Careers at Simply Business
If you have a passion for what you do and a love for small businesses, we have a lot in common.

Insuring small businesses.
Enabling big dreams.
At Simply Business, we insure small businesses and enable big dreams. Not just for our customers, but for our people, our communities, and our environment.
We believe a world-class company culture is crucial to achieving our business goals as we make insurance more accessible to small business owners.
At Simply Business, innovation is at the heart of what we do every day. That’s why we listen to our employees and our customers. From voice of the customer field work to annual company-wide hackathons, we create an agile environment where ideas can be developed, presented, implemented, and celebrated.
We’re building a better way to buy small business insurance, and we’re using technology to get the job done. That includes developing cutting-edge data gathering and analysis capabilities; living and breathing testing and experimentation; and harnessing the many benefits of AI and other emerging technologies.
We are committed to fostering a culture of continuous learning and providing resources and opportunities to nurture your talent and help you reach your full potential. There are always opportunities to learn on the job as well as develop through in-person and virtual workshops and learning platforms. SB’ers are encouraged to add or maintain professional qualifications and to take advantage of mentoring and coaching opportunities.
You’ll find Simply Business is a place where you can bring your authentic self to work. We foster a culture of inclusivity and belonging where we can share common values while celebrating individual differences.
We have a proven track record of making a positive difference by giving back to each other and to the wider community. In the U.S., we’ve partnered with Sky’s the Limit, a non-profit organization dedicated to supporting aspiring business owners from underserved backgrounds. Through this partnership, our employees volunteer to provide coaching services for entrepreneurs to help them develop and learn new skills and achieve their professional goals.
We’re building a better place to work.






Our values are at the heart of what we do
Learning
We’re always learning, developing and improving, and helping others do the same.
Empowerment
We’re trusted to get the right stuff done in the way that suits us best.
Authenticity
We respect the unique skills and perspective that each person owns.
Pioneering
We lead with purpose and make things happen.
Simplicity
If we can make it simpler, we do, and if we can’t then we help everyone understand.
Benefits at Simply Business
At Simply Business, we have created a benefits package that includes both tangible benefits, as well as some fun stuff. Here’s what our benefits look like today:

Compensation
A competitive salary that reflects your experience and the market we’re in.

Health Care
Group plan for medical, dental, vision, and prescription drug coverage.

Disability Coverage
Short-term disability, long-term disability, and life insurance coverage.

Bonuses
Eligibility for participation in the company’s bonus program.

401k
Eligibility for participation in the company’s 401(k) plan with a generous employer match.

PTO
Generous time off.
How we interview
We know that interviews can be nerve-wracking, so we try to make the process a bit easier by preparing you to meet our team. We will let you know who you’re meeting and how your role will impact the business and help us grow.
The typical process takes place over several interviews. They may be conducted on the phone, via a Zoom call, or onsite. You’ll likely have conversations with a recruiter, the hiring manager, and several team members across different departments. This gives both you and Simply Business the opportunity to get to know each other, learn more about the role, and understand how your experience may align to our business needs.
How to prepare
We have some additional tips to help with your interview.
