Simply Business

Here at Simply Business, we want all of our employees to feel valued, appreciated, and free to be who they are at work. We are committed to putting resources and attention toward improving the engagement, retention and promotion of the incredible talent we have—whether everyone is sharing an office or working together remotely, as we are now. From building a culture where all employees can bring their best selves to work to deploying diversity initiatives that support everyone, we’re doing what it takes to build an inclusive world for all. The future of work must be inclusive. 

Simply Business is an equal opportunity employer. We celebrate and support our differences in order to create a diverse and inclusive work environment

Insuring small businesses. Enabling big dreams.

That’s our mission here at Simply Business.

But it’s not just for our customers. It’s for our people. Our communities. For you. 

Here’s how we achieve that mission:

We embrace your individuality

We see each person as an authentic individual with their own big dreams.  That’s why we support our employees in recognizing those big dreams, all while supporting their wellbeing and growth. After all, no two people are alike - and at Simply Business, we treat every employee as the unique individual they are.

We’re innovative

We foster a place for people to be curious, experience new things, and bring unique ideas to the table. We listen to our customers and innovate to launch new products and services that meet their needs. We may be backed by a giant, but we’re always finding ways to be agile. 

We trust who we hire

Finally, we empower SBers with choice and flexibility to make the right decisions based on the needs of our roles. Feedback, coaching, and learning keeps us honest and further builds trust.

Our values

Everything we do can be boiled down to these five values:

Learning: We’re never done learning about new possibilities and acting to explore them.

Empowerment: We believe in our people and the positive impact they can have, so we enable everyone to stretch themselves.

Authenticity: We celebrate diversity, avoid jargon and genuinely care about helping small businesses thrive.

Pioneering: We're obsessed with finding new ways to create even better experiences.

Simplicity: We simplify complex solutions to save our customers time and effort.

Working at Simply Business

Whether you’re looking to help build something better on our tech team or want to unleash your customer-centric skills, come see how Simply Business can turn your work into a rewarding career.

How we interview:

We get it: Interviews can be nerve-wracking. That’s why we try to make the process a little easier by preparing you as much as possible to meet our team. We’ll let you know who you’re meeting, what team you’ll be joining, and how your role will help our company grow.

Chat with your recruiter and hiring manager

First up, you’ll chat with one of our recruiters so we can get a better feel for who you are outside of just your resume. Next thing, you’ll have a quick Zoom chat with the hiring manager to learn more about the ins and outs of the role and their team. (Some roles will skip this step).

Virtual "on-site" interview

The majority of our interviews are taking place entirely over Zoom these days. You’ll chat with multiple team members across the organization. Expect to spend about two to three hours on Zoom with our team. Please note: our TA team will let you know if an onsite interview might be required for your role.

How to prepare

We recommend having your resume on hand and be prepared to discuss what makes you great for the role and what sets you apart! If your role requires a presentation, we’ll let you know ahead of time.

How to prepare for tech jobs

Before your virtual “on site” interview, we’ll provide you with a programming assessment so we can better understand your skills. Expect to spend about three hours on Zoom with some of our team.

What's going on with work from home and return to the office?

More and more, people are talking about going back to the workplace and the new normal. At Simply Business, we’re thinking of it as a Better Normal. That means offering our SBers more choice and greater flexibility to work in a way that’s best for their particular job, their teams, and their lives.

We’re shifting to a hybrid working model, so we’ll have employees working virtually and in the office at any given time.

We’re also aware there are times when working together in person is the best way to get things done. We expect our SBers to connect in their hubs (that’s what we call our offices) most likely four times a month. That said, there’s no one-size-fits-all solution, so we expect all SBers and their teams will find the operating rhythm that works best for them.

If you’re wondering what it might be like for you at Simply Business, our Talent Acquisition team is happy to answer any questions. In fact for them, it’s perfectly normal.

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. Plus there’s all the serious (but important) stuff we call "core benefits."

The core stuff

• A salary that reflects your experience, our pay policy and the market we’re in from your first day
• 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
• 25 days of vacation time plus 10 paid sick days and 10 company holidays
• Participation in 401(k) plan with a 3% employer match
• Commuter benefits to help cut down on parking and public transportation
• Flexible working from home options
• Annual company trip, regular outings, and volunteer opportunities
• An awesome WeWork office with cold brew coffee, beer on tap, local pop-up events, and more 

There’s fun stuff too!

There’s so much more to Simply Business than insurance. We also commit to flexible working options, smart working (our offices are outfitted 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.

It’s a big claim but we believe the Simply Business culture is truly unique. You sort of have to come and spend time with us to appreciate it. So get that application in and we’ll take it from there.

Meet the team!

We don’t mean to brag, but the folks at the Simply Business office in Boston are a pretty cool bunch. We’re a rapidly growing team that has the kind of talent, drive, and passion that leads to big results.

Oh, and we’re all obsessed with one thing - keeping our customers’ businesses protected.

Right now we’re at the start of an incredible journey. If you’re smart, passionate about delivering brilliant customer experiences, and enjoy solving complex problems, then you’ll fit right in here with us.

Our UK counterparts have racked up award after award - and now that this award-winning culture has come to Boston, we can’t help but want to brag about this big wins!

Sunday Times Best Companies to Work For 2016

After scooping the top prize in 2015, we were named #1 Best Company to Work For again in the 2016 table. Retaining our crown is a real testament to our values - learning, empowerment, authenticity, pioneering, and simplicity - the things that make us, us. For more on our win, check out our press release or the Best Companies table in full. Our CEO, Jason Stockwood, also picked up a prize, winning the award for Best Leader, and capping off a brilliant night for the business.

Sunday Times Best Companies to Work For 2015

Following our debut in the 2014 list, we were named #1 Best Company to Work For in the 2015 table (climbing from the small to mid-size category). We know this is a cracking place to work, but were over the moon to earn the very top spot! For all the details, take a look at our press release or the official stats from the Sunday Times.

Best Companies to Work for 2014

At Simply Business we’re committed to creating an excellent place to work, and in early 2014 we saw more acclaim for our efforts from Best Companies to Work for. We reached 21st position (our best yet) and received three star accreditation, placing us comfortably amongst the best of Britain’s employers.

Best Companies to Work for 2012

Simply Business was awarded one-star accreditation - a ‘first class’ rating - from workplace engagement specialists Best Companies. This is a Michelin star-style accreditation, based on employee feedback.