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The Agentic GTM Operating System

Drive execution excellence across your end-to-end GTM motion

We've captured how the world's best enterprise SaaS organizations create pipeline, win deals, and grow accounts, and embedded those proven practices into an agentic go-to-market operating system that drives winning behaviors across every revenue-generating role

Trained on playbooks from the world's top enterprise SaaS orgs
The Anatomy of GTM Execution Excellence

The best-run enterprise organizations don't hope for success.

To drive consistent execution and predictable sales, they codify, systematize, and operationalize it.

Plans

Codify territory plans for pipeline development, opportunity plans for deal execution, and account plans for predictable expansion.

Process

Define structured sales cycles with stage-specific objectives and exit criteria aligned to the buyer's decision-making process.

Playbooks

Turn institutional knowledge into repeatable, actionable playbooks that guide reps through every stage of the revenue lifecycle.

Platform

Embed your plans, processes, and playbooks directly into the daily workflow, turning static strategy into live, measurable execution.

The Solution

Scale GTM execution excellence.

You can't scale revenue without a playbook. We build it, AI-enable it, and make sure every rep runs it — on every deal.

GTM Intelligence Layer
Pipeline Development
Inbound & outbound lead gen agents
Opportunity Development
Deal planning, execution & analysis
Account Development
Account planning, execution & analysis
Buyer Decision Support & Enablement
Shared workspace — buyer decision, then expansion
GTM Data Layer
Your stack data & account GTM journey data
Outcome
High-Intent ICP SQLs
Outcome
Big Deal Win Rate
Outcome
Key Account NRR
See the full DEEP Program
How PlayMaker Works

A staged deal motion with a continuous business-case spine

Every agent is positioned at the stage where it drives the most impact. The business case runs as a live thread from first call to close — not a step, a spine.

Initiate

Account Research Agent

Equips reps to walk in with a complete understanding of the account's strategic priorities, technology and AI environment, and resulting challenges you can address.

Messaging Agent

Leverages research findings to generate deal-specific Why Change, Why Now, and Why US messaging for outreach and positioning tailored by persona or stakeholder.

Engage

Discovery Agent

A structured discovery plan that equips every rep to surface and quantify buyer pain aligned to strategic priorities — tailored by persona and each stakeholder.

Prove Agent

Designs a tailored demo, POC, and validation plan on every deal, mapped to the pains the buyer surfaced, making every rep a credible peer to technical buyers.

Win

Negotiation Agent

Reps get a disciplined closing motion on every deal that defends value and navigates procurement and legal, protecting deal economics and margin across your pipeline.

Proposal Agent

Reps get deal-specific proposals, MSAs, and RFP responses grounded in real call context — consistent, review-ready drafts produced across your team in a fraction of the time.

Business Case Runs as a continuous thread through every stage

Executive Summary Builder Agent

Uses research findings to build a complete business case hypothesis aligned to the account's strategic priorities, specifying likely current-state gaps and consequences.

Solution Overview Builder Agent

Translates buyer pain, discovery findings, and strategic priorities into a structured solution narrative tailored to the account's current-state gaps and desired business outcomes.

Value Engineering Agent

Models the cost of inaction, quantifies the business impact of current-state gaps, and translates the value hypothesis into clear charts and executive-ready financial justification.

Deal Analysis Reads across the full deal — not a stage

Deal Risks Analysis Agent

Surfaces deal risks across qualification, stakeholder, and competitive dimensions before they derail the close.

Stakeholder Analysis Agent

Maps the buying committee — roles, motivations, and influence — so reps know who to engage and how.

Win Plan Agent

Uses research, call history, deal risks, and stakeholder insights to create a messaging strategy, mitigation plan, and action plan.

The Problem

You're not wired to scale.

Your valuation and next round are at risk because you can't hit your numbers without world-class enablement, but you can't afford the $600K, 9-month ramp it takes to build it.

01

The Hero Contribution Trap

Most of your revenue is coming from a handful of reps and deals.

02

The Ad-hoc Execution Gap

Everyone is doing something different.

03

The Ramp Tax

A 6–9 month ramp means you're burning capital before seeing ROI.

04

The Value Selling Gap

You lack value engineering and business case discipline.

05

The Buyer Enablement Gap

Your sellers react instead of leading the buying journey.

06

The Technology Trap

Your stack is not built to impact skills and performance.

Introducing Playmaker AI

A team of revenue agents to execute your GTM motion from end-to-end.

Playmaker AI puts a specialized agent on every stage of your revenue motion — building pipeline, executing deals, and growing accounts — all running on one shared deal context.

Pipeline Development

Inbound & outbound lead generation agents.

Opportunity Development

Deal planning, execution & analysis agents.

Account Development

Account planning, execution & analysis agents.

Buyer Decision Support & Enablement

A shared workspace that guides buyers to decision, then customers to expansion.

GTM Data Layer
Your stack data & account GTM journey data
Outcome
High-Intent ICP SQLs
Outcome
Big Deal Win Rate
Outcome
Key Account NRR
01

Build the Playbook

02

AI-Enable the Playbook

03

Teach the Playbook

04

Reinforce the Playbook

The Account Plan, Reimagined

What a complete account plan actually looks like.

Most account plans are a slide deck built once and forgotten. Playmaker AI maintains a living plan that answers every question that matters about your most important accounts — and keeps it current automatically.

What do we know?
Account Overview
  • Account Status
  • Account History
  • Strategic Profile
  • Technology Profile
  • Competition
  • Account Sentiment
  • Service Status
How are we doing?
Performance
  • Performance
  • Revenue History
  • Growth Projections
  • Moonshot Potential
  • Active Pipeline
Where can we grow?
Whitespace Analysis
  • Summary
  • Coverage Matrix
  • Top Plays
Who do we know?
Relationship Status
  • Stakeholder Map
  • Stakeholder Profiles
What could derail us?
Risk Analysis
  • Relationship Risks
  • Competitive Risks
  • Funding Risks
What's our path to growth?
Growth Plan
  • Mission Statement
  • Growth Strategy
  • Business Case
  • Financial Impact
  • Action Plan
Every section, always current — synced continuously from your CRM.
The Platform

AI-enable deal execution excellence.

Fully managed, AI-powered deal execution platform purpose-built for complex B2B SaaS sales.

Jenny AI

AI Voice Agent · Pipeline

The AI Value Conversation Agent that qualifies and converts technical buyers live on your website — 24/7, before your competitors get a word in.

  • Surfaces pain and builds business case in real-time
  • Books qualified meetings autonomously
  • Delivers warm, context-rich handoffs to your team
  • Deploys in ~2 weeks, fully managed

PlaymakerAI

Deal Coaching Agent · Execution

Guided deal coaching that builds deal-specific playbooks, CFO-ready business cases, and discovery guides — on every deal, for every rep.

  • Deal-specific playbooks in one click
  • CFO-ready business case builder
  • Vertical-specific discovery guides
  • Stage-by-stage coaching prompts in Salesforce

WinroomAI

Deal Collaboration Hub · Alignment

A structured deal room where reps, managers, and buyers align on the business case, mutual action plan, and next steps — in one place.

  • Buyer-branded deal microsites
  • Shared mutual success plans
  • Real-time multi-stakeholder alerts
  • Manager coaching layer built in
Results

Winning big deals more often.

"Playboox playbooks and software make it a lot easier for managers to collaborate with reps on how to advance key deals and forecast specific deals with confidence."

JF
Jose Fernandez
VP Revenue Operations · Intapp

"Playboox gives you all the advantages of Force Management, but their playbook software makes them a LOT easier, faster, and less expensive to implement."

SE
Steve Espinas
Sr. Director of Sales Ops · Forescout

"Instead of LMS courses, reps plug into deal-specific playbooks that give them everything they need stage-by-stage, all within Salesforce."

DJ
Dustin Jacobson
Head of Enterprise Sales · Cengage

Ready to scale sustainable and predictable sales success?

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

Talk to Sales

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