Simply Business-posted 3 months ago
Full-time
Boston, MA

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 2025 Best 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.

  • Serving as an intermediary escalation point between our 2nd and 3rd line teams
  • Providing guidance and mentoring to the 1st and 2nd line teams
  • Assisting the Support Lead in supervising the team
  • Building self service solutions to help drive empowerment across the business
  • Working with the security team to make sure user technology is in line with the company's security standards and best practices
  • Owning problem records and collaborating with other teams to resolve problems as they arise
  • Taking budgetary responsibility for a small number of services
  • Working with key business stakeholders to understand requirements and implement processes or technical solutions
  • Experienced in the administration of Google Workspace
  • Experienced in network administration
  • Experienced in the administration and maintenance of Microsoft Intune
  • Experienced deploying, supporting, and managing Apple MacBooks using Jamf MDM
  • Experienced deploying, supporting, and managing laptops running Windows 10
  • Experienced using service management and project management tools (such as Fresh Service and Jira)
  • Passionate about attention to detail and doing things the right way
  • Experienced in medium to large scale projects
  • Experienced in supporting and setting up Meeting Room AV equipment
  • Experienced in managing vendor relationships
  • Hands-on experience with Jumpcloud/OneLogin and Okta identity management (LAAS - LDAP as a service) is desirable
  • Experience scripting with Bash, Python, and PowerShell is desirable
  • Experience developing automations is desirable
  • Experience in Agile iterative and incremental work practices for project delivery
  • 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.
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