Head of Engineering

Location: Portland, OR preferred (hybrid)
Engagement: Full-time role, beginning with a short collaboration phase to ensure strong mutual fit
Compensation: Competitive salary, early-stage equity, and flexible ramp-up options during the initial collaboration phase

Shotsy is the leading companion app for people taking weekly GLP-1 medications. We help hundreds of thousands of users stay on track, understand the science, and get the most out of their journey through thoughtful design and user-centered technology.

Available on both iOS and Android in more than 16 languages, Shotsy has over 600,000 downloads and has paying customers in over 100 countries. Our users love Shotsy because it's reliable, empathetic, and built specifically for their needs.

We're a small, high-ownership team shipping quickly and thoughtfully. Everyone builds, everyone ships, and everyone cares deeply about our users.

We're looking for a hands-on technical leader to join Shotsy as our future Head of Engineering. We'll begin with a short, part-time collaboration phase so we can both confirm it's the right long-term fit before you consider relocation or leaving other commitments.

Early on, you'll dive into the codebase, accelerate product velocity, and lead key compliance milestones (HIPAA and SOC-2 Type I). As we scale, you'll take ownership of a small team of mobile engineers (currently 3 iOS, 2 Android), help define our technical culture, and partner closely with the founder (former iOS engineer at The New York Times and TED) on product direction.

• Audit our architecture and development practices across iOS, Android, and Firebase.
• Ship new features on both platforms while maintaining reliability and speed.
• Take ownership of code reviews, release management, and technical decisions.
• Lead initial HIPAA and SOC-2 Type I compliance efforts.
• Contribute to our Partnerships platform (Firebase Functions + dashboard).
• Collaborate on the architecture for future opt-in account and community features.

• Lead by example: still hands-on in the code while managing 5–8 engineers.
• Define lightweight technical processes that support both speed and quality.
• Oversee hiring, mentoring, and performance across the engineering team.
• Own the long-term technical strategy as we scale our product and platform.

• Are a calm, decisive, flexible builder who moves fast and unblocks others.
• Have led small, high-impact engineering teams in early-stage startups.
• Are fluent with Swift/Swift
  
  UI and Firebase, and can quickly get familiar with Kotlin/Jetpack, SQLite Data, and Cloud Kit. Our iOS app is primarily local-data, offline-first, not a thin client to a web backend.
• Care as much about thoughtful UX and delightful new features as you do about reliability and performance.
• Thrives in tight collaboration with product and enjoy healthy debate around implementation details and tradeoffs.
• Feel at home with a high degree of autonomy.

• Flexible hours, async-friendly culture.
• Portland-based preferred, with a hybrid schedule.
• We value action, ownership, and tangible outcomes.
• Everyone contributes directly to what users see and feel.
• Users love us. Their feedback is real, personal, and drives everything we build.
• Startup pace with a healthy respect for boundaries.