VP Engineering, CTO Track | Healthcare SaaS | Remote US

UrrlyOrlando, FL
$200,000 - $250,000Remote

About The Position

Every day, pediatric physical, occupational, and speech therapists change children’s lives—but their legacy software makes the job harder than it should be. Join a profitable, PE-backed healthcare SaaS company at the inflection point: our client has passionate customers, strong cash flow, and a mandate to rebuild the tech stack for the next decade. As their first full-time VP of Engineering with a clear path to CTO, you’ll lead that transformation end-to-end—shipping modern .NET services, an accessible React front-end, HIPAA-grade cloud infrastructure, and AI-powered clinical features that free clinicians to focus on kids, not clicks.

Requirements

  • 8+ years of software engineering experience, including 4+ years leading teams as Director, Sr. Manager, or equivalent.
  • Hands-on mastery of the Microsoft .NET ecosystem and a successful track record modernizing legacy .NET systems.
  • Proven experience architecting and shipping large-scale JavaScript/TypeScript front-ends (React, Vue, or Angular).
  • Deep familiarity with HIPAA-regulated environments and healthcare data standards (HL7 FHIR, X12, etc.).
  • Cloud and DevOps depth with AWS, Azure, or GCP—IaC, containers, CI/CD, monitoring.
  • Demonstrated success delivering AI/ML capabilities in production SaaS products.
  • Player/coach leadership style: you still code, review PRs, and set architectural guardrails while empowering others.
  • Excellent collaboration skills across product, design, clinical, and commercial teams.

Nice To Haves

  • Experience with pediatric therapy, EHR/EMR, or revenue-cycle software.
  • Ownership of SOC 2 Type II audits, ambient clinical NLP, or PE-backed scale-ups.

Responsibilities

  • Define and socialize a phased modernization plan aligned to product, clinical, and business goals.
  • Advise the CEO and Board on architecture, AI adoption, and cloud investment decisions.
  • Upgrade the legacy .NET monolith to modern .NET 8/9+ and introduce cloud-native patterns without disrupting active clinical workflows.
  • Replace embedded Bootstrap pages with a WCAG 2.1 AA-compliant React, Vue, or Angular front-end.
  • Launch companion mobile apps that improve clinician usability and patient workflow efficiency.
  • Decompose services over time and move toward a multi-tenant architecture as scale demands.
  • Own HIPAA Security Rule posture, drive SOC 2 Type II readiness, and build a security-first engineering culture.
  • Stand up CI/CD, IaC, observability, and disaster-recovery pipelines across AWS, Azure, or GCP with support from an MSP.
  • Architect a data lake/warehouse that integrates clinical, billing, and operational data.
  • Enable self-serve BI, ML pipelines, and responsible use of AI across the product and engineering organization.
  • Deliver clinician-facing AI features and developer AI tooling while meeting privacy, safety, and compliance standards.
  • Mentor and grow the existing engineers into a high-performing team.
  • Recruit additional technical talent as needed to support the modernization roadmap.
  • Represent technology with enterprise customers, partners, auditors, and other external stakeholders.
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