VP Engineering, CTO Track | Healthcare SaaS | Remote US

Overview

The Brydon Group is acquiring a healthcare SaaS company with a mission to rebuild its tech stack for the next decade. As the first full-time technology executive, you will lead the modernization of a critical EHR and billing platform serving pediatric therapy practices.

Responsibilities

• Lead the ground-up modernization of a mission-critical EHR and billing platform serving pediatric therapy practices.
• Own the multi-year technology vision while remaining hands-on—perfect for a director-level (or rising senior manager) leader ready for the top seat.
• Work directly with a product-led CEO and a seasoned senior designer; inherit two eager engineers who know the codebase cold and are hungry for mentorship.
• Shape engineering culture, hiring roadmap, and best practices from Day 1 in a high-trust, low-bureaucracy environment. No token-tracking, no bureaucracy—unlimited AI tooling, go build.
• Build HIPAA-compliant AI features (ambient documentation, treatment-plan recommendations, smart scheduling) that clinicians will love—and competitors will chase.
• 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 platform to modern .NET 8/9+ and retire end-of-life dependencies without disrupting active clinical workflows.
• Replace embedded legacy UI with a WCAG 2.1 AA-compliant modern front-end (React, Vue, or Angular)—and write some of that code yourself.
• Launch companion mobile apps (leading the work, not necessarily building it) that improve clinician usability and patient workflow efficiency.
• Decompose services over time and move toward multi-tenant architecture as scale demands.
• Own HIPAA Security Rule posture and drive SOC 2 Type II readiness, executing a security roadmap with third-party audit support.
• Bring security intuition to product and design decisions—MFA, encryption, secure-by-default patterns.
• Ship clinician-facing AI features by integrating best-in-class models and vendors—applied AI, not custom model development.
• Champion AI-assisted development across the engineering organization while meeting privacy, safety, and compliance standards.
• Lay the foundation for a data and analytics platform as the business scales.
• Mentor and grow the existing engineers into a high-performing team; recruit as the roadmap demands.
• Be a full-time, present leader for a team that's ready for one.
• Represent technology with customers, partners, auditors, and the Board.

Requirements

• 8+ years of software engineering experience, including 4+ years leading teams as Director, Sr. Manager, or equivalent.
• Hands-on expertise in the Microsoft .NET ecosystem—you can be productive with this team in the short term.
• Comfortable personally writing modern front-end code (React, Vue, or Angular), with an appreciation for consumer-grade UX.
• A real tech-debt story: you've taken something janky, figured out what to keep and what to upgrade, built it into a roadmap, and delivered it at a pace the business could absorb.
• Experience in healthcare IT, digital health, or EHR/EMR software; familiarity with HIPAA-regulated environments.
• Experience shipping applied-AI product features (LLM/vendor integration) and using AI tools in daily development.
• Player/coach leadership style: expect roughly 50% hands-on coding in year one, shifting toward leadership as the team grows.
• Business fluency: budgets, metrics, and communicating decisions to executives and the Board.
• Pediatric therapy, EHR/EMR, or revenue-cycle/billing software experience.
• Full legacy-modernization or re-platforming leadership.
• Cloud/DevOps depth (Azure preferred)—an MSP handles infrastructure today, so this is not a Day 1 burden.
• SOC 2 Type II audit ownership, ambient clinical NLP, or PE-backed scale-up experience.

Benefits

• Remote within the United States. The anchor acquisition is in the southeastern US.
• Expect significant travel to the Southeast US hub during the first 6–12 months, ~20% travel thereafter.

Pay

$225–275K OTE; Potential for Equity.