Creative Director

San Francisco, CA

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About Sentry

Bad software is everywhere, and we’re tired of it. Sentry is on a mission to help developers write better software faster, so we can get back to enjoying technology.

With more than $127 million in funding and 80,000 organizations that believe we’re on to something, we're building performance and error monitoring tools that help companies like Disney, Microsoft, and Atlassian spend less time fixing bugs and more time building products. If you like to selfishly build things that make your digital life better, come help us build the next generation of software monitoring tools.

Sentry is a company with a healthy appreciation for design, art, and whimsical mischief. An island the ocean of rote creative solutions that is tech marketing, 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. Our team reports to Design (so the creative people are managed by other creative people) and handles art, design, and development for all mediums that are not product design (those folks are our other peers within the Design team).

We're looking for a Creative Director to lead our small, scrappy, and salty Creative team. We've got a great brand in place and are looking for someone that can advocate for the team at the leadership level, ensure the team has a creative environment to thrive in, and help guide the team as they develop their ideas.

In this role you will:

  • Manage and lead a small, team (6-8 people) that grows slowly and intentionally, and covers the areas of illustration, copywriting, video, animation, web and print design, frontend web development, and swag production.
  • Represent and preserve the rules and standards of the Sentry brand. And make sure we keep using Oxford commas.
  • Work closely with Marketing as their creative partner during all points of their project cycle.
  • Facilitate Creative Fracas meetings — our form of brainstorming/ideation — to ensure they're productive and effective.
  • Be the person ultimately responsible for quality and success of the team’s work.

You'll love this job if you:

  • Think of yourself as a lead-from-behind sort of director — finding validation in your team’s success.
  • Are an empathetic manager that understands the specific nuances of managing creative people.
  • Optimize around your team’s ideas and abilities.
  • Feel familiar and comfortable in the developer tools space. Our brand is dumb jokes about code being bad.
  • Are a good balance of right and left brain, able to get weird with ideas, but hone them into deliverables that make sense.
  • Have a multi-disciplinary background and skillset.
  • Possess a strong skepticism of marketing cliches, trite copywriting, and bad social media.

You will work on the team that has:


  • 7+ years experience as a Creative Director, Head of Design, or similar creative leadership role. This job should be a quality of life upgrade for you, not a promotion.
  • A portfolio that clearly communicates your role in the work.
  • Experience in developer tools, code, or tech oriented companies.
  • Strong writing and communication skills.


  • 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
  • Catered lunches
  • Company events (Hack Weeks, All Hands, quarterly social events) and friends and family events
  • Relocation assistance - you are living in, or willing to relocate to the San Francisco Bay Area

COVID Vaccine Required - Reasonable Accommodations for Medical or Religious Reasons Considered

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.

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