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Sr. Infrastructure Engineer

Boston, MAIT Service & OperationsPermanentBizOps Infrastructure

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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.

Our BizOps team is responsible for managing a global multi-site IT infrastructure consisting of Windows and MacOS deployments, and AWS Cloud, a VMWare Software Defined Networking WAN, Mist WiFi, Meraki LAN and our remote working OpenVPN Cloud.

We are looking for Senior Infrastructure Engineer to join the BizOps team in our Boston, MA office.

As an Sr. Infrastructure Engineer you will:

  • Be adept at writing and using scripts in production environments with a professional understanding of a scripting language such as powershell, bash, Go, python or ruby. 
  • Have working knowledge of terraform or ansible and using automation tools to manage Infrastructure as Code
  • Have used APIs to pull information or update configuration
  • Have expert knowledge of troubleshooting and root cause analysis across end user devices, networks, servers and software
  • Look after the day to day operations and maintenance of our network infrastructure, including the SD-WAN, LAN and OpenVPN Cloud
  • Know how to manage medium to large projects from start to finishHave a passion for learning and deploying new technologies and enjoy getting hands-on with strategic planning and objectives
  • Understand cloud technology and architecture, with experience building servers in a modern cloud environment such as AWS
  • Thrive working in a high performing team, being a collaborative team player who is able to deliver effectively
  • Be a natural and fast learner who loves the challenge of getting hands on new technology 
  • Be organized and able to work autonomously with meticulous attention to detail when it comes to testing and deploying in production environments
  • Be a clear communicator who takes pride in process documentation and handovers

Responsibilities include:

  • Monitoring our on premise and cloud networks, and deploying infrastructure changes manually and via IaC to our production environments
  • Support our AWS cloud deployments with Windows and Linux system administration
  • Working collaboratively with the team to ensure projects, tickets and problem records are completed within effective timelines.
  • Reviewing github pull requests and monitoring infrastructure slack channels
  • Updating our suite of applications packages and device policies across our end user deployments
  • Monitoring and managing our SaaS LAN/WAN, WiFi and OpenVPN Cloud networks
  • Configuring SAML and onboarding new applications into our single sign on and deployment platforms
  • Administration of Google suite, Zoom, and other SaaS platforms
  • Working on projects related to the improvement of infrastructure services 
  • Highlighting areas for automation and continuous improvement and pushing their prioritization (eg areas requiring refactoring or improvements) 
  • Collaborating with the BizOps Support team as an escalation point for tickets, and mentoring junior team members in being someone to look up to
  • Keeping up to date with advancements and best practices in IT Infrastructure
  • Covering on-call and out of hours systems support occasionally

What we’re looking for:

  • A fast learner with experience in a modern IT Infrastructure environment who can hit the ground running and provide technical administration, support and project delivery expertize in our fast moving environment
  • A natural problem solver, someone who can design and implement solutions to ensure the smooth operation of end user deployment systems and servers 
  • Someone savvy with Windows, mac and linux
  • Someone who is proficient in reading and writing scripts with a desire to excel at a coding language such as powershell or Go. 
  • Must be familiar with version control for scripts, such as Github
  • Onprem and cloud network management experience
  • Demonstrated project management and delivery experience
  • Experience managing end user deployments with Intune\Autopilot and Azure AD
  • Experience managing macOS in large deployments with JAMF
  • Knowledge implementing or supporting at least some of these cloud and SaaS technology stacks: Google Workspace/Apps, Zoom, JumpCloud, Okta, AWS, Intune, Automox or other large-scale SaaS based products
  • Experience testing, deploying and updating/patching software to end user device fleets across windows and/or macs
What are the benefits?

Here are some of the great benefits and perks that come from being a Simply Business employee:
• 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 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
• Annual company trip, regular outings, and volunteer opportunities 
• An awesome WeWork office with cold brew coffee and other beverages on tap, local pop-up events, and more 

Simply Business is an equal opportunity employer. We're committed to welcoming and helping to grow employees 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!

Want more info on working at Simply Business? Check out our careers page: 

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 4 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 is happy to answer any questions. In fact for them, it’s perfectly normal.

Most of our interviews will still take place over Zoom (however, depending on the role, 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 – 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]. Similarly, 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.
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*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 2023 Simply Business. All Rights Reserved. Simply Business, LLC 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 California, we operate under the name Simply Business Insurance Agency, LLC, License #0M20593. In Colorado, we operate under the name Simply Business, LLC DBA Simply Business Insurance Agency. In New York, we operate under the name Simply Business Insurance Agency. In Pennsylvania, we operate under the name Simply Business Insurance Agency, LLC. In Texas, we operate under the name, U.S. Simply Business, LLC. For more information, please refer to our Privacy Policy and Terms & Conditions.