions diverge Self-serve, inside sales, enterprise field

Minimum viable program: segment by outcome x deal-size x competitor. Add vertical and role once volume supports cross-tabulation (typically 40+ interviews/quarter).

Interview Script Skeleton

Phase Question type Example
Context Trigger and timeline "Walk me back to when you first realized you needed a solution. What was happening?"
Evaluation Set considered "Which vendors did you evaluate? How did each enter the consideration set?"
Criteria Decision factors "What were the top 3 criteria? How were they weighted?"
Process Internal dynamics "Who was involved? Who held veto power? What changed during evaluation?"
Deciding factor The single moment "If you had to point to one thing that decided it, what was it?"
Counterfactual Loss-recovery probe (lost only) "What would have made you choose us? Was there ever a moment we could have won?"
Future Renewal/expansion intent (won) "Six months from now, what would make you reconsider?"

Question rule: never lead. "Was pricing the issue?" yields useless yes/no; "What were the top 3 factors?" yields ranked truth.

Theme Coding Workflow

  1. Transcribe every interview (Otter, Fireflies, Gong).
  2. First-pass code: tag with predefined themes (price, features, integration, trust, timing, champion-loss, ROI-clarity).
  3. Second-pass code: tag emergent themes not in the predefined set.
  4. Elevation rule: a theme requires 3+ mentions across interviews before it qualifies as a finding. One-off complaints are noise.
  5. Cross-segment analysis: a theme that appears in one segment but not others is a segment-specific finding, not a global one.
  6. Quote selection: for each elevated theme, pick 2-3 verbatim quotes as evidence (anonymized).

Signal-to-Noise Filtering

Signal type Treat as Reason
Buyer cites a feature gap that 3+ buyers also cited High-confidence signal Cross-buyer convergence
Buyer cites a feature gap unique to their context Segment signal May be vertical/size specific, do not generalize
Buyer cites "price" as #1 reason Probe deeper Price is rarely the real reason; usually a proxy for unclear ROI or weak champion
Buyer praises competitor by name High-confidence signal Direct competitive insight
Buyer's narrative contradicts CRM notes Investigate CRM rep narrative is biased toward face-saving
Buyer says "we just went with the safe choice" Brand/trust signal Indicates positioning/credibility gap, not feature gap

Noise filters: complaints from buyers who never reached late-stage evaluation, blame-shifting language ("my CFO killed it"), and post-rationalization more than 8 weeks after decision.

Third-Party Interviewer Benefits

Concern Internal interviewer Third-party interviewer
Buyer candor Buyer softens criticism to avoid offending vendor Buyer speaks more honestly to neutral party
Bias in coding Coder unconsciously discounts unflattering data Independent coder records as stated
Sales objection on findings "Buyer was wrong / didn't understand" Neutral source is harder to dismiss
Reference contamination Buyer worries about future negotiations Anonymity protects relationship
Cost Lower direct cost, higher hidden bias cost $1.5-3k per interview, higher signal quality

Recommendation: use third-party for loss interviews and high-stakes wins; internal acceptable for routine wins where confirmation is the goal.

Cadence Design

Cadence When appropriate Volume target
Monthly High-velocity SMB, >50 deals/month 8-12 interviews/month
Quarterly Mid-market and enterprise, 20-50 deals/quarter 15-25 interviews/quarter
Ad hoc <20 competitive deals/quarter Continuous, no batch
Always-on Any volume, with automation Trigger every closed-lost above threshold

Quarterly is the default minimum for B2B SaaS. Below 20 competitive deals/quarter, run ad hoc but never skip — even 5 interviews/quarter beats zero.

CRM Integration

Field Purpose
winloss_interview_completed Filter eligible accounts; measure program coverage
winloss_primary_reason Coded theme tag for trend analysis
competitor_won Loss attribution for win-rate-by-competitor reporting
champion_strength Champion presence as predictor variable
decision_role_interviewed Validate role-mix balance
interview_recording_url Searchable evidence layer for downstream agents

Integration rule: findings that do not flow back into CRM and battle cards are research theater. Close the loop or stop running the program.

Anti-Patterns

  • Rep-authored loss reasons — reps write "price" or "features" because it protects relationships and pipeline; buyer reality differs in 60-70% of cases.
  • No segmentation — pooled win/loss findings hide that SMB lost on price while enterprise lost on integration. Segment or learn nothing.
  • Interviewing only losses — wins reveal what to protect; losses alone bias the program toward defensive thinking.
  • Interviewing too late — beyond 8 weeks, buyer recall degrades and post-rationalization dominates. Interview within 2-6 weeks.
  • One-and-done program — quarterly cadence is the minimum; one-off projects cannot detect trends or measure improvement.
  • No theme-elevation rule — promoting a single quote to a finding produces strategic whiplash. Require 3+ mentions.
  • Findings without action — if win/loss does not change battle cards, roadmap, or pricing, the program will be defunded.
  • Interviewer without training — untrained interviewers ask leading questions and miss the deciding-factor probe.
  • Treating "price" at face value — price is the most-cited and least-real loss reason. Probe for ROI clarity, champion strength, and timing instead.

Handoff

  • To Voice: pull post-purchase satisfaction quotes from existing customers as supporting evidence for "why we win" themes.
  • To Field: hand off interview script design, persona validation, and qualitative coding methodology refinement.
  • To Magi: when win/loss reveals a structural shift (segment moving, category re-defining), escalate for strategic simulation.
  • To Spark: feature gaps that appear in 3+ loss interviews route as feature ideas with competitive and buyer evidence attached.
  • To Growth: positioning, brand-authority, or first-touch trust gaps route to Growth for messaging and SEO/GEO response.
  • To battle (compete): every quarter's themes feed the "why we win / why we lose / objections" sections of battle cards.
  • To Lore: recurring win/loss patterns that hold across 3+ quarters become institutional knowledge.

Source: SKILL.md on GitHub

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