Executive Assistant, Office of CEO

About the Role
Pagaya is seeking a highly strategic and detail-oriented Executive Assistant to support our CEO. This role reports into the Chief of Staff and goes beyond traditional administrative support, serving as a trusted partner to the founder’s office. You will drive operational excellence, streamline processes, and optimize the CEO’s time and priorities. The ideal candidate thrives in a fast-paced environment, has a proactive mindset, and is comfortable engaging with executives, investors, partners, and internal teams. This position combines calendar management, operational infrastructure development, and high-level stakeholder engagement to ensure the CEO and co-founders can focus on strategic initiatives that drive the company forward.

Responsibilities

• Support the CEO in full calendar management and strategic prioritization of commitments.
• Manage and provide backup support for the personal assistant as needed.
• Develop best practices and a strategic cadence for founder schedules, ensuring alignment with top priorities.
• Plan and execute logistics for conferences, board meetings, and other high-profile events.
• Lead productivity audits to identify opportunities for strategic delegation and time optimization.
• Identify cost-saving opportunities across founder operational expenditures, including travel, morale spend, and vendor contracts (e.g., Egencia, Blacklane).
• Partner with HR, Recruiting, and Finance to optimize spend on candidate and remote employee travel and lodging.
• Act as liaison with HR for employee experience initiatives such as anniversaries and in-office events.
• Establish and maintain best-in-class systems for administrative support, calendaring, travel, and internal communications.
• Develop standardized toolkits, templates, and workflows to improve efficiency across the organization.
• Implement governance structures to enhance clarity, transparency, and execution at scale.
• Maintain and optimize founder CRM systems to track high-value relationships and touchpoints.
• Build a proactive relationship management playbook for timely engagement with investors, partners, and advisors.
• Serve as a trusted extension of the founders, anticipating needs, representing priorities, and enabling high-impact relationships.
  

Requirements

• 5+ years of experience as an Executive Assistant supporting C-level executives, ideally in high-growth or startup environments.
• Proven ability to manage complex calendars, travel logistics, and high-stakes meetings with discretion and professionalism.
• Strong operational and organizational skills with a track record of building scalable processes and systems.
• Excellent communication and interpersonal skills, capable of engaging effectively with executives, internal teams, and external stakeholders.
• Highly proactive, detail-oriented, and able to anticipate executive needs before they arise.
• Experience in cost optimization and vendor management is a plus.
• Comfort handling confidential information with the utmost discretion.
• Demonstrated ability to work independently, prioritize tasks, and manage multiple projects simultaneously.
• Strong problem-solving skills and the ability to thrive in a fast-paced, dynamic environment.
• High degree of integrity, judgment, and discretion.
• Willingness to work out of our midtown NYC office 5 days per week, with occasional evening or weekend support.