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Find a job you'll love at Simply Business

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It’s okay to love where you work

At Simply Business, your talents are highlighted, your voice is always heard, and you’re empowered to work in a way that makes sense to you and the business. If you have great ideas that you’re passionate about and ready to execute, we’re excited to meet you.

Join Our Team

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Our values

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Learning

We’re always learning, developing and improving, and helping others do the same.

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Authenticity

We respect the unique skills and perspective that everyone has.

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Simplicity

If we can make it simpler, we do, and if we can’t then we explain it so everyone can understand.

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Empowerment

We’re trusted to get the right stuff done in the way that suits us best.

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Pioneering

We lead with purpose and make things happen.

Our culture

“Exciting” might not be the first word that comes to mind when you think insurance. But we’re a little different here. From our flexible working options to fun gatherings with the team, Simply Business is designed to celebrate, encourage, and support the people who make us who we are. It’s our ultimate goal to create the kind of workplace where you don’t dread getting up on Monday morning.

Right now we’re on 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 Better Normal

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 once every few weeks. 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.

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What are the benefits?

Working in our Boston Office or one of our remote locations, 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."


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The Core Stuff

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, 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 3% employer match
  • 25 days of vacation time plus 10 company holidays and 10 sick days
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The fun stuff

But there’s so much more to Simply Business than insurance. We also commit to flexible working options, remote working opportunities, access to great office space, and plenty available training to help you develop in your career.

Best of all, though, we have a greatly connected culture, even when we’re in a remote environment with groups, clubs, trivia nights, guest speakers, charity drives, and more. We trek to Costa Rica for charity, take you on a company trip away, throw epic parties, meet up for book groups, coaching and lots, lots more.

It’s a big claim but we believe the Simply Business culture is truly unique and something you have to experience for yourself! So get that application in and we’ll take it from there.

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.

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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).

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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.

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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.

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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.

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Address

Simply Business1 Beacon Street, 15th FloorBoston, MA02108

Legal

Terms & ConditionsPrivacy PolicyResponsible Disclosure Policy

*Harborway Insurance policies are underwritten by Spinnaker Insurance Company and reinsured by Munich Re, an A+ (Superior) rated insurance carrier by AM Best. Harborway Insurance is a brand name of Harborway Insurance Agency, LLC, a licensed insurance producer in all 50 states and the District of Columbia. California license #6004217.

© Copyright 2021 Simply Business. All Rights Reserved. Simply Business, Inc. is a licensed insurance producer in all U.S. States and the District of Columbia. Simply Business has its registered office at Simply Business, 1 Beacon Street, 15th Floor, Boston, MA, 02108. In the state of California, we operate under the name Simply Business Insurance Agency, Inc., License #0M20593. In the state of New York we operate under the name Simply Business Insurance Agency. In the state of Texas we operate under the name, U.S. Simply Business, Inc. For more information, please refer to our Privacy Policy and Terms & Conditions.