Head of Product

Simply Business is a digital insurance brokerage that specializes in one thing: protecting the businesses our customers are working hard to build. Were 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.
Simply Business is passionate about building an outstanding product for our customers one that empowers their entrepreneurial spirits.
If youre smart and passionate about delivering brilliant customer experiences, wed love to hear from you.
As our Head of Product, youll be a visionary leader, developing product strategy, driving innovation and growth in a dynamic and fast-paced environment. Youll be instrumental in defining and delivering products that not only meet our customers needs but also leverage cutting-edge technologies like Generative AI. A deep understanding of user experience (UX) and user-centric design principles will be critical to ensure these innovations are intuitive and impactful for our users.
Drive the next wave of products, with a core focus on strategically integrating Generative AI and other AI capabilities to achieve outsized growth in the US market by creating differentiated value propositions and superior user experiences.
AI-Powered Product Development & Execution with Exceptional UX:

Create and deliver customer-centric products that meet user needs and drive business objectives, with a strong emphasis on leveraging Generative AI and broader AI to enhance user experience, personalize interactions, and improve efficiency.
Champion user-centered design principles and ensure a seamless and intuitive user experience across all product touchpoints, particularly as we integrate new AI/GenAI features.
Team Leadership & Development in an AI-Driven Landscape:

Build, manage, and scale the product organization, fostering a collaborative and high-performance environment..
Mentor and develop Product Managers, empowering them to bring bold and innovative concepts to life and enhance user experiences through intelligent features.
Nurture a team focused on delivering our customer proposition, and help the team grow into positions of influence and scale within an increasingly AI-integrated product landscape.
Superior business judgment, combining intuition, experience, and data-driven insights, with a keen understanding of the potential of AI/GenAI.
Strong understanding of commercial imperatives and how to translate opportunities into successful products with strong UX.
Proven ability to define and execute a bold product vision, strategy, and roadmap, with a keen awareness of emerging and AI technologies, and their application to enhance value proposition and customer experience.
Deep understanding of the capabilities and implementations of Generative AI and broader AI product development within a product framework.
Extensive experience working with agile projects at scale, managing multiple streams and stakeholders.
Proven experience implementing Generative AI and broader AI into products, with a demonstrable understanding of user experience considerations.
Group plan for medical, dental, vision, and prescription drug coverage
~ Short term disability, long term disability, and life insurance coverage
~ Participation in the Companys bonus program
~ 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
~ An awesome office space
~ A hybrid working model, giving our employees great choice and flexibility to work in a way thats best for their particular job, their teams, and their lives.

Were committed to welcoming and helping employees grow within an inclusive & diverse culture. We pride ourselves on fostering a sense of community, which is only made stronger by each individual at SB, so youll have the opportunity to meet a variety of people throughout the process. If you dont have access to either of these, or you need support with your application, get in touch with us at uscareers@simplybusiness.com.
Please email us with any questions or if you want to pause your application for a bit well be happy to keep you updated on future opportunities like the one above.