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 CategoryMarketingPosition TypeCompensation 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$77,600.00 - $128,000.00Target Openings1What Is the Opportunity?Ready to bring our brand to life? We're looking for a Graphic Designer who is passionate about their craft and ready to grow. You'll report to our SeniorWe are looking for a creative, execution-driven Graphic Designer to join our growing U.S. Marketing team. In this role, you will be the visual engine behind our digital marketing campaigns, helping to bring the Simply Business brand to life across a variety of digital touchpoints.
This is a highly collaborative, hands-on role where your creativity directly impacts business growth. Working alongside senior creatives and marketing managers, you won't just make things look beautiful—you will design with a customer-centric lens, dive into performance data, and help us methodically test and optimize our creative across paid media, web, and social channels. If you are a curious, performance-minded designer looking to sharpen your strategic skills and scale an international brand in the U.S. market, we want to hear from you!Responsibilities
Digital Design & Campaign Execution
- Creative Asset Production: Conceptualize and execute high-quality digital assets for integrated marketing campaigns, including paid social (Meta, TikTok, YouTube, LinkedIn), programmatic ads, email templates, and web graphics.
- Iterative Testing: Collaborate closely with the Growth Marketing team to execute creative variations for A/B testing. You will interpret performance data and user feedback to continuously optimize and improve asset conversion rates.
- Channel Obsession: Tailor visual storytelling to fit the unique requirements and consumer behaviors of different digital platforms, ensuring maximum engagement on each specific channel.
- Motion & Multimedia: Utilize motion graphics and basic video editing to create dynamic, engaging content that stops the scroll and tells our brand story effectively.
- Brand Consistency: Act as a champion for the Simply Business visual identity, ensuring all marketing touchpoints are cohesive, polished, and strictly aligned with our brand guidelines.
- System Contribution: Actively build upon and maintain our marketing design system and asset libraries in Figma, keeping components organized and scalable.
- Cross-Functional Alignment: Work alongside internal UX/UI designers, copywriters, and marketing teams to ensure a seamless visual journey from initial ad click to final on-site conversion.
- Digital Layouts: Apply strong typography, visual hierarchy, and responsive design principles to marketing landing pages and web assets.
- Developer Partnership: Prepare and package clean design assets for our web development team, collaborating with them to ensure your designs are implemented flawlessly on our content management platforms (like WordPress).
- Experience: 5-7 years of professional graphic design experience, preferably within an in-house marketing team, digital tech startup, or creative agency environment.
- Portfolio: A strong digital portfolio showcasing clean composition, modern typography, compelling layouts, and real-world examples of digital marketing campaigns.
- Core Tech Stack: Mastery of modern collaborative design tools (Figma is our primary canvas) and core Adobe Creative Suite applications (Photoshop, Illustrator, After Effects).
- Data Curiosity: A strong interest in performance marketing and user data. You are eager to learn why an ad performed well and use those insights to guide your next design.
- Execution & Agility: A proactive self-starter who handles tight deadlines and quick iterations with ease, remaining comfortable with a fast-paced environment.
- Collaboration & Communication: Excellent teamwork and communication skills; someone who takes constructive feedback well and can clearly explain the rationale behind their design choices.
- Experience or strong interest in designing for B2B audiences or small business consumer segments.
- Familiarity with the capabilities and layout constraints of CMS platforms like WordPress or Webflow (you won’t be coding, but knowing how the web works is a major plus).
- Advanced motion design, illustration, or basic video editing skills.
Why This Will Succeed in the US Market
1. Clear Career Progression Lure
By reframing the data and testing requirements as "interpret performance data to optimize assets" rather than "leveraging analytics to build high-performing systems," you lower the barrier of entry while still filtering for candidates who care about business outcomes. Ambitious mid-weights see this as a golden opportunity to learn "growth design," which is a highly lucrative skill set in the US.
2. The Tooling is Right-Sized
By calling out Figma as the primary canvas and moving Adobe CC to a supporting role, you instantly align with how modern mid-level American designers work. It signals that Simply Business is modern, agile, and values efficient design workflows.
3. Balanced Collaboration
By explicitly stating "preparing clean design assets for our web development team," candidates instantly breathe a sigh of relief. They know they are being hired to do what they love—design—while partnering with technical experts, rather than being forced to act as an underpaid developer.
How does this level of responsibility feel to you? Does it align well with the budget and the structural dynamic of the current marketing team?
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
- 5-7 years professional graphic design experience
- Strong digital portfolio demonstrating composition, typography, and marketing campaign work
- Mastery of Figma
- Proficiency with Adobe Creative Suite (Photoshop, Illustrator, After Effects)
- Experience producing motion graphics and basic video editing
- Data curiosity and willingness to interpret performance metrics to optimize creative
- Ability to prepare and package clean design assets for web development (CMS implementation)
- Proactive, able to handle tight deadlines and rapid iterations
- Excellent collaboration and communication skills; able to explain design rationale
- Experience designing for B2B or small business audiences
- Familiarity with WordPress or Webflow (layout constraints and CMS capabilities)
- Advanced motion design, illustration, or advanced video editing skills
What the Team is Saying
Simply Business Compensation & Benefits Highlights
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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.
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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.
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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.
