System Engineer -

System Engineer

Fastmail |  Center City | Dev / Eng

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Job Description
Perks + Benefits
Company Culture Coverage


We’re looking for an experienced System Engineer to join the Fastmail team in our Philadelphia office. We provide email services that are fast, rock solid, and built on ever-evolving Internet standards. That’s where you come in!

What you’ll be doing

Together with the rest of our team, you’ll work on our email services Fastmail, Pobox, and Topicbox.

Fastmail doesn’t just provide great email services. We are the driving force behind the Cyrus open source mail server platform, as well as JMAP, a standard for email, contacts, calendars, and more. We’re looking for a system engineer to keep service reliable and responsive.

You’ll spend your time hands-on maintaining, improving, and building out the infrastructure that runs our services. Your job will be to:

  • make continuous improvement to system reliability, maintainability, and observability
  • configure and deploy both commodity and in-house software
  • manage network and hardware configuration and system update and upgrades
  • respond to interrupted service

We value generalists, and you’ll work across many parts of the stack, with easy access to and frequent collaboration with experts in other parts of the system.

We also value teamwork, so you’ll work closely with the development, product, and comms teams — who are also there to support you.

Who will do well at this job

You’ve already spent years managing networks of Linux machines before, handling deployment of custom and off the shelf services, and creating an operational environment that you — and others — could maintain and build on.

We believe that an experienced system engineer can get up to speed with just about everything and learn as they go. For the record, though, our systems are mostly Debian. You’ll definitely end up working in Bash and Perl. (If you’re curious: we use Apache, Consul, Cyrus, MySQL, Nginx, Postfix, Prometheus, Grafana, and of course many other things.)

You know you can do more with a team, and you love working with people who can help you get the job done. You’re happy to spend the time required to get up to speed and collaborate together, because you’ll both see the benefits of doing so.

You are happiest when nothing is going wrong. When something goes wrong, that’s okay. You roll up your sleeves, deal with the problem, and think about how to prevent it from happening again. When nothing is going wrong, you spend your time making sure things stay that way or, just as often, making the things that are going right go even righter. You like this because it makes life better for your coworkers, not just because of its technical perfection.

Working at Fastmail

This is a full-time in-person role. Like everyone on our team, you’ll get great benefits.

  • 100% covered medical and dental benefits for you from day one
  • generous contributions for partners and dependent coverage (also available from day one)
  • four weeks of paid time off
  • paid sick leave, holidays, and parental leave
  • paid sabbatical for long-term staff
  • annual professional development budget to fund your own growth
  • supportive work environment
  • team events to share your passions (from tech tools and user testing to crafts, movies, and games)

This job is based in Philadelphia, Pennsylvania. We have a strong in-person culture and are looking for someone who will be on-site and part of that culture.

We also have an office in Melbourne, Australia, and we’re in close communication with them. This means that you’ll need to be available for an hour or two of evening calls each week. We are partners, parents and caregivers ourselves, and we understand time-zone flexibility goes in both directions. Talk to us if you’re unsure. (Also, once it’s safe to travel again, you’ll have the opportunity to travel to Melbourne, an artsy and charming Australian city!)

You can read about our values, and our blog contains interviews with some of the people who will become your colleagues at Fastmail.

We encourage employees to write and speak about the great work we do, and to stay engaged with their professional peers. Many staff members choose to attend conferences for learning and networking, and several staff members are regular conference speakers.

We welcome all applicants regardless of race, color, religion, age, pregnancy, gender identity or expression, disability, or sexual orientation. We can help you relocate to Philadelphia if needed. The thing we can’t help with is a visa or sponsorship. You must already have the right to work in the United States.

Sounds great, what’s next?

Email us at to introduce yourself and tell us why you would be a good fit for the job. Send us a resume (as a PDF, please). More importantly, though, have something else to say! Let us know what you’re interested in, what makes the job interesting, and anything else you want to tell us up front.

Job Type: Full-time


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Health & Wellness
  • Dental Insurance
  • FSA
  • Health Insurance
  • Travel
Parental Benefits
  • Family Medical Leave
  • Flexible Work Schedule
  • Parental Leave
Perks & Discounts
  • Casual Dress
  • Snacks Provided
Professional Development
  • Training & Development Budget
Retirement & Stock Options Benefits
  • 401k with company contribution
Vacation & Time Off Benefits
  • Commitment to Work/Life Harmony
  • Paid Holidays
  • Paid Sick Days
  • PTO

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