Current Vacancies

Engineering Lead

Boston, MA • Engineering • Permanent • Engineering
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 2024 Best Midsized 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 need an Engineering Lead to join us in Boston, MA.
In this role, you will develop customer focused products in a culture which champions Agile, cross functional teams and continuous collaboration.

As one of our Engineering Lead, you’ll:

  • Be hands on in developing our products using best practices, appropriate tools, and technologies
  • lead a small project team of engineers 
  • work with small cross functional collaborative teams to drive out requirements, highlight risks and prioritise stories 
  • work with team members to identify areas for learning and helping them grow in these areas via project work, external learning, or additional mentoring
  • champion Agile methodologies while creating amazingly useful systems in a collaborative way for our customers
  • highlight areas for continuous improvement and driving their prioritisation 
  • be proactive in suggesting new tools, technologies and ways of working

We’re looking for someone who is:

  • experienced of leading a small team of engineers
  • strong programming skills in an object-oriented programming (OOP) language such as Java, Python, Ruby, etc
  • the ability to challenge us – we love people who come in and challenge us and aren’t afraid to raise questions and help us improve
  • strong communication and collaborative skills and strong desire to liaise closely with business teams
  • an advocate of engineering best practices
  • experienced of working with Microservices 
(We know it’s tough, but please try to avoid the ​​confidence gap​.​​ You don’t have to match all the bullet points above to be considered for this role.)
Ready to join us and help us elevate our engineering platforms? Apply today.
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 [email protected].
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/ 

The best of Simply Business, straight to your inbox

Join 200,000+ small business owners getting helpful articles, tips, and tools — delivered direct to you.