Hello, we're Simply Business

Simply Business supports small businesses by providing them with insurance and expertise in the small business world. We provide our customers with a choice in their insurance options while also providing them with a world class level of service, all in a digital first environment.

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.
We are

Empowering,

Collaborative &

Experimental

An Insider's view of Simply Business

How would you describe the company’s work-life balance?

We genuinely care about the work-life balance of our teammates and understand that things come up. That’s why we give our employees the ability to work from home when they see fit, not the other way around. Plus, all of our meetings are remote-friendly, so we never feel like we’re missing out on important conversations!

Mariah

Senior Manager, Customer Communications

What projects are you most excited about?

I've really enjoyed working on the Front End for our Knowledge Center redesign, now called Simply U. Our current blog design has been sufficient, but the redesign will have new features including commenting, recommended articles, and categorization. Additionally, the new design will look much fresher and offer a better experience to customers.

Bryan

Front End Developer

How has your career grown since starting at the company?

When I started at Simply Business, I was given the opportunity to take a leap and take on new responsibilities that I had never done before. My team has supported me and worked with me to help me learn so many new skills. I feel like I have grown in so many ways since starting here and I can't wait to see what is next.

Kelsey

Talent Acquisition Specialist

What projects are you most excited about?

Myself and another female colleague are working on bringing a program called #iamremarkable to SB. It is about female empowerment, which is one of my passions! The program aligns with SB's devotion to gender diversity. It’s exciting that I have been encouraged and supported in this effort and I think it speaks volumes for the company I work for!

Jill

Quality and Insurance Specialist

Where we are

We are located in downtown Boston, accessible to every line on the T and surrounded by a lot of history and a lot of great places to grab lunch.

Perks + Benefits

Culture
Volunteer in local community
Volunteer in local community
Partners with Nonprofits
Partners with Nonprofits
Friends outside of work
Friends outside of work
Eat lunch together
Eat lunch together
Health Insurance & Wellness
Flexible Spending Account (FSA)
Flexible Spending Account (FSA)
Disability Insurance
Disability Insurance
Dental Benefits
Dental Benefits
Vision Benefits
Vision Benefits
Retirement & Stock Options
401(K)
401(K)
401(K) Matching
401(K) Matching
Performance Bonus
Performance Bonus
Child Care & Parental Leave
Generous Parental Leave
Generous Parental Leave
Flexible Work Schedule
Flexible Work Schedule
Remote Work Program
Remote Work Program
Family Medical Leave
Family Medical Leave
Vacation & Time Off
Generous PTO
Generous PTO
Paid Volunteer Time
Paid Volunteer Time
Paid Holidays
Paid Holidays
Paid Sick Days
Paid Sick Days
Perks & Discounts
Beer on Tap
Beer on Tap
Casual Dress
Casual Dress
Commuter Benefits
Commuter Benefits
Company Outings
Company Outings
Professional Development
Job Training & Conferences
Job Training & Conferences
Lunch and learns
Lunch and learns
Promote from within
Promote from within
  • My favorite part of working for Simply Business is the people. I’ve seen the growth from 10 employees to 60, and the culture remains the same. I continue to wake up energized and excited to come into the office and work with such an amazing team.
    Jake
    Senior Manager, Customer Communities
  • My time at Simply Business has been fantastic. It is so refreshing to work for a company that is truly remote friendly. My engineering team is supportive and protective of their employees work life balance. I couldn’t ask for a better place to work!
    Jenah
    Software Engineer
Jobs at Simply Business8 open jobs
All Jobs
Data + Analytics
Dev + Engineer
Operations
Product
Developer
new
Boston
Developer
new
Boston
Developer
new
Boston
Data + Analytics
new
Boston
Data + Analytics
new
Boston
Product
new
Boston
Operations
new
Boston
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