EXECUTIVE ASSISTANT TO CEO

We’re looking for a highly adaptable Executive Assistant / Operations Partner to support a fast-moving CEO across multiple businesses. This is not a traditional EA role. It’s hands-on, dynamic, and ideal for someone who enjoys variety, ownership, and learning through action. You’ll be a true operational partner—managing day-to-day execution, communication, and follow-ups while helping bring structure to a constantly evolving environment. Schedule: Monday–Friday, 9:00 AM–5:00 PM Central Time (CT) Location: Remote
What You’ll Do Executive Support & Operations
Own inbox and calendar management across 4+ calendars and multiple businesses Handle client communications, scheduling, and follow-ups (payroll, tax optimization, advisory, coaching) Coordinate logistics for 1:1 and group coaching sessions, workshops, and networking events Book regional travel, manage expenses, and organize itineraries Draft and send emails in the CEO’s voice—clear, natural, and human Prepare agendas, meeting summaries, reports, and internal materials Consolidate calendars and identify efficiency improvements
Client, CRM & Administrative Work
Maintain CRM records, leads, and sales pipeline updates Track client deliverables, deadlines, and next steps Manage sensitive financial, payroll, and compliance-related documentation Build simple presentations, spreadsheets, and internal documentation Handle accurate data entry and basic reporting
Projects & Special Initiatives
Support experimental projects that may change direction quickly Assist with tasks across tech, HR, marketing, and finance as needed Take ownership of operational tasks the CEO shouldn’t be spending time on Provide weekly updates and move initiatives forward independently
What We’re Looking For
3+ years supporting founders, CEOs, or senior executives (less is okay if you’re highly coachable) Experience working in fast-paced, changing environments Strong written and verbal English C1< Comfortable with CRMs, Google Workspace, and/or M...