Founding Salesperson (£60k-£80k + Equity) at Chalkie in London
Founding Salesperson (£60k-£80k + Equity) at Chalkie

Founding Salesperson (£60k-£80k + Equity) at Chalkie in London

London Full-Time 60000 - 80000 £ / year (est.) No home office possible
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At a Glance

  • Tasks: Drive sales growth by targeting K-12 districts and building a sales playbook.
  • Company: Join Chalkie, a high-growth EdTech startup revolutionising education.
  • Benefits: Competitive salary, equity options, and the chance to shape your role.
  • Why this job: Be a founding member and influence the future of education technology.
  • Qualifications: Experience in EdTech sales and strong communication skills required.
  • Other info: Work remotely and collaborate directly with the executive team.

The predicted salary is between 60000 - 80000 £ per year.

Company Description: Chalkie - High-growth EdTech platform

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

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.

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.

The ideal candidate:

  • 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.

Next steps:

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

Founding Salesperson (£60k-£80k + Equity) at Chalkie in London employer: Jack & Jill/External Ats

Chalkie is an exceptional employer, offering a unique opportunity to shape the future of education as a founding salesperson in a high-growth EdTech startup. With a remote working environment in the UK, employees benefit from a collaborative culture that encourages innovation and personal growth, alongside competitive compensation and equity options. Join us to make a meaningful impact while developing your career in a dynamic and supportive setting.
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Contact Detail:

Jack & Jill/External Ats Recruiting Team

StudySmarter Expert Advice 🤫

We think this is how you could land Founding Salesperson (£60k-£80k + Equity) at Chalkie in London

Tip Number 1

Get to know the company inside out! Research Chalkie's mission, values, and recent achievements. This will help you tailor your conversations and show that you're genuinely interested in being part of their journey.

Tip Number 2

Network like a pro! Connect with current employees on LinkedIn or attend industry events where Chalkie might be present. Building relationships can give you insider info and potentially a foot in the door.

Tip Number 3

Prepare for the chat with Jack! Think about your past experiences and how they align with the role. Be ready to discuss your sales successes and how you can contribute to building Chalkie's sales playbook.

Tip Number 4

Don’t forget to follow up! After your conversation with Jack, send a thank-you note expressing your enthusiasm for the role. It shows professionalism and keeps you on their radar.

We think you need these skills to ace Founding Salesperson (£60k-£80k + Equity) at Chalkie in London

Sales Strategy Development
Full Sales Cycle Management
EdTech Market Expertise
K-12 Sector Knowledge
Communication Skills
Stakeholder Management
Inbound and Outbound Prospecting
Sales Playbook Documentation
Revenue Growth Strategies
Independent Execution
Trade Show Representation
Adaptability in a Startup Environment

Some tips for your application 🫡

Show Your Passion for EdTech: When writing your application, let your enthusiasm for the EdTech sector shine through. We want to see how your experiences and values align with our mission at Chalkie, so don’t hold back on sharing what excites you about transforming education!

Tailor Your Application: Make sure to customise your application to highlight your relevant skills and experiences that match the job description. We’re looking for someone who can own the sales cycle, so showcase any past successes in similar roles to grab our attention.

Be Clear and Concise: Keep your application straightforward and to the point. We appreciate clarity, so avoid jargon and fluff. Use bullet points if necessary to make your achievements stand out – we want to see what you’ve accomplished!

Follow the Steps on Our Website: Don’t forget to apply through our website! Follow the steps outlined there, especially talking to Jack. This is your chance to make a personal connection and really convey why you’d be a great fit for our team at Chalkie.

How to prepare for a job interview at Jack & Jill/External Ats

Know Your EdTech Stuff

Make sure you brush up on the latest trends and challenges in the EdTech sector. Being able to discuss specific examples of how your experience aligns with Chalkie's mission will show that you're not just another candidate, but someone who truly understands the market.

Showcase Your Sales Skills

Prepare to talk about your previous sales successes, especially in the K-12 space. Have concrete numbers and stories ready to demonstrate how you've driven revenue growth and built relationships with school groups or Multi-Academy Trusts.

Be Ready to Think on Your Feet

As a founding salesperson, you'll need to be adaptable. Expect questions that challenge you to think critically about how you'd approach building a sales strategy from scratch. Practise articulating your thought process clearly and confidently.

Connect with the Team

Since you'll be working closely with the CEO and Chief of Staff, it's crucial to establish rapport. Research their backgrounds and come prepared with thoughtful questions that show your interest in their vision for Chalkie and how you can contribute to it.

Founding Salesperson (£60k-£80k + Equity) at Chalkie in London
Jack & Jill/External Ats
Location: London
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