Current Vacancies

Service Supervisor

Boston, MA • Customer Solutions Center – CSC • Permanent • CSC Service
Simply Business is more than our name. It’s how we approach insurance: Make it clear. Make it simple. Make it affordable. By combining exceptional talent, technology, data, and knowledge, Simply Business is the go-to online insurance brokerage that protects small businesses and the entrepreneurs who work hard to build them. 
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.
At the core of Simply Business is our Customer Solutions Center (CSC) which houses our Licensed Insurance Agents who interact with current and prospective customers by guiding them through purchasing the right coverage of small business insurance. As we continue to grow in size, we are seeking passionate, enthusiastic, and innovative individuals to join the CSC as a hands-on supervisor for a small team of Licensed Service Agents.
Our CSC Supervisors should be extraordinary leaders who will work collaboratively with their team while inspiring and empowering each individual to achieve their best. We are seeking highly-engaged leaders who take initiatives, are accountable, and can provide coaching and mentorship to their team.

As a Service Supervisor you will:

  • Lead the day-to-day performance of a team of Service staff
  • Motivate and coach your team to meet and exceed expected performance levels
  • Monitor and evaluate individual and team performance; assist in the development of individual and team performance measures
  • Understand individual development needs and support said needs through effective coaching and guidance
  • Partner with the quality and service support team to ensure compliance requirements are met
  • Collaborate with other members of the CSC and stakeholders to implement initiatives to increase team performance, quality, efficiency and engagement
  • Ensure company processes and procedures are adhered to by team and individuals

What we are looking for:

  • 2+ years’ experience leading teams in a call center/service environment
  • Must have experience with ticketing systems such as Zendesk
  • Must have Customer Service experience from a prior role
  • 1+ years’ experience in the insurance industry with an active Property & Casualty license
  •  Self-motivated work ethic
  • Proven experience of leading a team to high standards of performance
  • Able to engage and collaborate with cross departmental stakeholders
  • Ability to problem solve and develop creative solutions utilizing strong analytical proficiencies 
  • People leadership experience with identifying and developing talent 
  • Strong prioritization skills, time management, influencing leadership, and handling projects
  • Experience with ticketing systems/managing email Service Level Agreements
  • Experience with efficiency/performance management
  • Experience with Google Suite, Looker,  and Adobe
  •  Proven past change management experience with projects varying in size and impact 
What are the benefits?
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 in a committee with employees from different levels, teams, 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; however, further through the process there may be the opportunity/expectation to meet members of the team 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: https://www.simplybusiness.com/careers/ 

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