Senior Underwriter, MGA

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.

Are you an experienced underwriter who wants to help grow and scale a direct-to-consumer insurance product? Simply Business (SB) is looking for a Senior Underwriter to join our Managing General Agent (MGA) team. This isn't your average underwriting role-you'll have the exciting opportunity to help manage a growing insurance program for small business owners in the fast-paced, direct-to-consumer space.

This role reports to the Director of Underwriting and is for an underwriting expert who is passionate about combining traditional underwriting expertise with a modern, data-driven approach. You will be a key part of our team, focusing on portfolio management, profitability, and product development. You'll use your sharp analytical skills to identify trends, analyze performance, and make strategic recommendations that help us scale our programs and drive profitable growth.

What You'll Do :

• Managing the underwriting quality and profitability of our MGA book, ensuring adherence to reinsurance guidelines and regulatory requirements.
• Working within our Underwriting Workbench to review risk alerts and document decision-making.
• Actively analyze key trends across new business and renewal cycles, and the performance of various products across lines, geographic regions, and distribution channels within the book of business, collaborating closely with the underwriting, product, and analytics teams.
• Using internal and external data to develop product recommendations that help us grow our programs.
• Working cross-functionally with insurance product, marketing, service, and other SB teams to optimize our products and processes.
• Your underwriting expertise will be critical to influencing change with internal and external partners, challenging norms, and thinking outside the traditional underwriting box.
• You will actively collaborate with and influence our external stakeholders-from reinsurers to claims administrators-to drive strategic changes that support the continued growth and profitability of our MGA.

What We're Looking For :

$81,300 - $147,600 a year

The annual base salary range provided for this position represents a broad range of salaries for this role across the country. The identified range is what Simply Business reasonably and in good faith expects to pay for this position. The actual salary offered within this range for this position will be determined by a number of factors, including the geographic location of the successful candidate; the skills, education, training, credentials and experience of the successful candidate relative to the requirements of the role; the market data for this position in the specific work location; and other conditions of employment. As part of our comprehensive compensation and benefits program, employees may also be eligible for performance-based cash incentive awards.

Here are some of the great benefits and perks that come from being a Simply Business employee :

Simply Business is an equal opportunity employer. We're committed to welcoming and helping employees grow within an inclusive & diverse culture. And that commitment starts with our interview process.

Once you apply, your info will be reviewed by a team with a mix of levels and experiences. We pride ourselves on fostering a sense of community, which is only made stronger by each individual at SB, so you'll have the opportunity to meet a variety of people throughout the process. Get excited!

Most of our first round interviews will take place over Zoom. In subsequent interviews, there may be an opportunity / expectation to meet team members in person.

If it looks like you could be a good fit for the role, we'll ask you to interview on Zoom first regardless - you'll need WiFi and a laptop, or a 4G-enabled smartphone. If you don't have access to either of these, or you need support with your application, get in touch with us at [email protected].

Please email us with any questions or if you want to pause your application for a bit - we'll be happy to keep you updated on future opportunities like the one above. Want more info on working at Simply Business? Check out our careers page : simplybusiness.com / careers /