[Remote] Part-Time Executive Operations Assistant

Note: The job is a remote job and is open to candidates in USA. Ascertain is building AI agents to automate the administrative work that burdens care teams. They are seeking a highly organized Executive Operations Assistant to support their Executive Team by managing calendars, coordinating meetings, and ensuring smooth follow-through on priorities. Responsibilities Managing scheduling and calendars for the Executive Team, including coordinating internal and external meetings across time zones, flagging conflicts, and protecting prep time Coordinating meeting logistics such as ordering lunches, booking rooms, and creating guest passes Preparing meetings (both virtual and in-person) by confirming agendas, collecting and distributing pre-reads, and setting up agendas and tasks in ClickUp Capture meeting decisions and action items, track follow-through, and follow up with owners on deadlines Assist with coordination between Marketing and Commercial teams, track deliverables and deadlines, and proactively flag gaps, risks, or missed follow-ups Skills Available 9am-5pm EST Adaptable and excited to learn Strong calendar management and prioritization skills Excellent written and verbal communication Comfortable working with tools such as Google Calendar, Zoom, and ClickUp Highly organized, detail-oriented, and proactive Ability to handle sensitive information with discretion Team player Experience supporting executives in a scheduling, operations, marketing, or administrative role Benefits Make a real difference: Your work will directly impact healthcare organizations and improve patient care. Join Ascertain in transforming healthcare with AI! Company Overview Ascertain empowers care teams with AI to reduce admin burden and streamline operations for health systems, payers & providers. It was founded in 2022, and is headquartered in New York, New York, USA, with a workforce of 11-50 employees. Its website is