Vice President, Technology Transformation

To give you an idea of the team structure, you will report to the EVP, Chief Information Officer and provide executive direction to the Director- and Senior Director-level leaders responsible for each of the six capabilities. Day-to-day delivery rests with each capability leader, while you connect their roadmaps, remove cross-functional barriers, align resources, and are accountable for the organization’s collective outcomes., * Set clear outcomes, priorities, decision rights, and performance expectations for each capability while preserving accountability and empowerment at the Director and Senior Director levels

• Shape the right mix of employees, contractors, and strategic partners, and establish shared operating rhythms for portfolio, platform health, financials, talent, risk, vendors, and value realization
• Foster a culture of service, accountability, healthy conflict, learning, and continuous improvement that keeps the organization centered on supported offices

Enterprise Transformation & Business-Value Realization

• Translate enterprise priorities into an integrated, multi-year transformation roadmap across the six capabilities
• Define measurable outcomes, adoption expectations, readiness requirements, and accountable owners before major work is approved or scaled, with stage gates from discovery through delivery, adoption, value validation, scale, and retirement
• Provide executive visibility into progress, dependencies, investment, capacity, risk, and realized value
• Retire outdated processes and redundant tools as new capabilities launch so transformation simplifies work and improves decisions

Operational Readiness & Technology Governance

• Serve as Technology’s leader on the Operational Readiness Committee (ORC), Heartland Dental’s cross-functional committee that confirms initiatives are ready for the field, ensuring technology-enabled initiatives enter Operational Readiness with clear scope, success criteria, and cross-functional support
• Align technology governance, including portfolio intake, stage gates, and release readiness, with the Operational Readiness framework, scaled to initiative size and risk so small, low-risk work moves quickly
• Coordinate technology roadmaps and release timing with ORC field-capacity assessments to protect supported offices from initiative overload
• Require technology readiness criteria for major releases, including support models, monitoring, documentation, and training, and post-launch reviews that confirm adoption and business outcomes

IT Business Management, Portfolio, Financial & Vendor Leadership

• Shape the operating model for intake, demand and portfolio management, resource and capacity planning, program and project management, and business analysis
• Bring portfolio recommendations to executive leadership based on business value, strategic alignment, risk, dependencies, capacity, and funding
• Partner with Finance to deliver financial transparency across run, grow, and transform investments, including total cost of ownership and cost-to-value reporting, and mature Technology Business Management, IT financial management, and FinOps practices
• Provide executive oversight of strategic technology sourcing, vendor performance, and contract and renewal planning in partnership with Strategic Sourcing and Legal

Infrastructure, Platform Modernization & Resilience

• Set strategic direction for infrastructure engineering and operations, including hybrid cloud, network and telecommunications, contact-center telephony supporting the Patient Services Center, client technology, observability, and lifecycle management
• Guide infrastructure roadmaps that balance reliability, modernization, scalability, security, technical debt, and cost
• Hold the organization accountable for measurable service-health, capacity, incident, change, and recovery outcomes, and ensure support ownership, monitoring, documentation, and cost are defined before new platforms enter production
• Champion automation, self-service, infrastructure-as-code, and repeatable engineering patterns, and partner closely with Information Security on security architecture, vulnerability remediation, identity, and resilience

Enterprise Applications

• Oversee enterprise applications, application development, AI solution delivery, integration, quality, release, and application lifecycle, partnering with technology teams across Heartland Dental
• Establish a product- and platform-oriented delivery model with durable ownership, roadmaps, and lifecycle accountability from design through retirement
• Set common standards for SDLC, secure engineering, architecture, integration, APIs, testing, release, and documentation, including responsible use of AI-enabled engineering
• Hold delivery teams accountable for time to value, predictability, release frequency, quality, recovery time, adoption, and value realized
• Guide application rationalization and modernization decisions to invest, migrate, consolidate, replace, or retire

Operations Digital Experience

• Set the vision and guide the product roadmap for Heartbeat Engage, Heartland Dental’s digital front door for operations teams, including expansion to new personas grounded in user research, workflow needs, accessibility, and adoption
• Shape the experience layer across operations teams’ systems, partnering with Practice Management Software on patient-facing digital experiences
• Reduce fragmentation, duplicate effort, and administrative burden through role-based experiences designed for the devices each persona uses
• Integrate Heartbeat Engage with enterprise applications, Practice Management Software, Workday, data, and AI, and partner with Operations and business leaders on processes, policies, and sustained adoption

Practice Management Software & Clinical Technology Enablement

• Guide technology strategy for Practice Management Software and related clinical technology across lifecycle, modernization, reliability, and product direction, grounded in office workflow, patient and team experience, interoperability, and security, rationalizing custom or duplicative solutions as core platforms mature
• Own executive relationships with strategic software partners and hold vendors accountable for roadmap commitments, quality, and support
• Coordinate upgrades, integrations, pilots, and support transitions, and report on platform health, lifecycle risk, and value
• Partner with clinical leadership so technology supports doctors’ clinical workflows and judgment rather than constraining them

HRIS Technical Delivery

• Provide executive oversight of the HRIS technical-delivery portfolio, including prioritization, governance, funding recommendations, resourcing, risk, and executive communication
• Partner with HRIS technical-delivery leadership on Workday delivery, holding HRIS work to enterprise architecture, integration, identity, data, security, and support standards
• Resolve enterprise prioritization or resource conflicts that cannot be addressed within the program, and plan, fund, and staff the transition from implementation to a sustainable run-state platform

Enterprise AI Strategy & Innovation

• Lead the technology strategy for Heartland Dental’s enterprise AI initiative, partnering with executive and business leaders to identify, prioritize, and scale AI opportunities across supported offices, field operations, and the support office
• Tie AI investments to business outcomes with clear business sponsorship, value hypotheses, risk classification, and stop, redirect, or scale criteria
• Direct AI delivery and evolve the AI operating model, including dedicated capabilities or teams, as adoption and demand grow, partnering with Information Security, Legal, Compliance, Clinical, and enterprise data leadership on responsible-AI governance
• Build AI fluency and adoption across Heartland Dental, not just within Technology, and report AI cost, value, and impact to the Executive Team

Executive Partnership & Culture

• Partner with executive leaders to shape enterprise priorities, inform technology planning and investment decisions, and align technology strategy, investment, and capacity with business priorities
• Represent Technology Transformation in governance, vendor, audit, and planning forums, bringing options, recommendations, and evidence rather than just problems
• Connect technology investment to Heartland Dental’s growth strategy and financial outcomes, reporting impact and control readiness to executive leadership
• Foster disciplined execution while encouraging experimentation, constructive challenge, transparency, and continuous learning

• Bachelor’s degree in Information Technology, Computer Science, Information Systems, Engineering, Business, or a related field, or equivalent experience
• 15+ years of progressive enterprise technology experience, including senior leadership across multiple technology functions
• Experience leading Directors, Senior Directors, and multidisciplinary teams in a complex enterprise
• Demonstrated leadership of enterprise transformation with measurable business value
• Deep expertise in application development and solution delivery or in infrastructure and platform modernization, with working breadth across the other
• Strong portfolio, financial, vendor, and capacity-management experience
• Executive-level communication, influence, and decision-framing skills
• Practical fluency in AI, automation, data, and responsible technology governance, * Healthcare, dental, retail, hospitality, or other distributed, regulated, or multi-location enterprise experience
• Experience leading enterprise SaaS, ERP, HCM/HRIS, or other major platform transformations
• Product and platform operating-model experience
• Experience with practice-management, clinical, or other mission-critical line-of-business platforms
• Experience supporting rapid, multi-unit growth through acquisitions and de novo openings, including technology integration and standardization
• Cloud, architecture, product, program, IT financial-management, FinOps, or service-management certifications
• Master’s degree in business, technology, or a related field

Physical Requirements

• Ability to perform essential duties satisfactorily with or without reasonable accommodation. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential duties of the position
• Prolonged periods sitting at a desk and working on a computer
• Ability to travel up to 25% for supported-office visits, leadership meetings, strategic vendor meetings, planning sessions, and major program activities
• Must be able to lift up to 15 pounds at times

Heartland Dental is seeking a Vice President, Technology Transformation to turn enterprise technology direction into an integrated transformation portfolio and durable technology capabilities that are reliable today, scalable for tomorrow, and designed around the needs of Heartland Dental supported doctors, their teams, patients, and business operations.

As a member of the Heartland Dental Executive Team, you will lead Technology Transformation, one of three pillars of the Technology organization alongside Technology Delivery & Support and Security. Technology Transformation builds and modernizes the platforms, products, and capabilities Heartland Dental depends on, owning what it builds through stabilization before day-to-day service transitions to Technology Delivery & Support. You will be accountable for execution, coordination, technology reliability, and measurable business value across six capabilities: IT Business Management (ITBM), Infrastructure, Enterprise Applications, Operations Digital Experience, Practice Management Software, and HRIS Technical Delivery, and you will lead the technology strategy for Heartland Dental’s enterprise AI initiative.

Heartland Dental is the nation’s largest dental support organization, providing non-clinical administrative support services to more than 3,200 supported doctors across 39 states and the District of Columbia in 2,000+ dental offices. Each Heartland Dental supported office is unique to the community and the patients they serve. Supported doctors are the clinical leaders of their practice, retain full clinical autonomy, and establish their own care philosophies. All Heartland Dental supported doctors are united by a common goal: delivering the highest quality dental care and patient experiences.

Quite simply, Heartland Dental’s vision and mission are the reason the Company exists, and the mission/vision bring to life all that we do. Heartland Dental’s vision is to be a world-class company and the leader in dentistry. Our mission is to support dentists and their teams as they deliver the highest quality dental care and experiences to the communities they serve while providing exceptional careers and creating value for our stakeholders., We put our people first at Heartland Dental, and that shows in our generous benefits package.

Company retains the sole discretion to change the duties of the position at any time.

We provide all employees and applicants for employment the protections of federal, state, and local laws affording equal opportunity in employment.