Director, Information Technology at Hopscotchprimarycare — Chicago, IL

## About Hopscotch Primary Care

At Hopscotch Primary Care, we believe great healthcare should be accessible to all people across all communities.  Today, almost 20% of Americans live in a rural community, yet only 11% of physicians practice in those same communities.  We are on a mission to transform healthcare in rural America.  We provide high-quality primary care tailored to meet the needs of our patients through our robust care model and comprehensive care team, delivering care in our clinics, and across settings, and wrapping resources around the patients who need them most.

Our patients and the care teams who serve them sit at the center of everything we do at Hopscotch.  Hopscotch Primary Care takes a team approach to serve patient needs and provide the best care possible.  Our goal is to provide the care each of us would want for ourselves or for our family members, in the right setting, and at the right time.

Today, we are serving thousands of patients in our value-based care model and the number is growing every day.  If you want to bring your experience, skill and passion to make a lasting impact in healthcare, we’d like to meet you.

ABOUT THE ROLE

Hopscotch Primary Care is looking for an experienced and strategic Director of IT. The ideal candidate will develop a deep understanding of the business, our strategy and the technical needs across teams. They will be responsible for overseeing all aspects of our IT department, ensuring the alignment of technology initiatives with our business objectives. If you’re excited by the opportunity to shape the future of healthcare in rural and small-town communities and enjoy solving difficult problems in a fast-moving environment, we’d love to hear from you.

RESPONSIBILITIES

Lead technology strategy

• Develop and maintain the multi-year technology roadmap spanning infrastructure, security, and IT operations, maintaining alignment with the business strategy and needs.
• Set and manage the annual technology budget across IT and security, balancing build, buy, and partner decisions.
• Translate technical strategy for executive and non-technical stakeholders, communicating security and IT direction in clear, accessible terms, and using data to influence decisions toward the best outcome for the business.
• Own strategic vendor and partner relationships across cloud, security, and clinical-systems providers, negotiating commercial and technical terms. This includes the electronic health record deployment and maintenance.

Own enterprise infrastructure, security, and compliance

• Own overall IT infrastructure and software systems - including SaaS platforms, identity, collaboration tooling, and data flows between them.
• Lead the enterprise security program end-to-end. Accountable for policy, controls, risk posture, and incident response, with authority to set direction and enforce standards.
• Own HIPAA and PCI compliance across the technology stack. Accountable for continuous compliance, audit readiness, and timely remediation of any gaps.
• Set and enforce enterprise policy including disaster recovery, backup and retention, and acceptable AI use.
• Own system lifecycle planning driving platform modernization, legacy sunset, and continuous improvement of enterprise knowledge management.
• Establish the AI safety, governance, and responsible-use posture spanning data handling, model access, evaluation gates, and approval pathways, with accountability mechanisms that hold teams to the standard.
• Partner with product & engineering to review, secure, and operate the internal-facing systems and tools they build, holding them to consistent standards for access control, reliability, and supportability.

Scale clinic and corporate IT operations

• Own the technical buildout of new and acquired clinics. Accountable for network, endpoint, security, and clinical-system readiness from evaluation through go-live.
• Own IT lifecycle management for corporate and clinic hardware and software including procurement strategy, deployment, refresh, and decommissioning across the fleet.
• Lead the central and market IT operations team. Ensure responsive, high-quality support to clinicians, care teams, and central staff.
• Define, track, and manage to operational metrics for IT and AI services including availability, response times, adoption, and cost, driving measurable improvement against clear targets.

ABOUT YOU:

• Strategic and business-oriented with the ability to articulate business needs, scope solutions and clearly communicate value, tradeoffs and timing.