The Sentry Story

Our Co-Founders David Cramer and Chris Jennings realized that developers are at the core of virtually every organization, building and managing the software that makes modern businesses tick. With the developers' workflow in mind, they started an open-source side project that has now turned into a well-loved product used by 1M+ developers.

It is our mission to empower software development teams to build better products, faster. Our application monitoring platform helps millions of developers discover, triage, and resolve software issues, so they can spend less time debugging and more time doing what they love... building software.

About the Team  

Sentry is a company with a healthy appreciation for design, art, and whimsical mischief. In a sea of rote calls-to-action and email-gated webinars, the Sentry Creative team strives to perfect the visual equivalent of puns and hit those Q4 KPIs and OKRs, to get those MQLs so they can’t tell us that FUN doesn’t sell.
The Creative Team is looking for a Senior Illustrator to join our small, scrappy, and salty art team while we illustrate scatter plots with infectious diseases, animate toasters possessed by eldritch software malfeasance, and use a culinary 3d printer to print ketchup on a hotdog in the shape of our logo. If you’ve ever made scrunched up faces into a mirror in front of an open refrigerator to ensure you get that last bit of realism, you’ll fit right in.

As our trusted Senior Illustrator, you will:

  • Adopt, extend, and collaboratively improve our illustration style with the existing art team.
  • Illustrate complicated technical topics on our blog and marketing site in understandable, amusing, and often inscrutably obtuse editorial style.
  • Help us develop our illustrated world of characters without letting any of them become formal mascots.

You’ll love this job if:

  • You enjoy creative freedom and the respect of your company along with it.
  • You enjoy working in the tech industry with other artists that come from outside of the tech industry.
  • You’re flexible with both ambiguous concepts with open timelines and exacting details with tight turnarounds.

Examples of projects our team has worked on:

You'll be successful in this role if you have:

  • 5-10 years character illustration and animation experience.
  • Must have a portfolio, demo reel, or applicable website demonstrating work. 
Bonus Qualifications:
  • Design experience.
  • Animation experience.
  • Experience outside of tech, strongly preferred.


To Learn More About Sentry


  • Competitive salary and meaningful equity
  • 100% medical, dental, and vision coverage for employees, 75% company-paid for dependents
  • Monthly commuter subsidy
  • 401k program
  • Learning & Development stipend
  • Charitable matching program
  • Generous parental leave policy
  • Flexible working schedule and vacation policy, work from home policy, and real work/life balance
  • Friday catered lunches
  • Company events (Hack Weeks, All Hands, quarterly social events) and friends and family events
  • Relocation assistance

Sentry values diversity and inclusivity in our company and is an equal opportunity employer. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

Apply for this role