As the first sales hire at Chalkie, you will partner directly with the CEO and Chief of Staff to define and execute our mid-market sales strategy. You will own the full sales cycle, targeting districts and large school groups to establish our presence and build our foundational sales playbook.
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Founding Salesperson at Chalkie - EdTech platform
Join Chalkie as our first sales hire and define the commercial future of a high-growth EdTech platform. Working alongside the CEO, you will own the full sales cycle for mid-market districts and MATs, building our foundational playbook from the ground up. If you are an experienced EdTech 'do-er' with a passion for K-12 sales and want to secure a founding role with equity, this is your chance to lead our market expansion across the UK.
Overview
Role overview
Company
Chalkie
Chalkie - High-growth EdTech platform
Responsibilities
What you will do
- Execute full-stack sales cycles targeting mid-market school groups, MATs, and K-12 districts to drive revenue growth.
- Represent Chalkie at industry trade shows and manage a mix of inbound leads and proactive outbound prospecting.
- Document and refine the company's sales playbook, translating early successes into a scalable, repeatable commercial engine.
Candidate profile
Who this is a fit for
- Deep domain expertise in the EdTech market with a proven track record of selling successfully into the K-12 sector.
- Demonstrated "do-er" mentality with the ability to execute independently without an existing support team or framework.
- Exceptional communication skills capable of navigating complex stakeholders within large school groups and Multi-Academy Trusts.
What makes it remarkable
Why this role is remarkable
- Step into a high-impact founding role where you will build and define the entire sales function from the ground up.
- Work directly alongside the executive team to shape the commercial strategy of a rapidly growing EdTech startup.
- Influence the future of education by bringing innovative technology to K-12 districts and Multi-Academy Trusts across the UK.
Jack & Jill
How Jack & Jill work together
Meet Jack
Jack gets to know what you're great at and what you want next, then searches 14 million jobs daily and introduces you directly to hiring managers.
How does this work?
Jack's an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack's network.
If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.