Program Lead, Executive Operations

Role Description

Prompt is looking for a Program Lead, Executive Operations to join our Executive Operations team and partner closely with senior leaders across the business. This role sits at the intersection of executive partnership, business operations, cross-functional execution, and organizational alignment. You’ll help translate leadership priorities into clear plans, coordinated action, and measurable outcomes while ensuring critical initiatives continue moving forward.

• Develop a deep understanding of the business and the executive areas you support.
• Bring structure to ambiguity and drive complex, cross-functional work to completion.
• Anticipate what leaders need, identify gaps and risks early, create accountability, and continuously improve how work gets done.
• Provide hands-on executive support, including calendar support, complex travel and leadership event logistics, expense and vendor coordination, and confidential administrative execution.

Qualifications

• 5+ years of experience in a high-growth B2B SaaS environment, ideally within business operations, executive operations, program/project management, Chief of Staff, or strategic executive support.
• Demonstrated experience owning an executive or leadership operating rhythm from start to finish.
• Proven ability to drive complex, cross-functional programs to completion without formal authority over the teams involved.
• Strong business acumen and intellectual curiosity with the ability to quickly understand how different functions operate and how the business makes money.
• Exceptional written communication and synthesis skills, particularly for executive audiences.
• Ability to turn complex or ambiguous discussions into concise, actionable plans and documentation.
• Advanced proficiency in Google Sheets and Excel, including the ability to interpret data and clearly communicate what it means.
• Strong judgment and absolute discretion when working with confidential or sensitive information.
• Comfort interacting with senior leaders and acting as a delegated proxy when appropriate.
• Ability to operate effectively in ambiguity and create structure, processes, and playbooks where they don't yet exist.

Requirements

• Experience within healthcare or health technology, particularly EMR, revenue cycle management, or payer operations.
• Experience supporting board or investor reporting cycles.
• Experience using modern AI tools as part of your day-to-day workflow.
• Experience working within a distributed organization or a company undergoing rapid growth and scaling.
• Exposure to business intelligence tools or SQL.

Benefits

• Competitive salaries
• Remote/hybrid environment
• Potential equity compensation for outstanding performance
• Flexible PTO
• Company-wide sponsored lunches
• Company paid disability and life insurance benefits
• Company paid family and medical leave
• Medical, dental, and vision insurance benefits
• Discounted pet insurance
• FSA/DCA and commuter benefits
• 401k
• Complimentary subscription to digital fitness classes and wellness content
• Recovery suite at HQ – includes a cold plunge, sauna, and shower