Head of Technology & Product

Role Description

Every day, people in crisis call 911. Many of them don't need an emergency room — they need the right care, in the right setting, at the right time. Instead, they're transported to ERs, costs compound, and outcomes suffer.

We're seeking a Head of Technology & Product to own our technology, technical product, AI platform, and IT operations strategy - a true zero-to-one opportunity to architect something from the ground up in a space where the right platform could meaningfully change how care is delivered at scale across the country.

This is not a role for someone who wants a finished playbook to execute. You'll set the vision, build the team, and stay close to the build - all at once. As a key member of Crosswalk's Leadership Team, you'll partner closely with clinical, operations, finance, growth, compliance, and executive leadership to translate complex, real-world problems into scalable technology solutions.

If you want to do the most meaningful work of your career, in a space where nobody's built the right platform yet, keep reading.

What You'll Do

• 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.

Qualifications

• Leadership Track Record: 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.
• Proven Scaling Experience: A track record of scaling a technology organization from early to growth stage — operating hands-on while building for the long term.
• Healthcare Compliance Depth: 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.
• Value-Based Care Fluency: Familiarity with value-based care and payer technology frameworks, including how payers evaluate risk stratification, data exchange, and technology partnerships.
• Shipped AI in Production: 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.
• Architecture Instincts: 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.
• Vendor & Partner Management: Experience evaluating, negotiating, and integrating third-party vendor and technology partner relationships.
• Executive Presence: 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.

Preferred Qualifications

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

Benefits

• Remote-first, with headquarters in Dallas, TX
• Mission-driven culture
• Competitive salary
• Comprehensive healthcare coverage
• Unlimited PTO
• Paid parental leave
• 401(k) with company match
• Regular team offsites and events