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Model this offer in the calculatorJob description
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 CategoryUnderwritingPosition 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$109300.00 - $180200.00Target Openings1What Is the Opportunity?As a pivotal member of the Managing General Agent (MGA) team you will be responsible for comprehensive portfolio management and underwriting oversight across all MGA lines of business. You will regularly collaborate with internal stakeholders across Product Pricing Customer Service Center and Insights teams to drive program profitability growth and long-term sustainability. Additionally this position requires external representation with reinsurers and fronting carriers to drive initiatives for improved growth and profitability.What Will You Do?Actively monitoring the flow health and profitability of the entire book of business including a deep focus on new business renewals geographic concentration industry/class results and product profitability across lines of business distribution channels state and territory and industry/class-specific segments.
Collaborating with MGA colleagues to research and interpret complex data identifying growth opportunities through optimization and mitigating loss potential. Support Product Managers Underwriters and Actuaries in strategic execution.
Collaborating closely with the Claims Program Manager to gather insights that inform Product and Underwriting teams for strategic portfolio action.
Leading underwriting projects and making independent decisions to strengthen and develop the MGA portfolio.
Supporting underwriting innovation and automation through strategic partnerships with digital product and insurance product teams.
Serving as a Subject Matter Expert (SME) for partnership distribution including marketing coverage and underwriting guidance on all lines of business.
Building and maintaining strong relationships with key external stakeholders including capacity providers and fronting carriers.
Empowering and mentoring less experienced underwriters through active support knowledge transfer and continuous educational opportunities.
An entrepreneurial spirit who thrives in an insurance start-up environment.
Extensive underwriting experience with commercial P&C products including General Liability Inland Marine Property and BOP is required across various lines of business.
Bachelor's degree with 8+ years of relevant work experience.
Insurance designation(s) and/or insurance education are preferred (CPCU AU ARM AAI).
Advanced knowledge of product offerings insurance lifecycle processes underwriting guidelines.
Advanced understanding of insurance workflows and concepts including limits coverages pricing models ISO and form/rate rules.
Excellent communication analytical quantitative and problem-solving skills.
You are passionate about the customer and the customer's user experience.
The ability to challenge us! We want people who can come in and shape the future of this business and not be afraid to raise questions and help us improve.
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
- Extensive underwriting experience with commercial P&C products including General Liability Inland Marine Property and BOP
- Bachelor's degree with 8+ years of relevant work experience
- Advanced knowledge of product offerings insurance lifecycle processes and underwriting guidelines
- Advanced understanding of insurance workflows and concepts including limits coverages pricing models ISO and form/rate rules
- Excellent communication analytical quantitative and problem-solving skills
- Experience collaborating with Product Pricing Claims and Insights teams and working with reinsurers/fronting carriers
- Ability to mentor and empower less experienced underwriters
- Insurance designations and/or insurance education (CPCU AU ARM AAI)
- Entrepreneurial mindset and ability to work in a start-up/fast-moving environment
What the Team is Saying




Simply Business Compensation & Benefits Highlights
- Leave & Time Off Breadth—Time off is notably extensive with 25 vacation days 10 sick days multiple holidays and paid sabbaticals after long service. Feedback suggests this level is generous for the U.S. market.
- Retirement Support—Retirement support includes a 401(k) with a 100% employer match up to 5%. Feedback suggests this match compares favorably to many mid‑market employers.
- Parental & Family Support—Family benefits include generous parental leave an on‑site mother’s room and childcare tuition discounts. Feedback suggests these supports complement core coverage to strengthen total rewards.
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.
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