Job Openings

DevOps Engineer

In a Nutshell

We are looking for an experienced engineer who is passionate about the craft of system design.Come throw yourself in the middle of a startup with a get-stuff-done attitude.  We have an always-on system married with a continuous deployment workflow, and we are looking for pragmatic, roll-up-your-sleeves engineer to continually improve our system.  We're a Python shop, and a knowledge of the language is helpful, but not required. We also have a culture of code reviews and leveling people up. You will be an integral part of a solutions-oriented, positive, and close-knit team engineering team.


About Us

InsightSquared is a well-funded Boston start-up going after a $2.5B market opportunity for data intelligence for small & medium businesses. Several hundred companies have signed on to date as subscribers to our SAAS business reporting software. Our management team has previous experience building successful software products at companies like Salesforce, Akamai, HubSpot, Elance, BzzAgent, and  We are a 3 time winner of The Boston Business Journal's "Best Places to Work" award


About You

There are a wide range of personalities and skill sets that can succeed in this role. Helpful traits include a candidate that:

  • Is passionate about technology.
  • Takes ownership.
  • Is pragmatic.
  • Is a self-starter.
  • Brings positive energy to your team and environment.
  • Passionate about learning and growing, both individually and your team.


What You’ll Do

  • Responsible for the health, maintenance and growth of more than 150 physical servers
  • Key member of our 24/7 shared on-call rotation
  • Troubleshooting and debugging production issues
  • Own and refine our escalation procedures, monitoring, and alerting
  • Vendor management with key partners
  • Improve existing deployment and configuration management processes, increasing automation where possible


A strong candidate for this role has:

  • At least 3 years of experience working with a configuration management tool set (e.g. Puppet, Ansible, Chef, etc.).
  • Loves to Linux
  • Scripting proficiency, this role is 25% development 75% operational tasks
  • Networking experience preferred



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