How to hire your next sales person- EdTech founder guide

Hiring your a salesperson is one of the most consequential decisions you will make as an EdTech founder. Hire too early and you burn cash. Hire the wrong profile and you conclude that “sales does not work for us”, when in reality the setup was flawed.

This is not about finding a “great salesperson” in general. It is about finding the right salesperson for your stage, product, and buyer.

Be honest about what you actually need right now

Most early EdTech companies do not need a classic closer on day one.

Ask yourself:

  • Do we have a repeatable sales motion yet?
  • Are we still learning who buys and why?
  • Is the founder still heavily involved in sales conversations?

If the answer is yes, your first hire is likely a commercial generalist, not a big ticket enterprise seller. Someone comfortable with messy processes, founder-led sales, and feedback loops.

Titles matter less than remit, but clarity still helps. Different sales roles solve different problems, and not all of them make sense at the start.

SDR or Sales Development Representative

An SDR focuses on opening conversations. Their role is usually outbound heavy.

Typical responsibilities include:

  • Researching target schools, universities, trusts, or organisations
  • Reaching out via email, LinkedIn, and calls
  • Qualifying interest and booking meetings for founders or closers

This role only works well when:

  • Your ICP is clear
  • Messaging is fairly stable
  • Someone else is closing deals

Hiring an SDR too early often fails because there is not yet a repeatable message to test at scale.

Business Development Manager

A business development manager often sits between outbound and closing.

They usually:

  • Open new relationships
  • Run discovery calls
  • Nurture longer term opportunities
  • Sometimes close smaller or mid market deals

This can be a strong first hire for EdTech founders because the role allows for learning, relationship building, and feedback gathering without the pressure of enterprise level closing.

Account Executive

An account executive is typically responsible for taking deals from discovery through to close.

They are best suited when:

  • The founder has already proven demand
  • Pricing and packaging are defined
  • Buying journeys are understood

In education, AEs need to be patient, consultative, and comfortable with long cycles. Hiring an AE too early can lead to frustration on both sides if there is not enough deal flow or clarity.

Sales Manager

A sales manager focuses on people rather than pipeline.

They:

  • Coach salespeople
  • Set targets
  • Improve consistency
  • Report on performance

This role only makes sense once you have more than one salesperson. Hiring a manager before you have a team often adds cost without leverage.

Head of Sales or Sales Director

These roles are senior individual contributors with leadership responsibility.

They typically:

  • Own revenue strategy
  • Shape pricing and positioning
  • Build the sales function
  • Still stay close to deals

For EdTech companies with early traction, a head of sales can work if they are hands on and comfortable operating without structure.

VP of Sales

A VP of Sales is a scale role.

They are responsible for:

  • Forecasting
  • Hiring and managing managers
  • Building repeatable systems
  • Driving predictable growth

Most early stage EdTech companies are not ready for this role. Hiring a VP too early often results in misalignment and unrealistic expectations.

Founding sales roles and how they differ

You may see titles like founding SDR or founding account executive. These are not just marketing labels.

A founding sales hire is expected to:

  • Build the playbook, not follow one
  • Test messaging and ICP assumptions
  • Feed insight back to product and founders
  • Operate with little structure
  • Accept ambiguity as part of the job

This is very different from joining an established sales team. Founding roles require curiosity, resilience, and strong collaboration with founders.

A salesperson who has only worked in mature organisations may struggle in a founding role, even if they performed well elsewhere.

Sector knowledge matters more than raw sales polish

Selling into education is not like selling generic SaaS.

Strong early EdTech sales hires understand:

  • Long buying cycles
  • Multiple stakeholders
  • Budget timing and procurement constraints
  • The difference between users and buyers
  • The political realities of schools, universities, and ministries

A candidate with education or EdTech exposure will ramp faster, make fewer mistakes, and protect your reputation in the market.

You are hiring for learning speed, not past logos

Early hires should be judged less on who they sold for, and more on:

  • How they learn new markets
  • How they handle ambiguity
  • How they ask questions
  • How they adapt messaging based on feedback

Be cautious of candidates who only thrive in environments with inbound leads, mature enablement, and brand recognition. Early EdTech sales is closer to market discovery than deal execution.

First sales hires must collaborate, not operate in a silo

Your first salesperson will sit at the intersection of:

  • Product feedback
  • Customer success
  • Marketing signals
  • Founder vision

Look for someone who:

  • Documents learnings
  • Shares objections clearly
  • Feeds insight back to product and leadership
  • Is comfortable saying “this is not landing” rather than forcing deals

If they only talk about targets and commissions, that is a red flag at this stage.

Compensation needs to reflect reality

Many early founders overpromise commission upside before revenue is predictable.

A healthier approach:

  • Solid base that reflects the risk of an early role
  • Simple commission structure
  • Clear expectations on what success looks like in the first 6 to 12 months

Your first sales hire is building the foundations, not just closing deals.

Hiring your second salesperson is a different decision

Your second hire should not be a copy of the first.

By the time you hire number two, you should have:

  • Clear ICP signals
  • A defined sales motion
  • Real objections mapped
  • Early proof points

This is when you can start to specialise, for example:

  • One person focused on outbound and discovery
  • Another focused on closing or partnerships

If your first hire is still firefighting basic setup, it may be too early for number two.

Values fit matters more than polish

Early sales hires sit very close to the founder. They represent the company in the market before the brand is established. That means values alignment is not a nice to have.

Founders should be asking themselves:

  • Does this person believe in what we are building
  • Do they understand the impact of education beyond revenue
  • Do they share our approach to ethics, pace, and long term relationships

A strong EdTech salesperson is not only selling a product. They are selling trust. If their values clash with the founder’s or the company culture, that friction will show up quickly in conversations with schools, universities, and partners.

Hiring purely on what is written on paper often misses this.

Interview for EdTech reality, not generic sales talk

Strong interview questions include:

  • How would you explain our product to a headteacher versus a CFO?
  • How would you handle a buyer who loves the product but has no budget until next year?
  • What would you do in your first 90 days without a playbook?

The best candidates will talk about listening, testing, and learning. Not scripts and shortcuts.

Design an interview process that reflects your stage

For first and second sales hires, a bloated interview process usually adds noise rather than clarity. A simple, well structured process works best.

A strong structure looks like this:

Stage one: founder conversation
Focus on motivation, values, and understanding of the education space. This is where you learn who the person is and why they want this role at this stage.

Stage two: practical conversation
Explore how they think, not how they perform. Ask how they would approach your buyer, handle long sales cycles, or prioritise learning in the first 90 days.

Stage three: mutual alignment check
This can be a follow up conversation or informal meeting. Use it to sense collaboration style and expectations on both sides.

Three stages are usually enough. More often signals uncertainty rather than rigour.

When to ask for references

References should not be an afterthought, but they also should not come too early.

Best practice is to ask for references after stage two, once you are confident about role fit and values alignment. Use references to validate patterns you have already observed, not to discover surprises.

Ask referees about:

  • How the person handled ambiguity
  • How they worked with founders or leadership
  • How they behaved when deals were slow or unclear
Questions to avoid to reduce bias

Some questions add very little value and risk introducing bias.

Avoid asking directly about:

  • Family status or future plans
  • Age or career stage assumptions
  • Cultural fit framed as personality similarity
  • Aggressiveness or competitiveness as proxies for success

Instead, anchor questions in behaviour and scenarios. Focus on how the person thinks, learns, and adapts.

Make sure the foundations are in place

A common failure point is hiring a salesperson into an environment that is not ready.

Before hiring, founders should be honest about:

  • Whether messaging is clear
  • Whether the ICP is defined
  • Whether tools, CRM, and basic enablement exist
  • Whether expectations are realistic for the first six to twelve months

Salespeople often fail because they are set up to fail. Scrutinising your own readiness is part of responsible hiring.

Be realistic about expectations

Early EdTech sales is slow, relational, and iterative. If expectations are shaped by generic SaaS benchmarks, disappointment is almost guaranteed.

Founders need to be clear about:

  • What success actually looks like in year one
  • What is still being figured out
  • Where the salesperson is expected to learn, not perform

Clarity protects both sides.

Final thought

Hiring your first salesperson is not about finding someone to take sales off your plate. It is about finding someone who can grow with you, represent your values, and help shape how your company shows up in the education sector.

At RecruitHer, we support EdTech founders, including ethnically diverse founders, to build go to market teams that align with their mission, values, and growth stage.

If you would like support with hiring your sales folks, you can book a free consultation and talk it through.