Executive Personal Assistant

Executive Personal Assistant (In-office Mon‑Fri, Austin, TX)

Location:

Austin, TX (Tarrytown residence + Downtown office)

Flighty is a 6‑year‑old, profitable, category‑leading travel technology company. The Founder & CEO is seeking a world‑class Executive Personal Assistant to provide seamless, in‑person support across business operations, household management, and personal life logistics. This role is ideal for a highly detail oriented operator who enjoys fastidious execution across a wide variety of tasks, anticipates needs before they arise, is excellent at using intuition to follow instructions and takes full ownership of outcomes.

• Document & Knowledge Management:
  Maintain clean, well‑structured internal systems - Drive, Docs, Sheets, SOPs, workflow templates.
• Light Content & Design:
  Draft polished internal and external communications in the CEO’s succinct tone; prepare clean slide decks and one‑pagers that reflect Flighty’s brand.
• Project Management:
  Run checklists across CEO initiatives, track deadlines, monitor execution, and ensure no task slips.
• Inbox Management:
  Triage emails, draft responses, create templates, elevate only when necessary; maintain exceptionally tight response times.
• Travel Coordination:
  Coordinate with the family and business travel agent to plan detailed domestic/international travel; create briefs, itineraries, contingencies, packing lists; ensure the CEO is always prepared.
• Meeting Prep & Follow‑Through:
  Prepare pre‑reads, talking points, research summaries, and post‑meeting follow‑up notes.
• Calendar Ownership:
  Design a highly intentional, priority‑driven schedule; protect focus time; sequence days for maximum productivity.

• Coordinate cross‑functional priorities with the team across the globe.
• Assist with team events, planning off‑sites, customer events, and light HR operations.
• Support early operations for side projects, launches, or new initiatives.
• Research deep‑dive topics quickly and present clear, concise options.

• Coordinate personal appointments (medical, fitness, wellness) and manage day‑to‑day admin: bills, mail, returns, DMV, travel docs, and online accounts. Source gifts, run errands, and handle light shopping. Support healthy routines and mental wellness. Plan occasional dinners, gatherings, and home‑hosted events - (Ongoing)
• Plan family travel, dining, and experiences. Research kids’ activities, camps, and tutors as needed.
  
  - Ongoing
• Household & Property:
  Oversee home vendors (cleaners, handyman, gardener, contractors) and coordinate maintenance and repairs across properties. Keep a single shared source of truth for schedules, checklists, and documentation. Oversee vehicle and boat logistics (maintenance, registration, detailing). (typically 1–2x/year).
• Financial & Administrative:
  Maintain organized records for LLCs, trusts, insurance, and personal files. Track receipts, expenses, and reimbursements, and produce a monthly spending summary. Liaise with accountant, financial advisor, and tax preparers. Support asset coordination as needed (signatures, closings, wires) (Ongoing).

• The CEO’s time, focus, and energy are protected and maximized.
• Home and office environments run smoothly with minimal input required.
• Travel, calendars, inboxes, and operations remain proactive - not reactive.
• Details are handled flawlessly; communication is clean, calm, and consistent.
• The EPA becomes a trusted partner, operating with full ownership and judgment.

• 5+ years’ combined EA/PA experience, including direct support to a founder, C‑level executive, or HNW individual.
• Experience working at a startup, tech company, or within a founder’s life ecosystem.
• Long tenure in past roles; demonstrated loyalty, trustworthiness, and stability.
• High IQ + high EQ: calm, intuitive, anticipatory, tactful.
• Extremely organized, detail‑driven, reliable, and solution‑oriented.
• Self‑directed operator who thrives in an early‑stage or fast‑moving environment.
• Exceptional communicator - clear, concise, direct, and professional.
• Comfortable working in‑person, hands‑on, and providing lifestyle +…