What are the responsibilities and job description for the Head of Engineering position at Shift?
About Shift:
// Shift is building AI-native infrastructure for healthcare workforce operations. //
We began with PRN pharmacy staffing (ShiftRx) and are now launching ShiftOS, a unified operating system for managing the full lifecycle management of the healthcare workforce. By embedding at the shift level, ShiftOS powers a live dataset and automation layer that handles scheduling, compliance, and soon credentialing, and payroll; working towards an entirely intelligence workforce management system. At its core is Holly, an AI agent that learns each organization’s unique workflows to automate scheduling, license tracking, and more—reducing reliance on complex legacy vendors and time spent on manual admin tasks. Healthcare employers are adopting ShiftOS to transform scheduling and workforce management of their workforce, starting with pharmacy teams.
Healthcare is the largest industry in the U.S. and also the most broken. We’re rebuilding its infrastructure for the AI age — and we’re moving fast. We’ve raised $6.5M led by Work-Bench, Topology and participation from Opal Ventures more. We have top advisors from the AI, data, healthcare spaces, 2x exited founders, the former CTO of Marqueta Nursa, COO Mt. Sinai, Kroger Board Members more. We've recently relocated to SF from ATX, and have >20 enterprise customers in the pipeline with multiple pilots for ShiftOS. Our ShiftRx PRN marketplace is still running currently w/ 1000 pharmacies and 10K clinicians across the US.
This Role
We’re hiring our Head of Engineering. We're looking for: a player-coach who can ship code, set technical direction, and build the team that will scale ShiftOS into the default healthcare workforce OS.
What You'll Do
- Define and own the technical roadmap and architecture of ShiftOS.
- Balance startup speed (enterprise pilots this quarter) with reliability, compliance, and long-term scalability.
- Code ~30–50% of the time across the stack (TypeScript, Python, AWS).
- Recruit, hire, and mentor engineers; build a culture of technical excellence and velocity.
- Partner with product and design to turn complex healthcare workflows into simple, elegant solutions.
- Represent engineering with customers, investors, and enterprise stakeholders.
- Maintain high standards of security, compliance, and code quality (SOC-2, HIPAA).
Who You Are
- Experienced engineering leader who has scaled teams from early stage (3–15 ) in B2B SaaS.
- Deep experience building and operating distributed systems on AWS.
- Fluency in TypeScript, Python, React/Next.js, Terraform, Postgres.
- Strong technical communicator — comfortable interfacing with executives at Fortune 500 healthcare systems.
- Comfortable in startup ambiguity: can prioritize ruthlessly and lead under uncertainty.
- Bonus: healthcare tech, compliance/security experience, or exposure to optimization/AI systems.
Comp
- Base salary: $150K–$200K
- Equity: 1–3% ownership
- Full benefits relocation support if needed
This is a rare opportunity to build the technical foundation of a generational company. If you're interested, please apply or send an email to ashley at shiftrx dot io with the subject: head of eng at shift.
Salary : $150,000 - $200,000