Careers
Build your future with Checkmate.
Open Vacancies
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.
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.
Reading (with availability to travel to the surrounding area)
Regional Surveyor
We are seeking a proactive and experienced Surveyor to join our growing technical tea. This is a key role within the business, ensuring that developments registered under the Checkmate warranty scheme meet technical standards and regulatory compliance throughout the build process.
The ideal candidate will have a sound understanding of residential construction, an eye for detail, and a passion for delivering high-quality service to developers, builders, and key stakeholders.
Why Join Checkmate?
- Compensation Package - Competitive salary, car allowance, and benefits package.
- Take Ownership - Play a vital role in enhancing construction quality and mitigating risk for homebuyers.
- Funded & Growing - Be part of a revitalised brand with an ambitious roadmap for innovation and growth.
Interested in this role? View the full Job Specification for detailed responsibilities, requirements, and salary information.
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.