Clover Health

Senior Director, Innovation and Delivery

Clover Health$204K — $240K *
US-AnywhereRemote in United States
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in investing, consulting, business operations, strategy, or startup leadership roles.
  • Strong skills in diagnosing complex business problems and developing actionable plans.
  • Experience building operational structures from the ground up in ambiguous environments.
  • Expertise as a systems thinker, understanding how various organizational elements interact.
  • Demonstrated ability to drive high-stakes work to completion despite limited information.
  • Previous experience working effectively with senior executives, including the CEO and board members.
  • Readiness to take on temporary, intense roles focused on stabilization and transition.

Responsibilities

  • Serve as interim leader for major initiatives lacking clear ownership.
  • Create effective operating models and accountability measures.
  • Implement AI-powered solutions to enhance healthcare operations.
  • Deliver measurable business outcomes beyond mere coordination.
  • Stabilize crucial areas by providing clarity and momentum.
  • Define direction amidst uncertainty and consolidate ownership.
  • Facilitate the transition of successful projects to long-term teams or structures.

Benefits

  • Competitive base salary and equity opportunities, including performance-based bonuses.
  • Comprehensive medical, dental, and vision coverage for employees and their families.
  • Support for mental well-being with initiatives like No-Meeting Fridays and generous flexible time-off policies.
  • Focus on professional development through learning programs, mentorship, and funding for growth opportunities.
  • Remote-first culture enabling collaboration with global teams, along with stipends for office setup and communication.
Full Job Description
Own the white space. Step into critical ownership gaps. Build what the company needs next.

We9re hiring a senior operator into Innovation & Delivery to help bring the CEO9s vision to life in some of the company9s 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.

As a Senior Director, Innovation & Delivery, you will:
  • 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 Underbuilt 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.

Success in this role looks like:
  • First 90 days: Build a sharp understanding of Clover9s 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 should get in touch if:
  • You9ve 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.
  • You9ve taken on ambiguous, high-stakes work with incomplete information and still driven 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 intense, temporary, and highly leveraged - where the expectation is to build, stabilize, and transition, not simply to advise.
  • You care more about solving consequential business problems than about protecting a narrow functional lane.

Benefits Overview:
  • Financial Well-Being: Our commitment to attracting and retaining top talent begins with a competitive base salary and equity opportunities. Additionally, we offer a performance-based bonus program, 401k matching, and regular compensation reviews to recognize and reward exceptional contributions.
  • Physical Well-Being: We prioritize the health and well-being of our employees and their families by providing comprehensive medical, dental, and vision coverage. Your health matters to us, and we invest in ensuring you have access to quality healthcare.
  • Mental Well-Being: We understand the importance of mental health in fostering productivity and maintaining work-life balance. To support this, we offer initiatives such as No-Meeting Fridays, monthly company holidays, access to mental health resources, and a generous flexible time-off policy. Additionally, we embrace a remote-first culture that supports collaboration and flexibility, allowing our team members to thrive from any location.
  • Professional Development: Developing internal talent is a priority for Clover. We offer learning programs, mentorship, professional development funding, and regular performance feedback and reviews.

Additional Perks:
  • Employee Stock Purchase Plan (ESPP) offering discounted equity opportunities
  • Reimbursement for office setup expenses
  • Monthly cell phone & internet stipend
  • Remote-first culture, enabling collaboration with global teams
  • Paid parental leave for all new parents
  • And much more!

#LI-REMOTE

Final pay is based on several factors including but not limited to internal equity, market data, and the applicant9s education, work experience, certifications, etc.

A reasonable estimate of the base salary range for this role is:

$204,000-$240,000 USD

About Clover Health

Clover Health is a healthcare technology company that uses data and technology to improve medical outcomes and lower costs for patients. The company offers Medicare Advantage plans in select states, and uses its proprietary software platform to identify patients who are at risk of hospitalization or other adverse health outcomes. Clover Health also partners with healthcare providers to offer in-home primary care services to its members. The company was founded in 2014 and is headquartered in New York City.
Learn more about Clover Health
Size
1,760 employees
Industry
Founded
2013

Similar Jobs

More Jobs at Clover Health

More Business Services Jobs

Find similar Senior Director, Innovation and Delivery jobs: