FlyUSA

FlyUSA

Global private jet charter broker

Overview

FlyUSA connects travelers with private jet charter options by acting as a broker that links clients to a global network of FAA- and CAA-certified aircraft operators. It does not own the planes but arranges flights on behalf of clients, handling bookings and earning booking fees and commissions. The service works by leveraging relationships with local Fixed Base Operators (FBOs), operators, and pilots to ensure safety, consistency, and personalized support, while offering competitive prices. The key aim is to deliver a seamless, luxurious travel experience with high safety standards and cost-effectiveness. In short, FlyUSA helps people travel privately by coordinating flights through trusted operators across more than 20,000 destinations, focusing on safety, reliability, and personalized service to stand out from other brokers and charter providers.

About FlyUSA

Simplify's Rating
Why FlyUSA is rated
C+
Rated C on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Automotive & Transportation

Aerospace

Company Size

51-200

Company Stage

N/A

Total Funding

$600K

Headquarters

Clearwater, Florida

Founded

2020

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Simplify's Take

What believers are saying

  • May 2025 TRYP and MySky acquisitions lifted managed aircraft from 24 to 28.
  • FlyUSA's charter fleet rose from eight to 12 aircraft, expanding Southeast coverage.
  • December 2024 Freedom Jet Card and Ascend Club deepen recurring revenue.

What critics are saying

  • FlyUSA must reimburse Clearwater's local match and overruns, tying cash to 2027 construction.
  • As a broker, FlyUSA depends on third-party operators, exposing margins to safety or availability shocks.
  • A Part 135 accident by a vendor would crush trust and trigger FAA scrutiny.

What makes FlyUSA unique

  • FlyUSA controls Clearwater Executive Airport with Paradise Ventures, anchoring local supply and services.
  • The 2026 terminal adds headquarters, FBO space, flight school, and simulator under one roof.
  • FlyUSA blends charter brokerage, aircraft management, and membership products across Florida's private aviation market.

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Funding

Total Funding

$600k

Above

Industry Average

Funded Over

1 Rounds

Convertible funding comparison data is currently unavailable. We're working to provide this information soon!
Convertible Funding Comparison
Coming Soon

Benefits

Health Insurance

Dental Insurance

Vision Insurance

Health Savings Account/Flexible Spending Account

401(k) Retirement Plan

401(k) Company Match

Wellness Program

Life Insurance

Paid Vacation

Paid Sick Leave

Paid Holidays

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

0%

2 year growth

3%
PR Newswire
Aug 12th, 2026
FlyUSA hits Inc. 5000 for third year as CEO Barry Shevlin secures 14th appearance

FlyUSA has secured a place on the Inc. 5000 list for the third consecutive year, marking it as the fastest-growing company in private aviation. The Tampa-based firm grew revenue from $22 million in 2022 to $73 million in 2025, whilst expanding its workforce from 25 to over 100 employees and its client base from approximately 800 to more than 2,000. The recognition marks the 14th Inc. 5000 appearance for a company led by CEO Barry Shevlin, who previously guided Vology to 11 consecutive list appearances. FlyUSA ranked 45th nationally in 2024 with 6,071% three-year growth, returning at 419th in 2025 with 966% growth. The company aims to reach 100 managed aircraft and $500 million in annual revenue by 2032.

WYVERN
Apr 10th, 2026
New heights for FlyUSA by achieving WYVERN Wingman status!

New heights for FlyUSA by achieving WYVERN Wingman status! CLEARWATER, Florida (April 10, 2026) - FlyUSA has secured its designation of WYVERN Wingman Certified Operator by achieving Wingman status through the Flight Leader Program with quarterly coaching by WYVERN. The WYVERN Wingman Standard, the first air charter audit standard in the aviation industry, provides a safety benchmark that allows air charter customers to assess performance expectations against recognized industry best operating practices before purchasing air charter services. "Achieving WYVERN Wingman status reflects the standard we hold ourselves to every day. At FlyUSA, safety is our highest core value and drives every decision we make," says William Holtz, FlyUSA President. "This recognition reinforces our commitment to delivering a consistent and dependable experience for our passengers and partners." The industry-leading WYVERN Wingman Standard provides a validation that ensures an operator's performance is among the highest in the industry, allowing clients assurance of safety excellence. The scope of the evaluation includes a review and assessment of the organization's compliance management system, internal evaluation program, Safety Management System, Human Factors Management, Safety Culture Analysis, risk management policies, procedures, and practices, emergency response plans, and training programs. "FlyUSA's certification as a WYVERN Wingman Operator sets them apart from other operators in the air charter industry," says Andrew Day, WYVERN Chief Operating Officer. "This achievement validates their commitment to attaining and maintaining an enduring safety culture that elevates their performance above other operators who are just beginning to embrace the value of formal safety risk management." About FlyUSA FlyUSA is a modern private aviation company delivering streamlined, client-focused air travel solutions through a blend of industry expertise and innovative technology. Established by experienced aviation professionals, the company was built to simplify private flying while maintaining uncompromising standards of safety, efficiency, and service. Operating across the United States and internationally, FlyUSA provides a full range of aviation services, including on-demand charter, jet card memberships, aircraft ownership solutions, and comprehensive aircraft management. By integrating these offerings within a single ecosystem, the company ensures a consistent, transparent, and high-quality experience tailored to each client's unique travel needs. FlyUSA distinguishes itself through its operational control and forward-thinking approach, combining in-house capabilities with a digital platform that enhances visibility, responsiveness, and convenience. Clients benefit from personalized support, flexible travel solutions, and access to a growing fleet designed to meet a wide range of mission profiles. With a focus on delivering exceptional experiences, FlyUSA is dedicated to making private aviation more accessible, reliable, and tailored to each client, helping travelers move seamlessly, efficiently, and comfortably wherever they need to go. About WYVERN Since 1991, WYVERN has been a trusted leader in aviation safety, providing auditing and certification services to Fortune 100 companies that demand the highest standards for air charter operations. To advance safety across the industry, WYVERN developed the Wingman Standard - the first comprehensive code of best practices for private and business aviation - setting the benchmark for excellence in flight operations, aircraft maintenance, and safety management systems. Today, WYVERN is a globally recognized aerospace service provider, certified to ISO 9001 and ISO 27001 standards. Its clients include energy and power companies, aircraft manufacturers, corporate flight departments, charter operators and brokers, air medical providers, hospitals, fixed-base operators, and maintenance organizations worldwide. WYVERN Ltd empower aviation stakeholders to make confident, informed risk management decisions through industry-leading education, training, consulting, auditing, coaching, advanced risk management software, and a comprehensive aviation safety intelligence database. Driven by a commitment to continuous improvement, WYVERN pursues a clear vision: a world where every aerospace service provider operates with a strong and sustainable safety culture.

Intelligence360 News
Oct 29th, 2025
FlyUSA raises $7.5M in funding

FlyUSA, Inc. has filed a notice with the U.S. SEC for an exempt offering of securities to raise $7.5 million in new funding. This filing is required under federal securities law for companies selling securities without registration under the Securities Act of 1933, specifically under Rule 504 or 506 of Regulation D or Section 4(a)(5). The notice must be filed within 15 days of the first sale.

Travel Daily Media
Aug 22nd, 2025
FlyUSA Recognized as the Fastest-Growing Private Aviation Company in the USA

Of the 5,000 companies, FlyUSA is also the 51st fastest growing in Florida and 10th fastest in the Travel and Hospitality Industry.

Business Airport International
May 6th, 2025
FlyUSA expands in Florida with double acquisition

Florida-based private aviation provider FlyUSA has acquired TRYP Air Charter and its affiliated company MySky Aviation Solutions.

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