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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. Apply now and get a response within 24 hours