AI-Powered Sales Coaching

Stop guessing.
Start winning
more deals.

WinCoach.AI scores every deal across 22 dimensions of winnability — then coaches you on exactly where to focus. The coaching is powered by knowledge contributed by senior sales leaders, applied by AI to your specific deal.

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Trusted by
400+ sales professionalsacross UK & US
78
Win score
Hartley Systems Ltd.
Enterprise · Late stage · 3 competitors
£340k
deal value
86
Fundamentals
62
Stakeholders
42
Buying process
Critical gap:You don’t have confirmed access to the economic buyer. Without this, procurement can stall or reverse the deal.
💡
Opportunity: Your commercial structure is strong but the competitor differentiation narrative needs sharpening before final presentation.
Used by sales teams at
AccentureSalesforceKPMGCapitaComputacenter
22 dimensions assessed per deal
+31% average win-rate improvement

Four steps from deal entry
to actionable coaching

Enter a deal, complete the structured assessment, and receive coaching drawn from knowledge contributed by senior sales practitioners — delivered by AI, specific to your situation.

01
Enter your deal
Add the deal name, value, stage, and competitor context. Takes under two minutes.
02
Complete the assessment
Answer structured questions across 22 winnability dimensions. Questions adapt based on your deal stage.
03
Review your scores
See your deal strength across 6 groups with a visual heat map showing where you're at risk.
04
Get AI coaching
Receive coaching powered by knowledge contributed by senior sales leaders — applied by AI to your weakest dimensions. Then chat to go deeper on any of it.

22 dimensions. 6 groups.
One honest picture of your deal.

22 dimensions built from knowledge contributed by senior practitioners — structured to surface real deal risk, not tick compliance boxes.

A
Opportunity Fundamentals
Is this a real, fundable, time-bound opportunity worth pursuing?
4 dimensions · Always active
B
Stakeholder Landscape
Do we understand and have access to the people who will actually decide?
5 dimensions · Active from qualification
C
Buying Process Control
Do we understand and influence how the decision will be made?
4 dimensions · Active from mid-stage
D
Competitive Positioning
Are we set up to win against alternatives — including do-nothing?
3 dimensions · Active from qualification
E
Solution & Commercial Structure
Have we shaped a solution and commercial offer the buyer will choose?
3 dimensions · Active from proposal stage
F
Pursuit Execution
How well are we running this pursuit — and what does the buyer see?
3 dimensions · Always active

Senior sales leaders.
Your deal. Every time.

The coaching isn’t generated from scratch. It’s powered by knowledge contributed by a panel of senior sales leaders — their frameworks, patterns, and hard-won experience — applied by AI to your specific deal and weak dimensions.

  • Dimension-level coaching
    Every weak dimension gets coaching drawn from senior practitioner knowledge — specific to your score and situation, not a generic tip sheet.
  • Questions to ask the buyer
    Precise, stage-appropriate questions contributed by practitioners who've run these conversations in real pursuits.
  • Common traps and war stories
    Real patterns from senior leaders who've won and lost deals on these exact dimensions — what goes wrong and how to avoid it.
  • Interactive coaching chat
    Ask follow-up questions in context. The AI applies the same practitioner knowledge base to answer anything specific to your deal.
  • Live intelligence (Coach Plus)
    Real-time web research on your buyer, sector, and competitors woven into coaching.
Hartley Systems — Coaching
Situation
Weak
Key risks
Review
Questions
Ready
Best practices
Traps
Next actions
Situation — Buying Process Control
Your score of 42 on Group C indicates significant exposure. The core issue is that while you have strong relationships with operational stakeholders, you have not confirmed the formal evaluation criteria or who has final sign-off authority.
Critical signal: Deals where the evaluation process is unclear at late stage lose to incumbents 68% of the time — the buyer defaults to lowest-risk choice.

Start free. Upgrade when
the deal demands it.

No contracts. No per-seat minimums. Built for individual sellers and growing sales teams alike.

Free
£0
forever, no card required
Assess any deal and see where you stand — with limited coaching to get you started.
  • Up to 3 active deals
  • Full 22-dimension assessment
  • Group-level scoring & radar
  • 2 coaching sections per deal
  • Full 8-section coaching
  • Coaching chat
  • Live web intelligence
  • Manager view
Get started free
Coach
£49
per user / month, billed monthly
Full coaching across all 8 sections for every dimension — plus an interactive chat to dig deeper.
  • Unlimited active deals
  • Full 22-dimension assessment
  • Full 8-section coaching output
  • Coaching chat per dimension
  • Dimension heat map & radar
  • Topic library access
  • Deal history & re-assessment
  • Live web intelligence
Start Coach trial
Coach Plus
£89
per user / month, billed monthly
Everything in Coach, plus live intelligence on your buyer, sector, and competitors woven into every coaching output.
  • Everything in Coach
  • Live web intelligence
  • Buyer & competitor research
  • Manager team view
  • Manager coaching layer
  • Team analytics dashboard
  • GDPR-compliant data handling
  • Priority support
Talk to us

Real feedback from
real pursuits

★★★★★

It told me something my manager hadn't — I didn't have the economic buyer engaged. I fixed it in 72 hours. Deal closed.

AT
Adam T.
Enterprise Account Director, SaaS
★★★★★

The coaching on competitive positioning was the kind of thing I'd only ever heard from a very experienced sales director. Whoever contributed that knowledge knew exactly what they were talking about.

SC
Sarah C.
Sales Director, IT Services
★★★★★

I use it with my team before every major deal review. It surfaces the conversations we should be having but aren't.

JP
James P.
VP Sales, Professional Services

Your next deal is
already in play.

Add it to WinCoach.AI today. Understand where you stand. Know where to push. Win more.

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