Vice President of Engineering and AI

Compensation : competitive (Base, Bonus and Equity in fast growth startup)

Location : Remote (USA)

Reports To : CEO

Job Type : Full-Time

We’re Hiring : VP of Engineering

Compensation : competitive (Base, Bonus and Equity in fast growth startup)

Location : Remote (USA)

Department : Product & Engineering

Reports To : CEO

Job Type : Full-Time

About Wellness Coach

Wellness Coach is a global AI powered wellness platform that inspires and engages workforces through personalized wellness offerings. We offer Challenges, Coaching, Rewards, Next Generation EAP, Weight Management and Disease management to support overall health.

Backed by Softbank NY, Zoom Ventures, and Accomplice, we are scaling rapidly and seeking ambitious, self-driven team members who are passionate about wellness and thrive in a dynamic, fast-paced environment.

Description

As VP of Engineering, you’ll lead the technical strategy and execution for our AI-powered wellness platform—owning architecture, delivery, reliability, and security—while building a high-performing, people-first engineering organization. You will report directly to the CEO and partner closely with Product and GTM leaders to align engineering outcomes with revenue and customer impact.

Key Responsibilities

What you’ll do :

• Own the engineering strategy & roadmap to scale, including platform foundations, reliability / SLA management, and quality at speed.
• Build and lead a high-performing org (hiring, org design, leveling, career ladders, and performance management) across frontend, mobile, backend, data / ML, QA, DevOps / SRE, and security.
• Ship enterprise-grade features : SSO (Okta / Azure AD), HRIS / benefits integrations, admin tooling, global rollouts, reporting / ROI dashboards, and AI-powered user experiences.
• Raise the bar on platform engineering : multi-tenant architecture, privacy-by-design, observability, cost efficiency, and strong incident response / on-call practices.
• Institutionalize security & compliance (SOC 2, HIPAA) in partnership with our compliance vendor and internal stakeholders; champion secure SDLC, access controls, and audit readiness.
• Lead the execution engine : planning cadences, portfolio management, delivery forecasting, risk management, and cross-functional collaboration with Product / Design / Go-to-Market.
• Create an experiment & measurement culture with analytics and A / B testing; partner with Product and Data to translate outcomes (engagement, activation, retention, ROI) into roadmap priorities.
• Represent Engineering at the exec table, with crisp communication to the CEO / Board and enterprise customers when needed.
• Guide CI / CD, IaC, and secure DevOps; implement monitoring / alerting (CloudWatch / Datadog).

What success looks like

Availability & quality : >

99.9% uptime on core flows; p95 performance targets defined and met; material reduction in Sev-1 / 2 incidents.

Velocity & predictability : Delivery hit rate >

85% on quarterly commitments; cycle time, change failure rate, and MTTR trending down.

Enterprise readiness : SSO & key HRIS / benefits integrations GA with robust admin controls; security posture audited and airtight.

Data-driven product : Measurable lift in weekly active users and program completion rates; experimentation flywheel running.

Org built for scale : Eng team successfully recruited / onboarded to the next stage (e.g., 30–60+), with strong EM / TPM / Staff IC layer.

Requirements

Why Join Us?

Remote-first culture, flexibility, and strong ownership mindset.

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