Senior Associate, Strategic Operations

Hopscotch Primary Care • Chicago, IL

7d

About The Position

We are looking for a Senior Associate to support our Strategy & Operations team, which plays a pivotal role in driving both the strategic growth and operational excellence of Hopscotch. This individual will be responsible for leading strategic, operational, and analytical initiatives for high-leverage areas of the business and quickly drive results. The ideal candidate has strong analytical skills paired with first principles thinking and an ownership mentality.

Requirements

• You thrive in the dynamic, fast-paced environment of a start-up
• You are a self-starter with an ownership mindset
• You are results-driven and skilled at focusing time and effort on key priorities
• You are extremely detail-oriented
• You challenge the status quo to figure out the optimal way to execute your work
• You are an exceptional communicator and can make the complex simple
• You collaborate effectively with executive-level stakeholders
• You have strong business acumen and exceptional critical thinking skills
• You have a low ego and are willing to get scrappy
• You are passionate about transforming rural healthcare
• 2+ years of work experience in fast-paced environment such as management consulting, investment banking, or early-stage startup
• Experience leading complex, cross-functional projects with minimal guidance
• Experience presenting to and collaborating with executive leadership
• High proficiency with Excel, PowerPoint, and AI tools (e.g., ChatGPT, Claude)

Nice To Haves

• Experience working in digital health or healthcare delivery
• Familiarity with value-based care and key healthcare industry dynamics/trends

Responsibilities

• Work with the leadership team to pinpoint the highest leverage opportunities and needs across the business
• Scope, design, and execute pilot programs to test new operating models and care model innovations
• Identify, evaluate, and execute strategic opportunities (e.g., joint ventures, partnerships, new service lines)
• Identify and validate new opportunities to apply generative AI to improve access and quality of care
• Support build vs. buy vs. partner assessments and assist in high-impact capital allocation decisions
• Build and maintain complex financial and operational models and reporting to support decision-making
• Lead new market analyses to guide geographic expansion
• Monitor regulatory changes and federal/state funding opportunities impacting care delivery, digital health, and value-based models

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 101-250 employees