VP Engineering, CTO Track (Confidential) | Brydon Group Portfolio Company | Remote US

VP Engineering, CTO Track (Confidential) | Brydon Group Portfolio Company | Remote US

Every day, pediatric physical, occupational, and speech therapists change children's lives-but their legacy software makes the job harder than it should be. The Brydon Group, a private equity firm specializing in profitable, recurring-revenue software and services companies, is in the final weeks of acquiring a healthcare SaaS company with passionate customers, strong cash flow, and a mandate to rebuild the tech stack for the next decade. As the first full-time technology executive-hired as VP of Engineering with a clear path to CTO-you'll lead that transformation end-to-end: modern .NET services, an accessible modern front-end, HIPAA-grade cloud infrastructure, and AI-powered clinical features that free clinicians to focus on kids, not clicks.

A note on confidentiality: Qualified candidates sign an NDA early in the process and receive full detail on the company, financials, and thesis directly from the CEO and the Brydon deal team.

Opportunity

• Lead the ground-up modernization of a mission-critical EHR and billing platform serving pediatric therapy practices.
• Join at the start of an aggressive growth plan: the goal is to 10x the software business over five years through organic growth and acquisition, backed by committed PE capital.
• 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.

What You Will Own

Technology Strategy & Roadmap

• 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.

Modernization & New Product Delivery

• Upgrade the legacy .NET platform 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.

Security & Compliance

• 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.

Data & AI

• 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.

Team Leadership & External Representation

• 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.

What Makes You a Strong Fit

• 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.

Nice to Have

• 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.

Location & Travel

• 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.

Compensation: $225-275K OTE; Potential for Equity.

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