Simply Business is a digital insurance brokerage that specializes in one thing: protecting the businesses our customers are working hard to build. We’re doing this by simplifying the insurance-buying process for all small businesses, blending together a combination of technology, data, and insurance knowledge. Our proprietary technology platform allows small business owners to easily search and compare quotes from over 20 top-rated insurance providers, customize their coverage, and purchase and access their policies – all online.
Founded in the UK in 2005, Simply Business is an insurtech pioneer with nearly 20 years of experience supporting small businesses. Simply Business is passionate about building an outstanding product for our customers – one that empowers their entrepreneurial spirits.
More importantly, we’re doing it all while taking care of our people. We’ve consistently been named a best place to work, including most recently ranking in Built In’s 2025 Best Companies to Work for in the US (Top 100), and Best Places to Work in Boston.
We want team members who have the drive to challenge boundaries. If you’re smart and passionate about delivering brilliant customer experiences, we’d love to hear from you.
Job CategoryTechnologyPosition TypePermanentCompensation OverviewThe annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program, employees are also eligible for performance-based cash incentive awards.
Salary Range$62,300.00 - $102,800.00Target Openings1What Is the Opportunity?About the RoleYou’ll be part of a dynamic IT Service Desk team delivering simple, intuitive, and hassle-free IT support across Simply Business. You’ll ensure our team members have reliable systems and keep our technology running seamlessly every day.
You will report directly to Aaron, Global Service Desk Lead, who works closely with the team to provide top-class support within our full Cloud/SaaS infrastructure environment (supporting ChromeOS, Windows, and macOS).Key Responsibilities
- Day-to-Day Support: Act as the first point of contact for all BizOps IT questions, queries, and incidents via official support channels, ensuring timely responses during core business hours.
- Global Support: Provide hands-on and remote IT troubleshooting and support to Simply Business employees across both the UK and the US.
- Incident Management: Ensure all incidents and service requests are correctly logged, categorized, acknowledged, and resolved in line with incident management and request fulfillment processes.
- Access & Lifecycle Management: Manage Joiners, Movers, and Leavers (JML), including identity and access management for existing and departing staff.
- AV & Facilities Support: Support audio-visual meeting room equipment, escalating complex issues when necessary.
- Operational Administration: Maintain stock levels through quarterly Business-As-Usual (BAU) reviews, conduct regular housekeeping audits, and complete routine administrative duties in accordance with established IT processes.
- Continuous Improvement: Help drive self-service initiatives, automation, and end-user empowerment across the business.
- Experience & Passion: Demonstrated experience in or a strong passion for 1st line service desk / desktop support.
- Problem-Solving Skills: Strong hands-on and face-to-face desktop support experience with a structured, logical approach to troubleshooting.
- Culture & Growth Mindset: Willingness to help elevate the BizOps IT team and actively contribute to positive cultural and process changes.
- Process Awareness: Familiarity with IT Service Management (ITSM) best practices, ticket management, and service request fulfilment.
Here are some of the great benefits and perks that come from being a Simply Business employee:
Group plan for medical, dental, vision, and prescription drug coverage.
Short term disability, long term disability, and life insurance coverage.
Participation in the Company’s bonus program-Participation in 401(k) plan with a 5% employer match.
Commuter benefits to help cut down on parking and public transit costs.
25 days of vacation time plus 10 sick days and 10 company holidays.
A genuine investment in your learning and development-Regular team outings and volunteer opportunities.
An awesome office space.
A hybrid working model, giving our employees great choice and flexibility to work in a way that’s best for their particular job, their teams, and their lives.
Simply Business is an equal opportunity employer. We’re committed to welcoming and helping employees grow within an inclusive & diverse culture.
Skills Required
- Experience in or strong passion for first-line service desk or desktop support
- Hands-on and face-to-face desktop support experience
- Structured and logical troubleshooting approach
- Willingness to contribute to team culture and process improvements
- Familiarity with IT Service Management best practices
- Experience with ticket management and service request fulfillment
What the Team is Saying
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.
