VP of Software Development and IT (Onsite)

Primary Responsibilities

• Leadership & Accountability
• Lead and mentor the Director of Engineering and Director of Product, holding teams accountable to company standards, sprint commitments, and delivery targets.
• Establish a high-velocity, AI-forward, quality-driven culture, provide coaching to leadership and team members, ensure adherence to development processes and release protocols, assess capacity and resource needs, lead key meetings, and drive departmental initiatives to completion.
• Ai Strategy & Innovation
• Own the AI adoption roadmap for the development organization, identifying, evaluating, and implementing tools that enhance development velocity, code quality, and product capabilities.
• Foster a culture of experimentation and continuous learning, evaluate emerging technologies for potential inclusion in product and platform strategy, and document AI workflows, standards, and governance practices.
• Cross-Functional Leadership & Strategic Planning
• Collaborate with executive leadership to define realistic delivery timelines and technical approaches for company initiatives, optimize resource allocation, and guide both short-term and long-term software projects.
• Serve as the primary technology partner for Operations, Sales, and Client Services, translate business needs into clear technical requirements, ensure timely bug resolution, maintain a rolling five-year software strategy, review third-party integrations for security and compliance, and maximize team efficiency and output.
• Software Development, Sprint Execution & Systems Architecture
• Oversee sprint planning, execution, and retrospectives while maintaining roadmap documentation for all software platforms.
• Drive accountability for ticket completion, velocity, and release commitments, allocate resources across initiatives, collaborate with Product leadership to prioritize backlog items, maintain development standards and QA integration, guide design and implementation of new features, support developers in best practices for bug fixes and enhancements, and research emerging technologies for future adoption.
• Compliance & Security Alignment
• Ensure all development activities comply with SOC 2 and HIPAA standards, integrating compliance checkpoints into sprints and release processes.
• Enforce secure coding practices and data-handling policies, require compliance certification before release submissions, lead remediation efforts for any compliance issues, and escalate disputes when necessary.

Skills and Qualifications

• Proven ability to lead engineering and product teams with high velocity and clear accountability
• Deep experience with modern software development methodologies including Agile and Scrum
• Demonstrated experience adopting AI tools within development workflows
• Strong technical foundation in software architecture, APIs, and platform development
• Experience managing cross-functional product delivery across multiple platforms
• Strong communication and leadership skills with the ability to align teams across departments
• Familiarity with SOC 2 and HIPAA compliance requirements related to software development
• Proficiency with project management and development tools
• High accountability mindset and ability to drive aggressive commitments and delivery timelines

Success Indicators

• Development teams consistently meet sprint velocity and delivery commitments
• AI tools are adopted, documented, and actively used
• Software releases pass compliance reviews without critical issues
• Processes operate with clear SOPs, measurable KPIs, and accountability for output and quality
• Cross-department initiatives are delivered on time with predictable release cycles
• Product, QA, and engineering teams coordinate effectively
• Led maintains clear visibility into roadmaps and delivery status
• Strategic initiatives are executed with urgency and accuracy
• Technology initiatives remain aligned with executive vision
• Rolling five-year software plan is maintained and updated annually