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Benchmark Resiliency Spotlights – Tailwind Air

Honoring Tailwind Air During National Veterans Small Business Week

On November 2-6, the U.S. Small Business Administration (SBA) celebrates National Veterans Small Business Week, honoring the 2.5 million veteran-owned small businesses across the country. Each year, the SBA celebrates, connects, and empowers service members, veterans, National Guard and Reserve members, and military spouses during National Veterans Small Business Week (NVSBW). This year marks the seventh annual NVSBW.

As the COVID-19 pandemic continues, the SBA has been working to strengthen all small businesses as they work to pivot and readjust. As a result, these unique times drive this year’s National Veterans Small Business Week theme, “#VetBiz Resources in Your Local Community.”





This year’s theme highlights the breadth of free to low-cost entrepreneurial resources that veteran and military entrepreneurs can access right in their neighborhood – from seeking business counseling services from a local SCORE chapter, to visiting the Veterans Business Outreach Center (VBOC) in their area for help formulating a business plan. The goal of the SBA is to help veterans—those considering starting and working to grow their businesses – to see the importance of tapping into local resources while establishing strong community connections to thrive in the future.

This week, Benchmark is proud to celebrate Tailwind Air during National Veterans Small Business Week. Founded in 2014, Tailwind Air is a veteran-owned business that currently operates seaplanes and air shuttles out of the New York City area.





Currently, Tailwind Air holds daylight departures and arrivals to Manhattan’s seaplane base on East 23rd Street from mid-March to early December. The company’s seaplane service does not operate in low visibility, after dusk, before dawn, or on peak summer federal holidays. Tailwind’s seaplanes also take off and land visually by FAA statute, which means no takeoffs or landings occur during the evening or in poor weather conditions.

In addition, Tailwind’s aircrafts are amphibious, providing the ability to operate from both land airports and from bodies of water. In the water, Tailwind’s seaplanes operate as a boat, carrying marine equipment such as radios, as well as obey the same rules as other watercraft. Due to maneuvering capabilities in the air and rapid stopping ability, Tailwind’s seaplanes easily integrate among other watercraft and no special accommodations are required.


Tailwind owns, manages, and charters a diverse fleet of amphibious seaplanes, regional turboprops, and jets. All of Tailwind’s flights are taken on modern and efficient turboprop Cessna Caravan seaplanes, which are operated by two pilots and has the ability to hold up to eight passengers.

With an attention to detail that delivers the most comprehensive air shuttle services in the air and on the ground, Tailwind Air invites you to experience a travel experience that is a level above. To learn more about Tailwind’s seaplanes, please join the upcoming presentation to the Boston Community:

Virtual Community Meeting:

Tuesday, November 10, 2020 | 10:00am-12:00pm

Thursday, November 12, 2020 |7:00pm-9:00pm

Location: Zoom

Join from a PC, Mac, iPad, iPhone or Android

device: https://tinyurl.com/tailwindcommunitymeeting

Or by Telephone: +1-929-205-6099 Meeting ID: 883 2506 5929 Passcode: 259733

To RSVP and submit questions beforehand, please email: tailwindboston@gmail.com * This is an open public meeting and registration is not required.

About Tailwind Air

Tailwind is a veteran-owned FAA part 135 licensed and insured operator/manager of aircraft based in White Plains, NY (HPN). To find out more about Tailwind Air, enquire about charter, or talk about your fleet management needs, visit at www.flytailwind.com or email at info@flytailwind.com. Follow Tailwind Air on Instagram, @tailwind.

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