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We Protect The Small Businesses You Love.
The Role
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.
We are seeking a dynamic and results-oriented leader to fill the pivotal role of Director of Product and Integrated Marketing. This pivotal role will report into VP, Head of Marketing and be responsible for developing and executing comprehensive go-to-market strategies for new and existing products & services, while simultaneously ensuring a cohesive and impactful brand experience across all marketing channels. You will also be responsible for managing a team and fostering cross-functional collaboration. The ideal candidate will be a strategic thinker with a proven track record of orchestrating successful brand and product launches in the DTC environment, driving market adoption, and building integrated marketing campaigns that resonate with target audiences and achieve business objectives.
Go-to-Market Strategy & Execution:
- Develop and implement comprehensive go-to-market (GTM) strategies for Simply Business, including target audience identification, market segmentation, value proposition development, and distribution channel planning.
- Orchestrate cross-functional teams within and outside of Marketing to ensure seamless execution of GTM plans, fostering strong collaboration and communication.
- Manage and execute product marketing plans, ensuring all aspects from pre-launch activities to post-launch monitoring are effectively coordinated.
- Establish and track key performance indicators (KPIs) to measure the effectiveness of GTM initiatives, providing regular reports and making data-driven adjustments to optimize performance.
- Conduct thorough market research and competitive analysis to identify opportunities, understand customer needs, and inform the GTM strategy.
- Develop and manage budgets associated with GTM activities, ensuring efficient allocation of resources.
Integrated Marketing Strategy & Execution:
- Develop and execute integrated marketing strategies that align with overall business goals and support the go-to-market plans.
- Ensure consistent brand messaging, visual identity, and tone across all online and offline marketing channels, creating a unified and impactful brand experience.
- Plan and manage the overall marketing calendar, coordinating various marketing activities including content marketing, email marketing, social media, paid advertising, public relations, events, and website management.
- Collaborate closely with various marketing sub-teams (e.g., content, digital, social, PR) to develop and execute cohesive and impactful integrated campaigns.
- Analyze the performance of integrated marketing campaigns across all channels, providing insights and recommendations for optimization.
- Understand and map customer journeys, ensuring a seamless and positive experience across all touchpoints.
- Contribute to the development of broader brand building and long-term customer engagement strategies.
Leadership & Collaboration:
- Provide strong leadership, guidance, and mentorship to direct reports and cross-functional team members.
- Foster a collaborative and high-performing team environment.
- Effectively communicate GTM and integrated marketing strategies and results to stakeholders across the organization.
Qualifications:
- 15+ years of experience in Integrated Marketing/ GTM, product marketing, or a related field, experience within the insurance or fintech industry is a plus
- Proven track record of developing and executing successful GTM and integrated strategies & campaigns for DTC, micro-business or consumer-focused brands
- Excellent communication, presentation, and interpersonal skills.
- Analytical and data-driven, with the ability to track and report on key metrics.
- Experience leading and managing teams.
- Ability to thrive in a fast-paced, dynamic startup environment.
Additional Skills and Competencies:
- Deep understanding of digital marketing and sales processes.
- Experience with CRM and marketing automation tools.
- Strong project management skills.
- Passion for innovation and customer-centricity.
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/
What the Team is Saying
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Bryan
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Monique
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Jill
Quality and Insurance Specialist
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The Company
What We Do
Simply Business is dedicated to making small business insurance simple and accessible. Our robust digital marketplace allows small business owners to find and buy the insurance they need online, matching them with coverage from multiple top insurers to offer choice, transparency, and value. 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 launched its U.S. operations in 2017 and today employs over 1,000 people across offices in London and Northampton in the U.K., and in Boston and Atlanta in the U.S.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
What It's Like to Work at Simply Business
About our 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.
Typical time on-site:
40 % of the time
