Senior Director, Innovation and Delivery

Clover Health
$204,000 - $240,000Remote

About The Position

Clover is entering a period of meaningful build and is seeking leaders to translate vision into operating reality. This role is within the Innovation & Delivery team and is designed for builders and systems thinkers who can step into emerging priorities, build the right operating model, align leaders, and turn new ideas into durable parts of the business. The position requires someone who can bring structure, judgment, and momentum to critical areas of development, particularly in harnessing AI and emerging technology to solve complex healthcare problems. The role involves serving as an interim business-side leader for initiatives, creating operating models, driving business outcomes, stabilizing underbuilt areas, leading through ambiguity, and preparing for long-term handoffs.

Requirements

  • 10+ years in investing, consulting, business operations, strategy, startup leadership, or other highly selective operator tracks.
  • Pattern recognition to quickly diagnose messy business problems.
  • Ability to move from strategy to operating detail without losing altitude.
  • Experience as a builder: creating structure where none exists, designing operating systems, and turning ambiguity into durable execution.
  • Systems thinker: understanding how incentives, decisions, interfaces, and organizational design interact and reshaping them.
  • Experience taking on ambiguous, high-stakes work with incomplete information and driving it to a real outcome.
  • Credibility with senior executives and ability to work effectively with leaders across the company, including the CEO and Chairman.
  • Comfort stepping into roles that are intense, temporary, and highly leveraged.
  • Focus on solving consequential business problems rather than protecting a narrow functional lane.

Nice To Haves

  • Not looking to run an IT transformation office, manage a PMO, or operate as a process administrator.

Responsibilities

  • Serve as the interim business-side leader for a major initiative or strategic domain where ownership is missing, fragmented, or still emerging.
  • Create the structure, decision cadence, working model, and accountability mechanisms required to make the work durable.
  • 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.
  • Own the work through measurable progress and concrete results, not just coordination, reporting, or process management.
  • Bring order, momentum, and clarity to important domains that need to be built, stabilized, or materially reshaped.
  • Define the path when it is unclear, consolidate diffuse ownership, and unblock stuck functions or initiatives.
  • Help transition the work to a durable long-term owner, team, or org structure once the model is working.

Benefits

  • Competitive base salary
  • Equity opportunities
  • Performance-based bonus program
  • 401k matching
  • Regular compensation reviews
  • Comprehensive medical, dental, and vision coverage
  • No-Meeting Fridays
  • Monthly company holidays
  • Access to mental health resources
  • Generous flexible time-off policy
  • Remote-first culture
  • Learning programs
  • Mentorship
  • Professional development funding
  • Regular performance feedback and reviews
  • Employee Stock Purchase Plan (ESPP)
  • Reimbursement for office setup expenses
  • Monthly cell phone & internet stipend
  • Paid parental leave for all new parents
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