Senior Director, Innovation & Delivery Remote

Own the white space. Step into critical ownership gaps. Build what the company needs next.

Clover is entering a period of meaningful build. As the company pushes forward on a set of important strategic priorities, we need leaders who can help translate vision into operating reality. Some of this work will involve standing up new capabilities. Some will involve shaping and accelerating critical initiatives that cut across functions. All of it will require leaders who can bring structure, judgment, and momentum to areas that matter disproportionately to Clover’s future.

We’re hiring a senior operator into Innovation & Delivery to help bring the CEO’s vision to life in some of the company’s most important areas of development. This is a high-leverage operating role for someone who can step into emerging priorities, build the right operating model, align leaders around clear decisions, and help turn new ideas into durable parts of the business.

This role is designed for builders and systems thinkers: people who are energized by creating clarity, shaping how work gets done, and helping a company develop new muscles at moments that matter.

• Step into Critical Ownership Gaps: Serve as the interim business-side leader for a major initiative or strategic domain where ownership is missing, fragmented, or still emerging.
• Build the Operating Model: Create the structure, decision cadence, working model, and accountability mechanisms required to make the work durable.
• Harness AI & Emerging Technology: Identify, architect, and deploy AI-powered tools and approaches to accelerate execution and unlock solutions to some of the hardest, most intractable problems in healthcare — from care gap closure to operational efficiency to member outcomes.
• Drive Business Outcomes, Not Just Activity: Own the work through measurable progress and concrete results — not just coordination, reporting, or process management.
• Stabilize and Scale Under built Areas: Bring order, momentum, and clarity to important domains that need to be built, stabilized, or materially reshaped.
• Lead Through Ambiguity: When the path is unclear, define it. When ownership is diffuse, consolidate it. When a function or initiative is stuck, unblock it.
• Prepare the Long-Term Handoff: Help transition the work to a durable long-term owner, team, or org structure once the model is working.

• First 90 days: Build a sharp understanding of Clover’s business model, operating context, and leadership dynamics; take ownership of a critical initiative or domain; clarify scope, decisions, and near-term priorities.
• First 6 months: Create visible traction in a high-priority area by stabilizing execution, improving decision quality, and building the core operating model needed to move the work forward.
• First year: Deliver meaningful business outcomes, establish a stronger and more durable ownership model, and leave behind a function, initiative, or system that is materially stronger than you found it.

• You’ve built your career in elite, high-judgment environments — for example 10+ years in investing, consulting, business operations, strategy, startup leadership, or other highly selective operator tracks.
• You have the pattern recognition to quickly diagnose messy business problems and the range to move from strategy to operating detail without losing altitude.
• You are not looking to run an IT transformation office, manage a PMO, or operate as a process administrator.
• You are a builder
  : you like creating structure where none exists, designing operating systems that hold up in the real world, and turning ambiguity into durable execution.
• You are a systems thinker: you naturally see how incentives, decisions, interfaces, and organizational design interact — and you know how to reshape them.
• You’ve taken on ambiguous, high-stakes work with incomplete information and still drove it to a real outcome.
• You are credible with senior executives and can work effectively with leaders across the company, including the CEO, Chairman, and OpCo.
• You are comfortable stepping into roles that are…