Head of Strategy & Corporate Development

As our next Head of Strategy & Corporate Development, you’ll sit at the centre of how Checkatrade evolves - shaping the direction of the business, owning our strategic narrative, and driving the initiatives that will define our next phase of growth.

You’ll work across long-term strategy, investor storytelling as well as hands-on execution, partnering closely with senior leaders to turn ideas into action and make sure we’re moving in the right direction.

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

• Setting and evolving the overall business strategy, using market insight, performance data and commercial thinking to define where we go next

• Building a clear, compelling equity story that connects our strategy, performance and ambition for investors and the board

• Leading high-impact strategic projects, from AI services to marketplace evolution, solving complex problems that shape the future of the business

• Identifying and developing M&A opportunities, building relationships and managing a pipeline aligned to our growth ambitions

• Owning deals end-to-end, from evaluation and financial modelling through to execution and integration

• As part of the Office of the CEO, supporting our CEO, CFO, COO, and other senior leadership across functions to ensure our strategy translates into real outcomes

• Identifying impactful external insights, driving clarity in ambiguous situations and helping the business make confident, well-informed decisions

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:

• Experience in strategy, corporate development, investment banking, private equity or top-tier consulting

• Strong commercial and financial acumen, with the ability to build models, challenge assumptions and think through trade-offs

• Confidence operating across both big-picture strategy and detailed execution

• A proactive, self-starting mindset with a bias for action

• The ability to work cross-functionally and influence senior stakeholders

• Clear communication skills, able to turn complex thinking into simple, compelling narratives

• A collaborative, roll-up-your-sleeves attitude and openness to feedback

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

• Competitive salary + annual bonus or commission (role dependent)

• Employee Share Program

• 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 focused on your experience, thinking and approach to strategy

• 2nd Stage panel interview exploring your commercial acumen, stakeholder management and how you operate

• Final stage interview with senior stakeholders across commercial & finance teams

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

Want to join our Talent Community and be one of the first to know about our vacancies? Register your interest on our Registration Form

About us
We’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.