Chief of Staff to the CEO

OpenLoop Health•Des Moines, IA

About The Position

OpenLoop Health is seeking a strategic, entrepreneurial, execution-oriented Chief of Staff to serve as a trusted partner to the CEO and lead important strategic initiatives. The role combines driving strategic alignment and operational effectiveness within the Office of the CEO with independently building and operationalizing new businesses, subsidiaries, and strategic initiatives from concept to launch. The Chief of Staff partners with the CEO on enterprise decisions across strategy, finance, operations, and organization; translates priorities into plans with clear owners and measurable outcomes; and leads the executive operating cadence. The role also owns Board meeting preparation and follow-up, designs mechanisms to improve ownership and cross-functional execution, establishes new and acquired entities, and leads post-acquisition integration. Each new business is given success metrics and governance, then transitioned to a permanent leader once operational. The position calls for someone accountable for strategic, financial, and operational outcomes; self-directed and effective amid ambiguity; experienced as both an investor and operator; and able to communicate decisions and recommendations to executives, the Board, and investors with discretion.

Requirements

  • 7 to 12+ years of experience across finance, investing, corporate development, and business operations.
  • Early career experience 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.
  • Operating experience as a co-founder, GM, head of operations, or in a similar role.
  • 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.

Nice To Haves

  • Builder experience at high-growth companies.
  • Experience valuing businesses and then building them.
  • Experience launching, scaling, or transforming a business or function.

Responsibilities

  • Act as the CEO’s strategic partner on enterprise decisions across strategy, finance, operations, and organization.
  • Translate the CEO’s priorities into an enterprise plan with clear owners and drive them to measurable outcomes.
  • Own Board meeting planning, materials, and follow-up in partnership with the CEO, CFO, COO, and General Counsel.
  • Own the executive operating cadence and hold leaders accountable for decisions and commitments.
  • Design operating mechanisms to address 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 accountability for results.
  • Lead 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 is running.

Benefits

  • Medical, dental, and vision plans.
  • Flexible Spending/Health Savings Accounts.
  • Flexible PTO.
  • 401(k) with company match.
  • Life insurance.
  • Pet insurance.
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