Careers

Join a fast-growing, ambitious team transforming the construction insurance market. At Checkmate, you’ll find real opportunities to grow your career, shape the future of our business, and make an impact – every day.

Apply Today!

Build Your Future with Checkmate

Open Vacancies

Stakeholders meeting around a table.

Bristol / London / Hybrid

Senior Surety Underwriter

We’re looking for a Senior Surety Underwriter with 3 – 7 years’ experience in construction, surety, or property broking.

Join a fast-growing, well-backed independent brokerage where you’ll trade broker-to-broker, build your book, and help shape the future of a firm with serious ambition.

We’re building something with substance – and we’re looking
for sharp, entrepreneurial brokers who want more autonomy and a seat at the table.

Why Join Checkmate?

  • Upside Potential - Real bonus upside + potential for future equity
  • Remote Flexibility - Work from London, Bristol, or a hybrid of both
  • Funded & Growing - We’re not legacy, but we are fast-moving, well-backed, and building momentum

Interested in this role? View the full Job Specification for detailed responsibilities, requirements, and salary information.

Job Specification
Apply Now
Stakeholders discussing outside building under construction.

Bristol / Hybrid

Senior Business Development Manager

We’re looking for a driven Senior Business Development Manager with proven B2B sales experience in the construction industry to join our growing team at Checkmate. You’ll build and manage relationships with developers, builders, and introducers, offering tailored structural warranty solutions from our panel of insurers.

With uncapped commission, clear progression opportunities, and a supportive sales environment, this is a standout role for someone ready to influence growth and close high-value deals in a fast-moving sector.

Why Join Checkmate?

  • Uncapped earnings potential - Commissions payable monthly.
  • Autonomy & Input - Be more than a cog; help shape a growing firm.
  • Funded & Growing - We’re not legacy, but we are fast-moving, well-backed, and building momentum

Interested in this role? View the full Job Specification for detailed responsibilities, requirements, and salary information.

Job Specification
Apply Now
Young woman happily working from home on her laptop

Ready to Apply?

We look forward to learning more about you. To apply, simply click the ‘Apply Now’ button on the role you’re interested in. This will open an email to our recruitment lead.

To help our team process your application smoothly, please:

  • Clearly state the role you are applying for in the subject line.

  • Attach your most up-to-date CV.

Checkmate is an equal opportunity employer. We are committed to building a diverse and inclusive team and will respond to all applicants within 7 working days.

Apply Now

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Labour’s recent budget emphasizes a shift toward sustainable infrastructure, creating new opportunities and challenges for the UK construction industry. With funding allocated to green projects, such as renewable energy,...
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