Senior Executive Assistant, Innovation & Delivery

Clover Health

8d•$100,000 - $140,000•Remote

About The Position

At Clover Health, we are reinventing health insurance by combining the power of data with human empathy to keep our members healthier. We believe the healthcare system is broken, so we've created custom software and analytics to empower our clinical staff to intervene and provide personalized care to the people who need it most. The Executive Support team plays a critical role in helping Clover's leaders operate at their highest level. As the Senior Executive Assistant supporting our Chief of Staff and SVP of Innovation & Delivery (I&D), you'll serve as a trusted partner who supports the SVP manage competing priorities, builds an effective rhythm of business, and creates the structure needed to lead a growing team responsible for some of Clover’s most mission-critical initiatives. You will combine excellent executive support with strong team operations, helping establish leadership cadences, improve information flow, and maintain momentum across complex, cross-functional work.

Requirements

5+ years of experience supporting senior executives in a fast-paced, high-growth environment.
Excel at managing competing priorities while maintaining exceptional attention to detail.
Proactive, resourceful, and comfortable anticipating needs before they're communicated.
Communicate confidently with executives and stakeholders at every level while exercising sound judgment and discretion.
Highly organized, adaptable, and energized by supporting leaders who move quickly.
Highly proficient with Google Workspace and modern collaboration and project-management tools.
Active, confident user of AI tools for drafting, research synthesis, and meeting summarization, and enjoy finding new ways to apply them.
Can build a clean, executive-ready presentation or briefing doc from a rough set of notes, with strong instincts for structure and story.
Enjoy keeping projects organized and can comfortably provide light coordination support across multiple initiatives.
Motivated by Clover's mission to improve healthcare through technology, innovation, and operational excellence.

Responsibilities

Serve as the Executive Assistant to the Chief of Staff and SVP of Innovation & Delivery, owning a complex, evolving calendar and ensuring the executive’s time reflects her most important business priorities.
Own and continuously improve the SVP’s rhythm of business, including leadership team meetings, one-on-ones, team all-hands, planning sessions, business reviews, and offsites.
Coordinate internal and external meetings, including preparing agendas, pre-reads, decision logs, action tracking, and communication cadences that ensure stakeholders arrive informed and prepared.
Manage domestic and international travel, itineraries, expenses, and logistics while troubleshooting issues as they arise, and travel occasionally to support the SVP at key meetings, events, or team gatherings.
Act as a trusted thought partner by understanding organizational priorities and helping optimize the executive's time and focus.
Build polished, board- and executive-ready presentations and briefing documents, using AI tools to accelerate first drafts, synthesize research, and summarize meetings.
Act as an AI-forward thought partner: identify repeatable workflows (correspondence, meeting notes, status reporting) that can be automated or accelerated with AI tools, and implement them.
Coordinate leadership meetings, onsite visits, and executive events, ensuring a seamless experience for attendees.
Provide strategic project coordination by tracking priorities, decisions, milestones, and action items and ensuring critical cross-functional initiatives maintain momentum in partnership with the SVP and I&D team.
Partner closely with leaders across Innovation & Delivery, Office of the CEO, and other business functions to improve communication, organization, and execution.
Continuously identify and create scalable processes, and modern collaboration tools, including AI, that create efficiencies, improve communication, accountability, and execution across Innovation & Delivery.
Partner closely with Clover’s broader Executive Support team and provide backup coverage for other executives as needed.
Handle sensitive information with the highest level of confidentiality and discretion.