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Executive Assistant to CEO

Job in Town of Vermont, Vermont, Dane County, Wisconsin, USA
Listing for: PlaneSmart! Aviation
Full Time position
Listed on 2026-07-30
Job specializations:
  • Business
    Office Administrator/ Coordinator, Business Administration
  • Administrative/Clerical
    Office Administrator/ Coordinator, Business Administration
Salary/Wage Range or Industry Benchmark: 60000 - 85000 USD Yearly USD 60000.00 85000.00 YEAR
Job Description & How to Apply Below
Location: Town of Vermont

Plane Smart! Aviation is a growing private aviation company (Part 91/135 flight operations) with a fast pace, high standards, and a “figure it out and make it better” culture. We’re hiring an Executive Assistant to work directly with our Chief Executive—someone sharp, organized, and people-savvy who can help keep priorities moving, communication clean, and operations running smoothly.

This is a great role for a senior or recent grad who wants real business exposure across departments including operations, accounting, sales, marketing, maintenance, etc.

What you’ll do
  • Own the CEO’s daily flow: calendar management, scheduling, reminders, prep materials, and follow-ups

  • Be the connector: coordinate across departments (charter sales, flight ops, maintenance, accounting, HR/recruiting, and customer experience) to keep projects on track

  • Turn chaos into clarity: organize information, track action items, and make sure commitments don’t vanish into the void

  • Help run effective meetings: build agendas, capture notes, assign next steps, and push updates until things are done

  • Support executive communication: draft emails, coordinate internal announcements, and keep stakeholders aligned

  • Hospitality & client support (when needed): assist with occasional VIP/client coordination—greeting, logistics, light event support, and making people feel taken care of

  • Process improvement: identify friction points and help standardize workflows (templates, checklists, simple SOPs)

What we’re looking for
  • Bachelor’s degree (4-year) in Business, Management, Marketing, Communications, Aviation Business, or similar

  • Strong organization skills and attention to detail (you catch things before they become fires)

  • Professional communication style—confident, friendly, and clear

  • Comfortable juggling multiple priorities and switching gears quickly

  • High discretion and good judgment

  • Tech comfortable:
    Microsoft Office, Adobe Acrobat Pro, Cloud Based Data Storage and Information Systems

  • Willingness to learn aviation terms, how departments interact, and how decisions get executed

Traits that win here
  • You’re proactive: you don’t wait to be told the obvious next step

  • You’re calm under pressure and don’t take urgency personally

  • You enjoy being the person who makes things work—smoothly and quietly

  • You’re curious about how a business runs (and you want real exposure, not “busywork”)

Work location
  • On-site in the Dallas–Fort Worth / Addison area (some flexibility depending on schedule and business needs)
Why this role is different

You’ll work directly with the CEO, learn how the company operates across departments, and build a foundation in real-world business operations inside private aviation.

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