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 CategoryFinancePosition TypePermanentCompensation 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$104,000.00 - $171,700.00Target Openings1What Is the Opportunity?As our growth continues to accelerate, we're looking for a high caliber FP&A leader to join our finance team. Reporting directly to the Director of FP&A, you’ll head up our management reporting operation and play a key role in ensuring we’re set up to meet our strategic goals. We are looking for a candidate with a strong sense of initiative, keen eye for detail, and an ability to find solutions in the face of ambiguity. The Senior FP&A Manager will translate complex and nuanced financial results into actionable insights, partnering directly with business leaders to drive sound financial decisions. This role will champion the integrity and efficiency of our financial systems and data across the broader business and senior management.As a Senior FP&A Manager you will:
Oversee the Financial Planning & Analysis function (60% time allocation):
Prepare and present clear, insightful financial performance reports with the broader business, our leadership team, and board
Own the consolidation and presentation of our annual operating budget and ongoing forecasts
Support the Director of FP&A and VP of Finance in preparing scenario planning models and conducting sensitivity analysis to evaluate financial outcomes under various assumptions
Serve as the go-to finance partner for our support and shared service teams (like People, Legal, Engineering, etc), helping them with expense variance analysis and capitalization assessments
Partner with Data & Analytics team and other business functions to define and implement new metrics and KPIs as needed, ensuring measurability against our key financial levers
Manage the ongoing development, daily priorities, and work allocation of senior analyst on the team
Serve as the US Finance lead in delivering operational improvements related to our FP&A systems & data processes (20% time allocation):
Collaborate with the Global Finance Change team to implement and optimize our Enterprise Performance Management system (OneStream) and associated data infrastructure
Ensure the accuracy, consistency, and reliability of financial data across all systems used for reporting and analysis
Identify and implement “quick wins” to automate financial reporting, consolidate data sources, and streamline planning processes leveraging AI and other suitable technology
Partner with senior functional leaders as required, ensuring operational decisions are aligned to our short and long term financial objectives (20% time allocation)
What we are looking for:
A self-starter who thrives in a fast-paced environment and enjoys working autonomously
Strong ability to influence and collaborate with cross-functional teams
Exceptional problem-solving skills, with a knack for turning data into clear, actionable insights
Highly organized, detail-oriented, and capable of managing multiple priorities in a fast-paced environment
Superior verbal and written communication skills, with the ability to effectively present financial information to diverse audiences, including senior executives
Proven track record of driving process improvements and implementing financial systems
Bachelor's degree in Finance, Accounting, Business Administration, or a related field required. Master's degree (MBA) or relevant professional certification (CFA, CPA) preferred.
7+ years of experience working in an FP&A role (preferably with at least 2-3 years in a leadership or management capacity)
Experience with Google Suite, Looker, OneStream or other BI platforms/EPM systems
Experience working for a P&C Insurance provider preferable, but not required
Experience managing team of analysts preferred
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
- Bachelor's degree in Finance, Accounting, Business Administration, or related field
- 7+ years of experience in an FP&A role
- Experience preparing and presenting financial performance reports, annual budgets, and ongoing forecasts
- Experience with Google Suite, Looker, OneStream or other BI/EPM systems
- Proven track record driving process improvements and implementing financial systems
- Strong verbal and written communication and stakeholder management skills, including presenting to senior executives
- Ability to perform scenario planning, sensitivity analysis, and expense variance analysis
- Master's degree (MBA) or relevant professional certification (CFA, CPA)
- 2-3 years of leadership or management experience (preferably managing analysts)
- Experience working for a P&C insurance provider
What the Team is Saying
Simply Business Compensation & Benefits Highlights
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Leave & Time Off Breadth — PTO is described as 25 vacation days, 10 sick days, 8 company holidays, and 2 floating days, with paid sabbaticals at 5 and 10 years. This level of time off is characterized as well above typical U.S. norms where it applies.
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Retirement Support — U.S. roles include participation in a 401(k) with a 5% employer match. This is consistently noted in recent postings as part of the standard package.
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Parental & Family Support — U.S. benefits include employer-verified paid parental leave of 12 weeks at 100%, with options to extend job-protected time. Additional supports like adoption assistance and childcare tuition discounts are also highlighted.
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.
