Head of Tech & Product

Crosswalk Health•Dallas, TX

10d•Remote

About The Position

Crosswalk Health is seeking a Head of Technology & Product to own the company's technology, technical product, AI platform, and IT operations strategy. This is a zero-to-one opportunity to architect a platform from the ground up in a critical area of healthcare delivery. The role involves setting the vision, building the team, and staying hands-on with the development process. As a key member of the Leadership Team, the individual will collaborate with clinical, operations, finance, growth, compliance, and executive leadership to transform real-world problems into scalable technology solutions. The position is ideal for someone looking to make a significant impact in a space where the right platform is yet to be built.

Requirements

10+ years of experience spanning engineering, product, and AI, with demonstrated zero-to-one startup experience and the ability to lead across both technical and product functions.
A track record of scaling a technology organization from early to growth stage — operating hands-on while building for the long term.
Deep familiarity with healthcare data, compliance requirements, and the regulatory landscape, including HIPAA, industry-standard security frameworks (SOC 2, HITRUST), and state-level data privacy obligations.
Familiarity with value-based care and payer technology frameworks, including how payers evaluate risk stratification, data exchange, and technology partnerships.
Demonstrated experience building and shipping production-grade AI features — agents, AI-native platforms, or similar — with a track record of prototyping and staying at the forefront of innovation.
Strong technical architecture instincts across data platforms, cloud infrastructure, and system integrations, with sound judgment on build vs. buy tradeoffs in a fast-moving environment.
Experience evaluating, negotiating, and integrating third-party vendor and technology partner relationships.
Proven ability to lead and inspire cross-functional teams, with the credibility to motivate strong operators internally and represent Crosswalk's technology direction to boards, investors, and partners.

Nice To Haves

Background in public safety, EMS, or pre-hospital care.

Responsibilities

Own the Technical & Product Vision: Set long-term strategy across engineering, AI platforms, and IT operations, in alignment with company goals.
Lead & Develop Teams: Build and grow teams spanning engineering, AI/data platform, product, and IT operations — building organizational capability while staying close to the work.
Translate Clinical Needs into Product: Partner with clinical, operations, and analytics stakeholders to turn complex real-world problems into well-scoped technical products.
Own Data Architecture & AI Platform Strategy: Own Crosswalk's data architecture and lakehouse strategy, ensuring clinical, operational, and AI data assets are modeled, governed, and scalable to support analytics, interoperability, and secure data use across the enterprise.
Build, Not Just Direct: Prototype and build alongside the team, driving AI-enabled product development hands-on, with a genuine pulse on where the technology is heading.
Own IT Operations & Security: Ensure reliability, security, and performance — including cybersecurity posture, relevant compliance frameworks, and data privacy — across the organization's technology infrastructure.
Manage Vendor & Technology Partnerships: Evaluate and manage relationships with third-party vendors and technology partners, making sound build-vs-buy decisions as Crosswalk's technology ecosystem scales.
Define the AI-Native Product Lifecycle: Set the product development lifecycle for an AI-native environment — roadmap prioritization, delivery cadence, and cross-functional coordination.
Represent Crosswalk Externally: Serve as a credible, compelling voice for Crosswalk's technology and product strategy with the board, investors, and key partners.