Executive Assistant to CEO & COO (Remote)

Overview

Maximus is a mission-driven consumer performance medicine telehealth company that provides men and women with content, community, and clinical support to optimize their health, wellness, and hormones. Maximus has achieved profitability, 8-figure ARR, and is doubling year over year - with a strong cash position. We have raised $15M from top Silicon Valley VCs such as Founders Fund and 8VC as well as leading angel investors/operators from companies like Bulletproof, Tinder, Coinbase, Daily Stoic, & Shopify.

About The Role

We’re looking for a proactive, detail-oriented Executive Assistant to support both our CEO and COO. This is a high-trust role that sits at the center of the company’s leadership operations. You’ll manage competing priorities across two executives, keep information flowing across a distributed team, and help ensure leadership can focus on the decisions that matter most.

This is an ideal fit for someone who thrives in fast-paced startup environments, is comfortable with ambiguity, and takes pride in being the person who makes everything run smoothly behind the scenes.

What you will own (Key Responsibilities)

• Calendar & Schedule Management: Manage complex, shifting calendars for both the CEO and COO, proactively resolving conflicts and protecting focus time
• Serve as the gatekeeper for executive time, using sound judgment to prioritize meeting requests, scheduling inquiries, and ad-hoc asks
• Coordinate across time zones (US, Canada, Latin America) to schedule internal and external meetings
• Meeting Preparation: Prepare agendas, supporting documents, and briefing materials for leadership meetings, board meetings, and investor calls
• Vendor Coordination & Procurement: Serve as the primary point of contact for our IT vendor and other operational vendors
• Research new vendors and tools as needed, preparing recommendations with pricing and capability comparisons
• Travel Coordination & Expense Management: Plan and book travel for leadership, including flights, accommodations, and detailed itineraries for offsites, conferences, and investor meetings
• Tracking and processing expense reports and managing budgets for the executive or department
• Recruiting & People Operations Support: Assist with onboarding logistics for new hires as the team grows
• Project Coordination: Assisting with special projects, research, and data compilation as needed by the executive.
• Event Planning: Coordinating company events, offsites, conferences, and team-building activities
• General Operations & Organization: Maintain and improve shared systems, documentation, and SOPs that keep the leadership function organized
• Take on ad-hoc projects as they arise, the nature of a startup means no two weeks look the same

What you bring (Qualifications & Skills)

• Required:
• 2+ years of experience in an executive assistant or senior administrative role, ideally supporting C-suite or founder-level executives
• Demonstrated experience in a remote-first environment, working across distributed teams and time zones
• Fluent English proficiency (C1+ level) both written and verbal. You’ll be drafting communications on behalf of leadership.
• Exceptional organizational skills with a strong attention to detail and the ability to manage multiple competing priorities
• Proficiency with Google Workspace (Calendar, Gmail, Docs, Sheets), AI tools, scheduling tools
• High degree of discretion and integrity in handling confidential information
• Proactive, solutions-oriented mindset – you anticipate needs rather than wait to be told
• Willingness to work Pacific Time (PST) hours to support CEO
• Preferred:
• Experience at a startup or high-growth company (Series A–C stage)
• Familiarity with ATS platforms (Ashby preferred, but Greenhouse, Lever, etc. are fine)
• Comfort with health tech, telehealth, or DTC consumer health businesses
• Experience supporting multiple executives simultaneously with competing demands

What We Offer

• Up to $1,500 USD/month
• Fully remote
• Direct exposure to startup leadership at a fast-growing health tech company
• Opportunity to grow the role as the company scales