Director, Information Technology

The posting, as Hopscotch Primary Care wrote it

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 t eams. 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,

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identity, security), and cloud infrastructure.

• D egree in computer science, engineering, a related technical discipline preferred or equivalent experience.

ADDITIONAL QUALIFICATIONS

• Experience leading IT, security, or platform engineering for a regulated industry (healthcare strongly preferred).
• Strong programming foundation preferred ; current or recent proficiency in Python or TypeScript and comfort using AI-assisted development tools (Cursor, Copilot, Claude Code) as part of your own workflow.
• Experience with Azure or Google Cloud and the Microsoft 365 or Google Workspace stack at enterprise scale.
• Experience with athenahealth or other electronic health record .
• Experience with cyber-risk reduction strategies and security operations leadership (SOC/SIEM, identity, MXDR).

In accordance with the Illinois Pay Transparency Act, we’re providing the full salary range for this position. Actual compensation will be determined based on location, relevant experience and qualifications. Most offers will fall within a portion of the listed range. This position has a salary range of $150,000 – $190,000 annually, based on location, relevant experience and qualifications. In addition to base salary, we offer a comprehensive benefits package that includes:

• Paid holidays + PTO
• Company sponsored medical, dental, and vision insurance for you + your family
• FREE short-term and long-term disability insurance
• FREE $100k life insurance policy
• 401k plan with 4% company match + no vesting period
• $720 - $1,000 added to employee Health Savings Account annually for eligible health plans
• And more!

#LI-KB1

At Hopscotch Primary Care, we embrace diversity, invest in a culture of inclusion and positivity and encourage all to apply to join our team. You will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.