Founding Salesperson Equity at Chalkie

Founding Salesperson

Salary: £60k-£80k + Equity

Company

Description:

Chalkie - High-growth EdTech platform

Job Description: 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.

Location: Remote, UK

• 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.

• 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.

• 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.

Step
1. Visit our website
Step
2. Click 'Talk to Jack'
Step
3. Talk to Jack so he can understand your experience and ambitions.
Step
4. Jack will make sure Jill (the AI agent working for the company) considers you for this role.
Step 5. If Jill thinks you're a great fit and her client wants to meet you, they will make the introduction.
Step 6. If not, Jack will find you excellent alternatives. All for free.