We insure small businesses and enable big dreams – not just for our customers, but for our people and communities too. With over 1,000,000 active insurance policies, we protect builders, bakers, landlords and more than 1,200 other trades.
We’re a technology company as well as one that sells insurance. That means we build, we fail, we learn and we improve. Through our global social impact strategy, called 'The Big Dreams Project’, we're working to help 10,000 small businesses start or grow by 2030.
Why not check out our advert on YouTube: Simply Business TV advert 2024: 'Simply the Best'.
Job CategoryTechnologyPosition TypePermanentTarget Openings1What Is the Opportunity?Here’s what you’ll be doing:We’re on a mission to build a tech-forward, secure environment that empowers developers rather than putting roadblocks in their way. As an Application Security Engineer, you’ll act as a core technical guide across our software development lifecycle—helping us embed security directly into our code and architecture while exploring next-generation defensive strategies like AI/LLM threat modeling.
Unlike security roles where you’re isolated or acting as a gatekeeper, here you’ll be a genuine security champion. You’ll partner closely with engineering teams to demystify complex threats, modernise our DevSecOps practices, and mentor developers to build naturally resilient systems.
As one of our Application Security Engineers, you’ll:
Provide expert guidance on secure coding, threat modelling, and OWASP Top 10 mitigation.
Promote a security-first mindset across development teams, acting as a supportive technical mentor.
Integrate security assessments, code reviews, and penetration testing seamlessly into the SDLC.
Evaluate, implement, and run modern security tooling (SAST, DAST, IAST) to streamline vulnerability checks.
Research emerging AI and LLM threat classes to design proactive, cutting-edge defensive architectures.
Participate in incident response investigations and help deliver engaging security training.
We’re looking for someone who is:
Experienced in application security (5+ years) with strong hands-on penetration testing and security tooling skills.
Deeply knowledgeable about web vulnerabilities, secure coding practices, and cloud environments (AWS, Azure, or GCP).
Familiar with DevSecOps methodologies and automated security integration.
An open, clear communicator who can explain complex security concepts in plain English to both technical and non-technical teammates.
Highly collaborative, empathetic, and passionate about mentoring engineers rather than just checking compliance boxes.
Curious, proactive, and keen to stay ahead of modern threat landscapes like AI security.
(We know it’s tough, but please try to avoid the confidence gap. You don’t have to match all the bullet points above to be considered for this role.)
We encourage people of all different backgrounds and identities to apply. We are committed to maintaining an inclusive, supportive place for you to be you and do your very best work.
If you love dissecting complex systems, automating security right into the pipeline, and tackling emerging challenges like AI/LLM threats without the usual red tape, we’d love to hear from you. Join us to build, break, and protect the tech behind our platform—apply today to help shape the future of our engineering security!
What are the benefits of working at Simply Business:we offer a great work-life balance where workloads are manageable and everyone has the flexibility to work hybrid
on top of the 25 days annual leave (plus bank holidays), we offer the option to buy five more days of holiday with your flexible benefits
our flexible parental leave allows you to approach an important time how you want - with six months full pay to the primary caregiver and four weeks full pay if you're the secondary caregiver
our life event leave is an extra days leave every two years for those big moments in your life like moving house or your birthday. And our long-serving employees get a two week paid sabbatical after five years of service, then four weeks off after ten years of service
private medical insurance through BUPA, that covers any pre-existing condition is a core benefit. Plus a health cash plan that covers your everyday medical expenses
we offer a competitive salary based on your experience and the current market. Plus the potential to earn an annual bonus based on performance
access to tools to support your personal development on our dedicated learning platform. As well as support for your mental health with access to counselling
we match what you put into your pension up to five per cent. And pass on a tax-free sum that's four times your basic salary with our life assurance policy, with the option to increase it to ten times through our flexible benefit scheme
our salary sacrifice car scheme gives you the option to buy a brand new, fully insured, and maintained car for a convenient fixed monthly amount taken from your gross salary (after 6 months service)
our flexible benefits scheme gives you an allocated amount to use each year on benefits like critical illness cover, dental insurance, travel insurance, or a gym membership
Ready to join us and drive our success as a high-performing team? Apply today.
Employment PracticesSimply Business is committed to providing equality and opportunities for all employees and candidates considering a career with us. We offer a workplace where colleagues are treated with respect and dignity. We don’t (and won’t) discriminate either directly or indirectly on the grounds of race, colour, religion, belief, political opinion, disability, nationality, ethnic origin, sex, sexual orientation or relationship status at any stage of the hiring process or during the course of your employment.
Skills Required
- 5+ years of application security experience
- Hands-on penetration testing experience
- Security tooling experience
- Strong knowledge of web vulnerabilities and secure coding practices
- Experience with cloud environments such as AWS, Azure, or GCP
- Familiarity with DevSecOps methodologies and automated security integration
- Clear communication skills for technical and non-technical audiences
- Collaboration, empathy, and developer mentoring ability
- Interest in AI security and modern threat landscapes
What the Team is Saying
Simply Business Compensation & Benefits Highlights
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Leave & Time Off Breadth — Time off is described as unusually expansive in the U.S., with 25 vacation days, 10 sick days, 8 company holidays, 2 floating days, and paid sabbaticals after five and ten years. This breadth is prominently highlighted across recent listings and company materials.
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Retirement Support — Retirement savings are supported by a 401(k) with an employer match reported up to 5%, with careers language also calling it a “generous employer match.” This combination signals a solid retirement component within the total rewards.
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Parental & Family Support — Parental leave is portrayed as strong, with employer‑verified U.S. details noting extended job protection and multiple months paid, while UK materials cite six months’ full pay for primary caregivers. Family supports such as adoption assistance and childcare discounts are also mentioned in public listings.
Simply Business Insights
What We Do
Simply Business is the leading digital insurance marketplace dedicated to the success of small businesses. Our mission is to take the hassle out of buying insurance by offering simplicity, choice, and value to business owners. We connect our customers with top-rated insurers and policy recommendations tailored to their specific business needs and budget. We have nearly 20 years of experience supporting small businesses, with over 1 million customers worldwide. Founded in the U.K. in 2005, Simply Business revolutionized how small businesses find insurance, making it accessible and affordable. We then saw a similar need in the United States. So in 2017, we launched Simply Business in the U.S.. Today, our team sits across offices in Boston in the U.S., as well as in London and Northampton in the U.K., showcasing our innovation at scale and dedication to serving the backbone of our economies. Simply Business is more than our name. It’s how we approach small business insurance.
Why Work With Us
Here at Simply Business we have five core values that we uphold in everything that we do: Learning, Empowerment, Authenticity, Pioneering, and Simplicity. Utilizing these values and embedding them into our culture makes SB a unique and great place to work, a place where every person is valued, a place where we get things done and have fun doing so.
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Simply Business Teams
Simply Business Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We offer our SBers more choice and greater flexibility to work in a way that’s best for their particular job, their teams, and their lives. We ask our employees to come to our hubs 8X a month.
