8 practitioner-built strategy tools

From client discovery to board-ready deliverable —in one session.

I built these for my own practice. Every tool encodes a proven framework, guides you through the right client questions, and produces structured output you could hand to a CEO the same day. You could build them yourself — but if you'd rather not, they're yours.
Jason Kuperman

Jason Kuperman

Fractional CMO

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Not generic AI chat. Structured GTM frameworks built on 25 years of enterprise leadership — you bring what you know about the client, the tools turn it into strategic clarity.

How it works

How it works

You bring the client. The Toolbox gives you a structured system to build their entire GTM strategy — from audience definition through marketing execution.

Set your client business profiles up once, use across all the tools.

AC

Acme Corp

B2B SaaS

MH

Meridian Health

Healthcare

VC

Voss Capital

FinTech

Client Context · Acme Corp

Industry

B2B SaaS

Stage

Series A

ICP

Mid-market HR teams

GTM Motion

Sales-Led

All 8 GTM Tools receive your client context to drive their output

ICP & Audience
Messaging
Marketing Strategy
Pricing
Sales & Distribution
Market Analysis
Metrics & KPIs
Voice of Customer

Run ICP & Audience first and its output flows into Messaging, Pricing, Sales, and Marketing Strategy — each one sharper. Every tool also works standalone if you only need one piece.

Eight tools. One system.

Each produces a structured strategic deliverable you can export, present, and act on.

Eight diagnostic instruments. One operating layer between strategy and execution.

Market & Industry Analysis

Where is your market actually headed — and are you positioned to lead it or follow it?

A complete competitive and market context — where the industry is headed and how to position against competitors. Walk into a client meeting with a defensible market narrative they can take to their board.

What this tool produces
  • Market overview & sizing
  • PESTEL analysis (political, economic, social, technological, environmental, legal)
  • Porter's Five Forces with severity ratings
  • Competitive landscape matrix (5+ competitors profiled)
  • Strategic implications — tailwinds, headwinds, disruption vectors
  • Market entry guidance & immediate action items

Target Audience & ICP

Which customers compound your revenue — and which ones are quietly draining it?

Clarity on exactly who to sell to — decision-maker profiles, pain points, and what converts them. Show a client the segments they should double down on and the ones that are wasting their pipeline.

What this tool produces
  • Primary & secondary ICP profiles (firmographics + psychographics)
  • Jobs-to-be-Done analysis for each segment
  • Buying committee mapping (champion, decision-maker, blocker)
  • Priority matrix — which segments to pursue first
  • Negative ICP signals — who to disqualify
  • Activation playbook — where to find them, what converts them

Value Proposition & Messaging

Can a stranger repeat your differentiation back to you in one sentence?

A complete messaging toolkit — headline, pillars, proof points, and persona-specific variants ready for sales and marketing. Give a client copy they can actually use, not a slide that says "we need better messaging."

What this tool produces
  • Positioning statement (6-part framework)
  • Primary headline, subheadline, and alternates
  • Messaging pillars with proof points
  • Value Proposition Canvas
  • Per-persona messaging variants
  • Boilerplate copy (1-sentence, 1-paragraph, elevator pitch)

Pricing Strategy

Is your price a reflection of value delivered, or a negotiation you keep losing?

A defensible pricing model — tiers, competitive positioning, and the unit economics that drive predictable revenue. Help a client stop guessing on price and start building a model they can stress-test.

What this tool produces
  • Pricing philosophy & value metric rationale
  • Competitive pricing analysis
  • Tier architecture with feature mapping & margin profiles
  • Pricing psychology tactics
  • Revenue model — expansion levers, projected ARPA
  • Communication playbook & objection handling
  • Unit economics — CAC, LTV:CAC ratio, payback period

Sales & Distribution

Does your sales motion match how your buyers actually buy?

A scalable go-to-market engine — which motions work for which segments, team structure, and pipeline levers. Give a client the sales architecture to scale past founder-led selling.

What this tool produces
  • GTM motion recommendation with fit scores (direct, land-and-expand, partner-led)
  • Sales coverage model by segment
  • Channel strategy — direct vs. partner prioritization
  • Sales process design & deal velocity levers
  • Team design — roles, compensation principles, scaling triggers
  • Enablement plan — playbooks, battle cards
  • Metrics framework — north star + KPIs

Marketing Strategy

Which marketing dollars are building the engine — and which are renting attention?

A full-funnel playbook — channels, content, budget allocation, a 90-day activation roadmap, and how to measure what matters. Hand a client a marketing plan they can execute next Monday, not next quarter.

What this tool produces
  • Strategy overview & key insight
  • Channel strategy with role, tactics, impact & budget per channel
  • Content framework — pillars, topics by buyer stage, distribution plan
  • Demand gen engine — ToFu/MoFu/BoFu with conversion targets
  • Brand strategy — positioning, pillars, tone
  • Budget allocation breakdown with benchmarks
  • 90-day roadmap (month by month)
  • Measurement framework — north star + leading/lagging indicators

Metrics & KPIs

If your dashboard went dark tomorrow, would you know what broke within a week?

A measurement system that tracks what matters — north star metric, funnel KPIs, and dashboards by audience. Show a client what to actually measure so they stop drowning in vanity metrics.

What this tool produces
  • North star metric — definition, target, measurement method
  • Primary KPIs with formula, benchmark, owner & cadence
  • Funnel metrics — awareness through retention
  • Efficiency metrics with red-flag thresholds
  • Reporting cadence framework
  • Dashboard recommendations by audience (exec, ops, board)

Voice of Customer

What are your customers telling you that your team has stopped hearing?

A research blueprint to launch a VoC program, or a synthesis report distilling customer feedback into themes and prioritized actions. Help a client hear what their customers are actually saying — and act on it.

What this tool produces
  • Program Design mode: research objectives, interview guide, survey framework, feedback systems
  • Synthesis mode: executive summary, themes with customer quotes, JTBD insights
  • Competitive intelligence from customer language
  • Sentiment analysis with NPS estimate
  • Strategic recommendations prioritized by impact & effort
Extended Tools

Extended Tools add live web research via Perplexity AI, surfacing cited sources and real-time market data alongside the strategic analysis.

TAM Calculator

Extended

Live market sizing — TAM, SAM, and SOM calculated from real industry data with cited sources, not estimates pulled from thin air. Give a client a defensible number they can put in front of investors or a board.

What this tool produces
  • TAM (Total Addressable Market) with dollar value, methodology, and cited sources
  • SAM (Serviceable Addressable Market) scoped to the client's geography and customer segment
  • SOM (Serviceable Obtainable Market) — realistic first 1–3 year capture estimate
  • Market growth rate (CAGR with time horizon)
  • Auto-detected company profile — industry, pricing model, ICP, customer type
  • Key assumptions and competitive landscape overview
  • Executive summary specific to the client's market position

Competitive Analysis

Extended

A decision-grade competitive landscape — not a feature comparison table, but a strategic analysis of threats, whitespace, and where your client can win. Built from live web research across every named competitor.

What this tool produces
  • Full competitor profiles: positioning, pricing (actual dollar amounts), strengths, weaknesses, threat level
  • Capability matrix — market-specific dimensions rated across all competitors (●/◐/○)
  • Competitive tier map — Direct, Indirect, and Adjacent threats with expansion vectors
  • "Also on Radar" — unlisted competitors the AI surfaces from broader market research
  • The Core Bet — what strategic thesis the client is making and what has to be true for it to win
  • Five key risks (specific, evidence-backed, falsifiable)
  • Five concrete opportunities tied to existing capabilities or market position

Simple, transparent pricing

Every plan includes all 10 tools. Pick the volume that fits your practice. No contracts, cancel anytime.

All plans include a 7-day free trial with 8 generations to evaluate.
No commitment. Cancel anytime.

Starter

$99$49/mo

Soft Launch pricing through July

Start running GTM strategy on your first clients.

  • 20 generations per month
  • All 10 GTM strategy tools
  • Client profiles with basic context fields
  • Output exports
Most popular

Professional

$199/mo

Go deep on every client — for active advisors.

  • 75 generations per month
  • All 10 GTM strategy tools
  • Upload client documents for tailored context
  • Iterative refinement with section locking and feedback
  • 3-version history per tool

Agency

$399/mo

For firms running multiple concurrent engagements.

  • Unlimited generations
  • Everything in Professional
  • No limits on context refreshes
  • White-label branding on outputs
  • Team Account (Up to 5 people)
  • DPA available on request

Individual tools start at $29/month — access a single tool if you only need one piece of the puzzle. See individual options →

Common questions

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About GTM Tools

GTM Tools is an AI-powered go-to-market strategy toolkit for fractional CMOs, marketing consultants, and B2B growth teams. Built by Jason Kuperman — a 25-year enterprise GTM executive whose career spans Apple's first digital campaigns, scaling Omnicom Digital across 16 Asia-Pacific markets, and leading OUTFRONT Media's $3.2 billion digital transformation — GTM Tools encodes the proven frameworks senior strategists rely on into structured AI workflows that produce client-ready output in minutes rather than days.

What GTM Tools produces

The platform includes eight integrated tools, each focused on a single GTM problem and grounded in a specific methodology.

Market & Industry Analysis applies PESTEL and Porter's Five Forces to map competitive landscape, market trends, and opportunity space for a client's industry.

ICP Identifier uses Jobs-to-be-Done research and segmentation frameworks to define the client's ideal customer profile, including buyer personas, firmographics, and behavioral signals.

Value Proposition Architect applies the Value Proposition Canvas and messaging hierarchy to translate ICP insights into positioning that resonates with target buyers.

Pricing Strategy combines value-based pricing principles, willingness-to-pay segmentation, and competitive benchmarking to design tier architecture and price points calibrated to the client's stage and go-to-market motion.

Sales & Distribution Strategy maps channel economics and partner architecture to identify the most efficient paths to revenue for each ICP segment.

Marketing Strategy synthesizes ICP, messaging, and channel insights into a full-funnel demand generation plan with campaigns, content, and budget allocation.

Metrics & KPIs translates the strategy into measurable outcomes — the leading and lagging indicators that signal whether the GTM machine is working.

Voice of Customer captures structured qualitative intelligence from sales calls, win-loss reviews, and customer interviews to ground strategy in real buyer language.

Each tool produces complete, structured output from client inputs alone. The tools chain together — ICP output feeds Messaging, Messaging informs Pricing, Pricing informs Sales & Distribution — so practitioners can run a full GTM diagnostic in a single afternoon and refine it across an engagement.

Who GTM Tools is for

Fractional CMOs running multiple concurrent client engagements who need to deliver senior-level strategic output without the time investment of senior-level research. Marketing agencies preparing for pitches, onboarding new accounts, or expanding into strategy alongside creative and media. Internal marketing teams at B2B companies between $2 million and $50 million in annual revenue that need to apply rigorous frameworks without hiring a full-time strategist.

What makes the tools effective is not the underlying AI model — it is the framework layer. Each tool encodes a specific GTM methodology so the model reasons within a proven process rather than improvising from a generic prompt. The frameworks make the output useful. The AI makes it fast. GTM Tools is built by Kuperman Ventures, headquartered in the New York metropolitan area, and serves practitioners across the United States and the United Kingdom.