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: this is a pre-close acquisition, so the company name is confidential at this stage. 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 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. 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. Apply now and get a response within 24 hours