70% Executive Support • 30% Personal Support

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.

• Calendar Ownership: Design a highly intentional, priority-driven schedule; protect focus time; sequence days for maximum productivity.
• Inbox Management: Triage emails, draft responses, create templates, escalate 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.
• Company Operations:
• Coordinate cross-functional priorities with the team across the globe.
• Assist with team events, planning off-sites, customer events, and light HR operations.
• Support recruiting: interview scheduling, candidate coordination, ATS hygiene.
• 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.
• Support early operations for side projects, launches, or new initiatives.
• Research deep-dive topics quickly and present clear, concise options.
• Light office errands like shipping, ordering furniture, managing vendors

• Assist in healthy eating, habits, mental breaks, and overall wellness 
• Coordinate medical, wellness, fitness, and personal appointments.
• Manage personal bills, returns, mail handling, online accounts, DMV/travel documents.
• Assist with travel planning for family trips; book experiences, dining, and concierge-level logistics.
• Light personal shopping, errands, wardrobe organization, and gift sourcing.
• Plan small gatherings, dinners, celebrations, and home-hosted events.

• Overseeing home vendors: cleaners, handyman, gardener, contractors, home services.
• Research new vendors for interior design, renovation, appliances
• Coordinate maintenance schedules, repairs, inventory, packages, and light organization.
• Manage household accounts, bills, renewals, warranties, and subscriptions.
• Maintain documentation and shared checklists across households, ensuring a single source of truth for all operations.
• Keep home environment guest-ready and proactively resolve issues before escalation.

• Family vacations in Rocky Mountains every August, will mutually agree on accompanying or not 
• Coordinate with Nanny
• Keep CEO on schedule for family obligations
• Occasional driving between Tarrytown, downtown, and local appointments.
• Research activities, camps, tutors, or developmental programs as needed.

• Oversee vehicle maintenance, buying, selling, servicing, inspections, registration, fueling, and detailing.
• Run local errands: groceries, returns, event prep, pickups/drop-offs around Austin.

• Manage monthly spending summary
• Coordinate with accountant, financial advisor, and tax preparers.
• Track receipts, recurring expenses, reimbursements, and monthly summaries.
• Maintain organized documentation for LLCs, trusts, insurance, and personal records.
• Support light investment/asset coordination (signatures, closings, wires, vendor comms).

• 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 + family support.
• Must have: Driver’s license , ability to run local errands, and physical presence in Austin.
• Required Technical proficiency: 
• Familiar with or interested in flying and basic flight tracking.
• Google Workspace : Meet, Docs, Sheets (advanced-level skills preferred).
• Apple devices, macOS, Apple Mail, Apple Calendar
• File & Knowledge Systems : Dropbox, Google Drive
• AI: Gemini or ChatGPT
• Travel Tools : Google Flights 
• Nice to have technical proficiency:
• Slack
• Linear
• Front (shared inbox)
• Project & Task Tools : Linear and Apple Reminders
• Scheduling Tools : Cal.com
• Mercury Banking
• App Store Connect (Apple)
• Figma or Keynote for simple one-pagers and decks.
• Twitter
• LinkedIn

• In-person role (non-negotiable) in Tarrytown home (10%) + downtown office (90%).
• Exceptional attention to detail is non-negotiable. The CEO values precision and quality over speed; he would always prefer the task be done slowly and correctly the first time rather than rushed with avoidable errors.
• A strong bias toward zero repeated mistakes - learn quickly, adjust systems, and ensure improvements stick. 
• Proactive, high-ownership mindset - brings solutions, not problems.
• Flexible, reliable, and able to respond and act outside traditional hours when reasonable.
• Discreet, professional, and committed to confidentiality.
• Low-ego, team-oriented, and aligned with the Founder’s pace and expectations.

Benefits 

• Compensation: $120,000-$150,000 annual salary, depending on experience.
• Healthcare
• Eligible for industry-leading performance bonus
• Eligible for accompanying CEO on 1-3x annual world travel if the need arises

This role is designed for someone who wants to operate at the intersection of business, personal life management, and operational excellence. The right candidate will become an indispensable partner to the CEO and a central part of Client’s success.