Two Chairs

Director, Engineering, Data

Two Chairs

full-time

Posted on:

Location Type: Remote

Location: United States

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Salary

💰 $233,900 - $275,200 per year

Job Level

Lead

About the role

  • Coach and develop your direct reports: engineering managers and data leads
  • Hold a high bar for performance while leading with empathy; advocate for team health and capacity
  • Retain strong talent and foster a culture of psychological safety, inclusion, and continuous growth
  • Serve as a clear, trusted voice for Engineering and Data across the organization
  • Translate technical complexity for non-technical partners and make space for technical investments on the roadmap
  • Create clarity around priorities, decisions, and ownership so teams can execute with autonomy and accountability
  • Iterate on execution rhythms that fit our company stage: sprint rituals, tech support workflows, cross-squad coordination, and collaboration interfaces with partner teams (Ops, Clinical, Finance, People)
  • Own how technical tradeoffs get made and how initiatives get tracked to completion
  • Partner closely with product and design leaders to shape our roadmap and deliver high-quality software to hundreds of therapists and tens of thousands of clients who benefit from their care
  • Continue to foster the close-knit collaboration model that enables us to do our best work: where engineers, data teammates, product managers, and designers move together to solve each problem we're up against
  • Work with our executive and leadership teams to develop a credible multi-year technical vision grounded in our product and business priorities and rooted in the perspectives and expertise of the team
  • Synthesize perspectives from across the team into a shared direction without overriding the people closest to the work
  • Help translate our AI strategy into incremental practical investments in the product while driving engineering and data team adoption of AI coding and analysis tools.

Requirements

  • A track record of leading technical teams and managing managers, with genuine care for the people they lead
  • Strong business orientation and a desire to build technology that moves the most important priorities at the company
  • Experience managing both engineering teams and data teams. Primary leadership experience with just data or eng is acceptable as long as it comes with familiarity and respect for the craft of the other
  • Experience at a company where urgency was real: a startup, high-growth company, or operationally complex environment where discipline and focus were required
  • A communication style that builds trust across technical and non-technical audiences
  • Experience maturing scrappy teams incrementally, not by importing big-company playbooks
  • Strong follow-through and a bias toward finishing things
  • Experience in AI-powered tooling and how it applies to engineering and data workflows
  • Curiosity about healthcare or other mission-driven environments; behavioral health domain or experience in services companies is a plus
Benefits
  • Equity in a high-growth start-up
  • Paid time off, including nine paid holidays and a Winter Office Closure from Christmas Day (Observed) through New Year's Day
  • Comprehensive medical, dental, and vision coverage
  • 401(k) Retirement savings options
  • One-time $200 Work from Home reimbursement
  • Annual $1,000 Productivity & Wellness Stipend
  • Annual $500 subsidized company contribution to your healthcare FSA or HSA
  • Paid parental leave
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
AI codingAI analysis toolstechnical tradeoffssoftware deliveryengineering managementdata managementsprint ritualscross-squad coordinationexecution rhythmsincremental team development
Soft Skills
leadershipempathycommunicationtrust buildingteam health advocacypsychological safetyautonomyaccountabilitycuriosityfollow-through