Product Manager

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.

Here’s what you’ll be doing:

Are you a Product Manager who thrives at the intersection of strategic partnerships, deep customer empathy, and digital innovation? We are building the most straightforward and personalized ways for small businesses to manage their insurance online, and this unique role is key to unlocking massive growth. You won't just build features; you'll orchestrate seamless digital experiences across external ecosystems, directly impacting our bottom line and shaping how thousands of customers and agents find and purchase the coverage they need. If you're ready to tackle ambiguity, lead with action, and leverage cutting-edge tech like AI to deliver commercial results, we want you on our team.

We're looking for someone who is...

• An Empathetic Innovator who is humble, biased toward action, comfortable with ambiguity, and driven by customer value and commercial impact.
• Deeply knowledgeable about Product Principles, proficient in the agile methodology, and committed to a lean, outcome-over-output philosophy.
• A champion of Innovation, with proven experience implementing cutting-edge technology like Generative AI into products while maintaining a focus on user experience.
• An exceptional Collaborator who excels at creating consensus, driving decisions, and aligning diverse stakeholders to a unified plan of action.
• Skilled at Weighing Value Against Cost, capable of appreciating engineering complexity, making critical trade-offs, and prioritizing changes that move key business metrics.
• A Data-Driven Driver who innovates using experimentation, analytics, and iterative development cycles to validate solutions and solve complex problems for partners and customers.

As our Product Manager, you'll...

• Improve Partner Performance by owning the strategy to enhance the efficiency and experience across our existing external insurance partnerships.
• Build Integrated Solutions that enable customers to seamlessly research and purchase the right insurance directly within our partners' platforms.
• Drive Tech-Forward Innovation by identifying and implementing new technologies to strengthen our digital presence within partners' ecosystems.
• Enhance the Agent Channel by leading significant improvements to our agent portal, making it easier for thousands of agents to research, buy, and service policies.
• Collaborate and Communicate effectively, acting as a crucial product liaison to ideate, prioritise requests, and ensure delivery meets cross-functional expectations.
• Manage the Agile Development Lifecycle, prioritising a constant stream of validated delivery objectives that directly support the company's ambitious growth plans.

$114,800 - $160,000 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.

(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.

For the Product Manager who views a partner ecosystem as a vast canvas for innovation, this role offers unparalleled strategic influence. You won't just manage a backlog; you'll shape external relationships, leverage AI, and drive tangible commercial outcomes that define our digital future in the small business insurance space. If your product mind is wired for growth, complexity, and maximising value through partnership, step forward and help us redefine the industry. Apply Today.

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. 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/