Head of Product and Engineering

Supportiv; United States; Remote; USD 225,000 - 250,000; Full time

Benefits offered by this job

Equity

Health, Vision & Dental

401(k) match

Generous PTO

In-person team gatherings

Job summary

Supportiv seeks a Senior Director of Product and Engineering to steer the vision and delivery of a digital wellbeing platform connecting people with moderated peer support and resources. You will shape the roadmap, user experience, and measurement approach while leading an engineering org responsible for core platform, AI/ML systems, and security/compliance.

You will engage in enterprise discussions about capabilities with customers and partners.

Qualifications

• Experience leading software and product development from planning through delivery and iteration.
• Ability to evaluate AI/ML capabilities in production, including monitoring and retraining.
• Judgment balancing user value, customer needs, delivery effort, technical debt, security, scalability and speed.
• Data-driven approach to testing assumptions and measuring outcomes.

Responsibilities

• Set product direction and translate needs into a roadmap and delivery plan.
• Lead a team of eight or more engineers across platform, AI/ML, and security/compliance.
• Improve product experience through measurement, hypothesis testing and iteration.
• Coordinate with clinical, customer success, BI, design and engineering teams.

Skills

Staff leadership

Product strategy

Data-driven decisions

Stakeholder management

Hiring and mentoring

AI/ML evaluation

Job description

Role overview

Lead product strategy and engineering delivery for a digital wellbeing platform that connects people with moderated peer support and relevant resources. You will shape the roadmap, user experience, and measurement approach while managing an engineering organization responsible for the core platform, AI/ML systems, and security and compliance. The position also represents technical capabilities in customer, partner, and sales discussions.

Responsibilities

• Set product direction and convert user, customer, and partner needs into a prioritized roadmap and delivery plan.
• Lead a team of eight or more engineers across platform, AI/ML, and security/compliance work.
• Improve product experience through measurement, hypothesis testing, and iteration.
• Coordinate with clinical, customer success, business intelligence, design, and engineering colleagues.
• Explain technical capabilities and participate in technical, security, and compliance reviews with enterprise customers and health plans.
• Help recruit future engineering leaders and develop team management capacity as the organization grows.

Requirements

• Strong experience leading software and product development through planning, delivery, and ongoing iteration.
• Ability to evaluate AI/ML capabilities in production, including evaluation, monitoring, maintenance, and retraining.
• Sound judgment across user value, customer needs, delivery effort, technical debt, security, scalability, and speed.
• Data-driven approach to testing assumptions and measuring outcomes.
• Excellent communication and stakeholder skills across executives, clinicians, security teams, customers, and engineers.
• Demonstrated ability to manage, recruit, mentor, and coach engineering talent.

Nice to have

• Deep experience in digital health, behavioral health, mental health, or another healthcare technology setting.

Benefits and work setup

• Fully remote within US time zones, with a target base salary of $225,000–$250,000 per year.
• Equity, health, vision and dental coverage, and a vested 401(k) match for US-based full-time employees.
• Generous paid time off, company-wide breaks, and in-person team gatherings.