Head of Sales Enablement

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Join us as Head of Sales Enablement

Want to do work that really matters?

At Checkatrade, we're building the UK's go-to home improvement marketplace. Every day, we help millions of homeowners find the right tradesperson for the job, fast, fair, and without the faff.

As our next Head of Sales Enablement, you'll be front and centre in our commercial transformation, moving us from a transactional sales model to a value-led, insight-driven approach. You'll shape how our sales and account teams show up, sell better, and drive sustainable growth.

Forget long lists, here's what you'll actually spend your time on:

• Setting the enablement vision and building the team, programmes, and tools to deliver it.
• Creating onboarding, coaching, and learning programmes that actually move the dial.
• Equipping our teams with scalable playbooks, sharp messaging, and practical content that supports how we sell today (and how we need to sell tomorrow).
• Partnering with leaders across Sales, Product, Marketing, and RevOps to make sure enablement is embedded, effective, and evolving.
• Defining KPIs and tracking the real impact on win rates, conversion, ramp time, and deal value.
• Leading with insight, presenting strategy and performance to senior stakeholders, and always looking for ways to improve how we work.

It's not about ticking every box. It's about turning up curious, ready to crack on. You'll do well here if you bring:

• Long-standing involvement in Sales Enablement, Sales Ops, or Sales Leadership, ideally in high-growth or marketplace environments.
• A clear record of designing programmes that measurably improve sales performance.
• Practical experience leading teams through transformation, from transactional to value-led selling.
• Deep knowledge of B2B sales methods, pipeline and forecasting best practices, and how to support teams at every stage.
• Brilliant communication and facilitation skills, and a knack for simplifying the complex.
• Confidence working cross-functionally and influencing at all levels.
• A hands-on, proactive approach with a bias for execution and outcomes.

We believe great work deserves great rewards. Here's just a taste:

• Competitive salary + annual bonus
• Health, well-being and learning support
• Gym membership, Smart Tech Scheme and Cycle Scheme
• Birthday/Special day leave
• Buy & sell holiday scheme
• 1 week's paid charity leave and much more!

How we'll get to know each other:

• Screening call with one of our Talent Acquisition Partners
• 1st stage interview with our VP of Sales
• 2nd stage interview will be a case study with a panel
• 3rd stage interview will be with our COO and/or VP of Marketplace (Please note the 2nd and 3rd stage interviews may change order depending on our stakeholders' availability)

If you require any reasonable adjustments during our interview process, please discuss them with your Talent Acquisition Partner.

If this sounds like the place where you can do your best work, we'd love to hear from you, even if you don't tick every box

About usWe're Checkatrade - the UK's leading platform for finding a tradesperson. With more than 50,000 trades listed and over 6 million reviews, we help homeowners get jobs done right and help tradespeople grow their business.

We're growing fast, with big plans to become the go-to brand for home improvements. If you care about great work, take pride in the details, and want to make an impact, you'll fit right in.