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Positioning and Market Design – Frank Cho

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Market positioning is not a messaging exercise – it is a strategic bet about which customer problems you will solve better than anyone else, and which problems you will deliberately not solve. Frank Cho advises B2B companies navigating category definition, competitive repositioning, or the product-market fit refinement that precedes a major GTM motion reset. He has advised multiple companies through the positioning decisions that become durable win stories rather than quarterly messaging iterations.

When positioning breaks – and what it costs

Positioning breaks when the competitive landscape changes faster than the company's positioning narrative does. The signal is a declining win rate on qualified pipeline, sales reps defaulting to price competition, and discovery calls where the buyer can't articulate why they're talking to you specifically. These are not sales execution failures – they are positioning failures presenting as sales execution failures. The cost is measured in the qualified pipeline that leaves to competitors who have a sharper answer to "why you" than you do, and in the burn rate of a sales team working harder on deals that the positioning makes inherently hard to win.

What positioning and market design work actually produces

Positioning work at the level Frank Cho operates at produces three things: a positioning platform that gives the sales team a durable win story grounded in your specific proof points, not generic category claims; a competitive response framework that tells every rep what to say when a prospect mentions a specific competitor by name; and an ICP refinement that identifies the customer segment where your win rate is highest and your expansion revenue is strongest, so that marketing and sales can concentrate resources where they compound fastest. The positioning platform is not a tagline – it is a structured argument for why you win that survives multiple product iterations.

The positioning reset that precedes a GTM motion change

Most GTM motion resets fail not because the motion is wrong but because the positioning that the new motion depends on was never updated. If you are changing from PLG to sales-led, or from SMB to enterprise, or from one vertical to two, the positioning needs to change first – before the hiring plan, before the comp structure, before the playbook. The companies that get this sequence right run their GTM transitions at twice the velocity of the ones that discover mid-transition that their positioning doesn't work for the new buyer they are targeting.

A STAR case from the Forward Share Ventures network

Situation: B2B infrastructure company at $6M ARR competing with three well-funded incumbents. Sales team unable to articulate differentiation, win rate below 20% on qualified pipeline, consistently losing to incumbents on "they're the safe choice."

Result: 8-week positioning engagement produced a differentiated positioning platform, competitive battle card for each incumbent, and updated ICP definition that excluded low-win-rate segments. Win rate improved from 19% to 34% in the following quarter.

Forward Share Ventures expert operators are selected from a verified STAR Portfolio™ of documented outcomes.

"When your sales team defaults to 'we're easier to use' as the primary differentiator, you don't have a messaging problem – you have a positioning problem that messaging work will not fix. Messaging is the surface. Positioning is the bet underneath it."

– Frank Cho, Strategic Advisory Expert Operator, Forward Share Ventures

Frequently asked questions

What is market design and how is it different from positioning?

Positioning is the decision about where you compete and why you win there. Market design is the upstream decision about how you shape the competitive landscape itself – which categories you participate in, which you create, and how you define the evaluation criteria that buyers use to select vendors in your space. Most companies do positioning reactively: they respond to a competitive landscape that already exists. Market design is proactive: you invest in shaping how buyers think about the category before they start a vendor evaluation, so that the criteria they use to evaluate vendors favor your strengths. For B2B companies at $5–20M ARR, the most important market design investment is the thought leadership content and community presence that defines how your ICP thinks about the problem you solve.

How do I build positioning that survives multiple product iterations?

Positioning that survives product iterations is anchored to the customer problem rather than the product feature. "We help Series A CFOs close their books 3 days faster so they can spend time on the analysis that moves the needle" survives a product rebuild. "We're the only tool with real-time multi-entity consolidation" does not survive the moment a competitor ships that feature. The test of durable positioning is: if we rebuilt the product from scratch next year, would this positioning still be true? If the answer is yes, it's anchored to the right level. If the answer is "it depends on which features we keep," the positioning is too feature-dependent to be durable.

What are the signals that positioning needs a reset?

Five signals consistently indicate positioning needs a reset: win rate on qualified pipeline declining for two consecutive quarters; sales reps giving different answers to "why you?" in different deals; the marketing team unable to write a homepage that the sales team agrees accurately represents what the company does; a new entrant with significant funding entering the space and immediately winning deals you expected to win; or a significant product evolution that has moved the company into a meaningfully different position than the one it occupied 18 months ago. Any one of these signals is worth a positioning diagnostic. Two or more signals together means the positioning work is already late.

How long does a positioning engagement take?

A positioning engagement at Forward Share Ventures typically runs 6–10 weeks. The first two weeks are diagnostic: reviewing win/loss data, listening to sales calls, and interviewing 6–8 customers to understand why they chose you and what they were comparing you to. The middle four weeks are synthesis and development: building the positioning platform, developing the ICP refinement, and drafting the competitive response framework. The final two weeks are validation and enablement: pressure-testing the positioning with the sales team in live scenarios, incorporating feedback, and producing the enablement materials the team will actually use. Companies that try to compress this into two or three weeks typically produce positioning that hasn't been tested with real sales conversations.

What does Frank Cho produce in a positioning engagement?

The primary deliverable is a positioning platform: a structured, written articulation of who you serve, what problem you solve for them, why you solve it better than alternatives, and the proof points that make each claim credible. Supporting deliverables include: a competitive landscape map with a win narrative for each primary competitor; an updated ICP definition with firmographic and situational criteria; a competitive response framework with talk tracks for the most common competitor objections; and a messaging hierarchy that translates the positioning platform into the specific language used in the homepage, sales deck, and outbound sequences. The positioning platform is designed to be a living document – updated as the competitive landscape changes, not replaced every time someone has a new idea about messaging.

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