Simply Business

Small Business Insurance. Simplified.

  • Founded 2005
  • Information Tech

About Simply Business

Working At Simply Business: Come help create our story

“We’ve got the brain of a start-up, with the heart of a non-profit.”

If we had to describe Simply Business in one sentence, that would be it. And it’s true - we leverage some pretty impressive data and technology to serve the most personalized insurance coverage to small business owners.

But the heart of our mission is to empower business owners, freelancers, contractors, and the working women and men who make up the entrepreneurial backbone of this country.

That’s why our team is filled with people who want to do good, and to use the best technology to do it.

We’re just at the beginning of our story. Come join us to see where your own story leads.

Life at Simply Business

We’re all about learning, trying new things, and improving, so we don’t stand still for long. We’re Agile, in every sense.

To sum it up, we challenge the stereotype. Some companies provide insurance, we set small businesses up with great protection. Some companies operate on a rigid 9-5, we’re more flexible. Some managers tell, we support - and challenge.

What are the benefits?

Working in our Boston Office, you will have the chance to shape a business from the very beginning, and an opportunity to develop and learn new skills across various technology and business areas as you desire.

There’s all the serious (but important) stuff we call ‘core benefits’. Some of these will kick in once you’re confirmed in post, but here’s the summary:

  • A salary that reflects your experience, our pay policy and the market we’re in from your first day
  • Group plan for medical, dental, and prescription drug coverage
  • Participation in the Company’s bonus program
  • Participation in 401(k) plan
  • 25 days of personal time, plus 10 paid company holidays
  • Flexible working hours and working from home

But there’s so much more to Simply Business than insurance. We also commit to flexible working options, smart working (our offices are kitted out for you to work when and how you choose) and we have a handy online form to put in any training or conference requests.

Best of all, though, are the groups, clubs, and adventures that come with the Simply Business territory. We trek the Sahara for charity, take you on weekends away, throw epic summer parties, meet up for book groups, public speaking coaching and lots, lots more.

So, let's chat!

Annual summer parties for all of our employees to enjoy!
Simply Business - Annual summer parties for all of our employees to enjoy!
Annual awards ceremony to celebrate top performers, with awards such as "Best Software Engineer" and "Best Newcomer".
Simply Business - Annual awards ceremony to celebrate top performers, with awards such as "Best Software Engineer" and "Best Newcomer".
A casual, open and smart-working environment located in the heart of Cambridge, MA.
Simply Business - A casual, open and smart-working environment located in the heart of Cambridge, MA.
Find a job at companies like Simply Business

Tech Stack
  • Ruby on Rails
  • MongoDB
  • RabbitMQ
  • Puppet
  • AWS
  • SASS
  • HAML
  • HTML5
  • JavaScript
  • CoffeeScript
  • jQuery
  • Cucumber
  • RSpec
  • Turnip
  • Jasmine

Perks
  • Flexible working options
  • Smart working
  • Participation in 401(k) plan
  • 25 days vacation time
  • Employee Groups and clubs
  • Adventuring to the Alps or Sahara for charity
  • Summer parties
  • Coaching
  • Level-ups
  • And lots more

Benefits
  • Medical, Dental, & Vision Insurance Medical, Dental, & Vision Insurance
  • Retirement/401K Plan Retirement/401K Plan
  • Life & Disability Coverage Life & Disability Coverage