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The DEEP Program

Enterprise-grade enablement in 30 days.

Get the deal execution playbook and value engineering capability used by the world's leading enterprise SaaS sales teams — run by expert practitioners, powered by AI, and delivered in 30 days.

All-in-One Solution

Your fastest path to deal execution excellence.

We turn how your team sells into how your buyers buy — with proven ROI models, deal execution playbooks, and AI-powered tools so every rep builds and wins with business cases in 30 days.

BUSINESS CASE VALUE ENGINEERING AGENTIC PLATFORM
Business Case
Sell How SaaS Buyers Buy.

Buyers need business cases to operationally and financially justify why change, why now, and why you.

Value Engineering
Quantify Pain and Value.

CFOs approve budgets based on ROI. If your rep can quantify the impact, your champion can make the case — and the deal moves.

Agentic Platform
Execute Every Deal with AI.

When every rep has a real-time coach guiding deal execution, business case selling becomes a team capability — not an individual skill.

See How It Works →
What You Get

The Deal Execution Excellence Program.

A proven AI-enabled program that activates and scales big deal success, led by expert enterprise SaaS sales practitioners.

01

Diagnose

Identify where deals stall and establish a baseline of enterprise selling maturity.

  • Enterprise Selling Maturity Diagnostic — Assess the sales organization's current knowledge and effectiveness
  • Friction Analysis — Identify where deals stall or slip in your pipeline
  • Win/Loss Analysis — Identify patterns in won vs. lost deals
  • KPI Benchmarking — Set KPI baselines to measure program impact
⟶ Week 1–2
02

Codify

Capture and document the organization's most effective deal-winning practices.

  • Big Deal Sales Playbook — Your best rep's motion codified into a playbook every rep can run
  • Financial ROI Model — Custom ROI model built on your metrics for CFO conversations
  • Sales Process Map — Stage-by-stage execution framework built for your motion
⟶ Week 2–4
03

Enable

Operationalize the playbook through the Playboox agentic platform.

  • Software Configuration — Jenny AI, PlaymakerAI & WinroomAI configured to your playbook
  • Workflow Integration — Playbook embedded in the flow of daily selling
  • CRM Integration — Deployed into Salesforce or HubSpot — no engineering needed
⟶ Week 4–6
04

Launch

Put the playbook to work on real deals, with expert practitioners guiding every rep.

  • Playbook & Software Training — Hands-on training for reps and managers on playbook & AI
  • Deal-Based Learning — Live deals used during training for immediate impact
⟶ Month 2
05

Operationalize

Sustain and compound the impact quarter after quarter through a structured monthly cadence.

  • Monthly Workshop — Two-hour session on an advanced enterprise selling skill
  • Deal Huddle — Expert coaching on your highest-priority active deals
  • Product Training — Bi-monthly AI platform adoption session
⟶ Ongoing
Impact Timeline

Your path to sustained big deal success.

A programmatic approach to institutionalizing big deal success.

— Configure
— Activate
— Operationalize
Month 1
Diagnose
Codify
Month 2
Enable
Launch
Month 3
Workshop
Deal Huddle
Month 4
Workshop
Deal Huddle
Month 5
Workshop
Deal Huddle
Product Training
Month 6+
Workshop
Deal Huddle
Core Curriculum

12 big deal execution competencies.

We offer a curriculum of proven big deal execution skills workshops that impact actual deals.

Prospecting Into High-Value Accounts

Craft outreach that speaks directly to an enterprise prospect's strategic priorities using research-driven, quantified value.

Business Case Discovery

Link technical gaps to board-level initiatives to uncover the 'Why Now' that compels Economic Buyers to act.

Using MEDDICC to Win Enterprise Deals

Quantify pain, identify true champions, neutralize competitors, and turn complex enterprise cycles into predictable wins.

Selling When You're Not in the Room

Equip internal advocates to sell for you, navigate politics, and make your business case without you.

Deal Success Mapping

Align buyer stakeholders, define shared milestones, and eliminate last-minute procurement hurdles with a Mutual Action Plan.

Outcome-Driven Demos

Architect demos that mirror buyer pain and focus only on the Minimum Viable Proof to secure a technical win.

De-Risking the Deal by Multi-Threading

Map the full buying committee, identify hidden detractors, and drive consensus to ensure deal stability.

Quantifying Financial Impact

Translate features into ROI, TCO, and NPV to secure budget approval and outcompete internal projects.

The Give-to-Get Playbook

Master value-based trade-offs to eliminate hollow discounting and protect margins against aggressive procurement.

The Technical Win: POCs to Closed Won

Define rigorous success criteria upfront and secure a formal commitment to buy before the trial begins.

Storytelling and Story Prompting

Master compelling narratives that turn technical capabilities into memorable business outcomes champions can retell without you.

Collaborative Business Case Selling

Co-create ROI-backed business cases your champion can own and sell internally without you in the room.

Ready to see the DEEP Program in action?

Book a 30-minute call. We'll walk through exactly how it fits your motion.

Book a 30-Minute Call

No commitment required · Live in weeks