Fractional Chief Commercial Officer - 6+ Months (2-4 days pw

About Us

We are a mission-driven accessibility start‑up dedicated to transforming how neurodivergent individuals navigate their educational and professional journeys.

We are a mission-driven accessibility start‑up dedicated to transforming how neurodivergent individuals navigate their educational and professional journeys. Since launching our first product, Present Pal, back in 2018, Estendio has empowered students across over 150 universities in the UK and US to excel in their presentations and communication skills. Building on this success, we recently launched our second product, Tailo, an AI‑powered reading platform designed to create a tailored reading experience for every mind.

Our vision is to make inclusivity the standard, not the exception. If you’re ready to join a brillian team committed to levvelling the playing field through tech for good, we’d love to hear from you.

We're looking for a Fractional Chief Commercial Officer for a focused 6‑7 month engagement (mid‑September 2026 to March/April 2027). The mission is specific: define and deliver Estendio's first repeatable, scalable B2B institutional pipeline for Bifrost. This is a pointed commercial project - not a seat‑warmer.

This is a senior, hands‑on commercial role. You'll inherit two products in active validation:
Tailo, an AI‑powered reading platform for students (B2C), and Bifrost, an AI‑powered document accessibility solution built for higher education (B2B). The primary focus is B2B - defining a route to revenue, landing and closing institutional deals for Bifrost. Depending on the September go/no‑go outcome, we may choose to run a dual‑track approach, with Bifrost and Tailo (B2C) active in parallel.

You’ll need to be comfortable leading across both tracks; if we go dual, a dedicated B2C advisor will support alongside you. By the time you start, a September go/no‑go decision on Bifrost will have shaped the strategic direction - but you'll need to be comfortable operating across both tracks regardless of the outcome. You'll manage a small, capable team (a Senior Marketing Lead and, a newly hired Marketing Manager, a Senior Education Lead and Head of Commercial), and report directly to the CEO.

If you thrive in early‑stage environments where the strategy is still being written, this role will suit you.

• Work alongside the Head of Commercial to navigate complex institutional sales cycles - CIO and LMS director conversations, procurement processes, compliance requirements, and budget approvals
• Help structure deals that can get through - understanding how universities buy, what procurement needs to see, and how to position pricing for different institution types
• Work closely with the Head of Commercial to build and optimise the commercial pipeline - lead qualification, deal progression, and conversion tracking
• Build the GTM infrastructure around sales: CIO-targeted content, case studies, ABM campaigns, sales enablement materials, and outreach sequences
• Define and track commercial KPIs - pipeline progression, conversion rates, deal size, and time-to-close
• If Bifrost validates: accelerate the sales motion and support hiring of an Account Executive. If it doesn't: help the team pivot and reallocate resource
• Work closely with the Director of Product and CTO to develop and sharpen the overarching value proposition - acting as the commercial voice in product and strategy conversations

• Lead the go-to-market function across both product lines, adapting the strategy as validation signals come in
• Define what success looks like for each track - and what "not working" looks like
• Report weekly learnings and recommendations to the CEO

• Manage the Senior Marketing Lead (full-time), the new Marketing Manager and set direction for day-to-day execution
• Brief and re-integrate the B2B Marketing Manager when she returns in January
• Orchestrate freelancers and contractors, ensuring activity aligns with learning objectives

• Higher Education sector experience is strongly preferred - existing…