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 highly experienced and inspiring Senior Copywriter / Brand Copy Lead to serve as the owner of our brand voice and narrative integrity. Reporting to the Manager of Content & Messaging, this role is the master storyteller responsible for defining, developing, and deploying a cohesive voice across all consumer touch points while mentoring our internal and external copywriting team.

Brand Voice Ownership:

Define and Own Brand Tone of Voice (TOV): Own brand voice, developing, maintaining, and distributing comprehensive TOV guidelines across the entire organization.
Channel Adaptation: Lead the adaptation of the core TOV and content for specific channel needs (e.g., differentiating the conversational style for social media versus the authoritative tone for the website).

Strategic Narrative & Messaging:

Master Storyteller: Help translate the brand's core values, reasons-to-believe (RTBs), and consumer insights into compelling, integrated brand narratives and stories.
Product Marketing & GTM Alignment: Partner with the Sr. Manager, Product Marketing & GTM to ensure all core claims and product messaging are integrated into the overall narrative and marketing executions
Cross-Functional Partnership: Partner with channel owners across organic & paid channels to develop narratives and brand stories that bring to life the brand in relevant & tailored ways

Creative & Team Leadership:

Creative Partnership: Collaborate deeply with the Sr. Manager, Creative and design team to ensure copy and visual creative are perfectly integrated, compelling, and aligned with campaign goals.
Team Management & Mentorship: Manage and mentor a pool of in-house and freelance copywriters, providing editorial direction to maximize output quality and consistency.

Content Creation & Oversight:

High-Priority Content Creation: Execute high-impact copywriting tasks for flagship content, major brand campaigns, and other high priority content
Content Supervision and Quality Control: Develop updated editorial guidelines and provide editorial oversight and final sign-off on messaging and copy quality across all marketing assets, ensuring strict adherence to brand standards.

Required Skills and Qualifications:

Copy Leadership: Proven experience in a senior or lead copywriting and copyediting role, with a portfolio showcasing exceptional brand storytelling and diverse content formats.
Editorial Expertise: Demonstrated ability to define, implement, and govern a complex brand voice and style guide for a rapidly scaling organization.
Mentorship and Management: Experience managing, mentoring, or providing deep editorial oversight to both in-house staff and external freelance copywriters.
Creative Collaboration: Strong history of successful collaboration with art directors, designers, and creative leads to build integrated visual and verbal assets.
Strategic Thinking: Ability to synthesize complex business and product information (especially in FinTech/Insurance) into clear, emotionally resonant, and persuasive consumer copy.
Attention to Detail: Impeccable grammar, spelling, and meticulous attention to detail required to maintain high editorial standards.

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:

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 uscareers@simplybusiness.com.

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/

Simply Business

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