Huddle | Head of GTM Strategy (Contract)
About Huddle: Huddle is a go-to-market enablement company for early-stage startups. We combine human expertise with AI-powered systems to deliver fast, rigorous GTM clarity — helping founders validate their market, define their positioning and focus their strategy. We are a startup ourselves, made up of a small team of entrepreneurial experts, working to refine our offering and leverage/create additional AI-powered tools that learn from our experts, automating the manual analysis and synthesis that slows down great strategy work. Our model: short, high-intensity strategy sprints that reveal where a company should play, who they should target and what they need to deliver. We are building the future of GTM advisory: sharp analysis, standardized frameworks, and intelligent automation. About The Role: We’re looking for a Head of Go-to-Market Strategy to run our sprints, plus help inform the AI tools that can replicate and scale their approach with their oversight. This is a role for someone who can cut through noise quickly, synthesize qualitative and quantitative data, and turn ambiguity into a clear, defensible narrative. You will:
- Lead diagnostic research and analysis.
- Build the strategic backbone of each sprint deck.
- Make the tough calls on ICP, whitespace, positioning, and validation priorities.
- Drive the discipline and clarity that early-stage founders need.
You’ll need the agility to toggle between strategic leadership and hands-on work — and the discipline to make fast, informed decisions with incomplete data. Responsibilities: GTM Sprints & Strategic Analysis
- Lead discovery with founders, extracting hypotheses, contradictions, and blind spots.
- Translate business goals, signals, and gaps into a structured GTM problem statement.
- Build whitespace maps, ICP segmentation, value props, and positioning direction.
- Develop early pricing logic and PMF criteria.
- Synthesize cultural, category, customer, and company insights into a coherent narrative.
Strategic Deliverables
- Own the creation of high-quality strategy decks for an executive and/or investor audience.
- Produce clear frameworks, validation roadmaps, and metrics to prove or disprove hypotheses.
- Articulate “what to do,” “what not to do,” and “what must be done first.”
Decision Support & Founder Coaching
- Pressure-test founder assumptions and correct fuzzy thinking with clarity and rigor.
- Guide early-stage teams toward disciplined, evidence-based decisions.
- Present recommendations to founders and (occasionally) investors with confidence and precision.
Collaboration with AI/Automation
- Identify repetitive analytical tasks that can be automated.
- Provide strategic logic and frameworks to guide AI tool development.
- Test early versions for validity and alignment with GTM best practices.
- Test, refine, and document tool functionality to ensure accuracy and repeatability.
Requirements:
- 8-12 years of experience in growth strategy, marketing strategy, or management consulting, with direct experience supporting early-stage startups.
- Must have: Demonstrated success in building or refining GTM or marketing strategy for early-stage startups.
- Ability to structure a complex problem fast and synthesize insights into clear direction.
- Strong analytical instincts; comfortable with imperfect data.
- Exceptional strategy deck-writing and storytelling skills (non-negotiable).
- Entrepreneurial mindset: resourceful, fast-moving, and comfortable telling founders hard truths.
- Preferred: prior experience at a top consulting firm (e.g., McKinsey, Bain, BCG, or similar) with exposure to structured problem-solving and rigorous analytical methods.
- Experience with or interest in AI, automation, and the future of consulting is a plus.
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