Chief of Staff to the CEO

About the Role

OpenLoop Health is seeking a strategic, entrepreneurial and execution-oriented Chief of Staff to serve as a trusted partner to the CEO while leading some of the company's most important strategic initiatives. This is not a traditional Chief of Staff role. It combines two distinct responsibilities: driving strategic alignment and operational effectiveness within the Office of the CEO, and independently building and operationalizing new businesses, subsidiaries and strategic initiatives from zero to one.

What You'll Do

• Act as the CEO's strategic partner on enterprise decisions across strategy, finance, operations and organization.
• Translate the CEO's top priorities into an enterprise plan with clear owners, and drive them to measurable outcomes.
• Own Board meeting planning, materials and follow-up with the CEO, CFO, COO and General Counsel.
• Own the executive operating cadence and hold leaders to key decisions and commitments.
• Design the operating mechanisms that close gaps in ownership, decision-making and cross-functional execution.
• Set the vision and execution roadmap for new businesses, and lead them from concept to launch with full accountability for results.
• Lead the operational establishment of new and acquired entities, aligning Legal, Finance, HR, IT, Compliance and Operations.
• Own post-acquisition integration and cross-company alignment after close, partnering with Corporate Development on diligence and planning.
• Define success metrics and governance for each new business, and transition it to a permanent leader once it runs.

Who You Are

• Accountable for strategic, financial and operational outcomes, not only recommendations.
• Self-directed, turning the CEO’s direction into action with minimal oversight.
• Comfortable with ambiguous, high-stakes problems where neither the answer nor the infrastructure exists yet.
• Trusted advisor to founders and executives, with builder experience at high-growth companies.
• Investor-trained operator who has valued businesses and then built them.
• Board-ready communicator who frames decisions, trade-offs and recommendations for the CEO, Board and investors.
• Discreet with sensitive matters across deals, governance and people.

Qualifications

• 7 to 12+ years of experience across finance, investing, corporate development and business operations.
• A first chapter in investment banking, private equity, venture capital or M&A advisory, with strong modeling, analytical and transaction-evaluation skills.
• Hands-on operating experience at an early-stage or high-growth startup, ideally launching, scaling or transforming a business or function. As a co-founder, GM, head of operations or similar.
• A track record of leading complex, ambiguous initiatives from concept to execution.
• Experience working directly with senior executives and influencing cross-functional leaders without formal authority.
• Exceptional written and verbal communication, including Board-level presentations.

Our Benefits

In addition, for salaried positions you would also be eligible for

• Medical, Dental, and Vision plans
• Flexible Spending/Health Savings Accounts
• Flexible PTO
• 401(k) + Company Match
• Life Insurance, Pet insurance, and more