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Trusty Oak Named “Freelancer Hiring Platform of the Year” in 2021 RemoteTech Breakthrough Awards Program


Annual Awards Program Recognizes Innovation in the Global Remote Technology Industry. 

AUSTIN, June 24, 2021 –  Trusty Oak, connecting the best US-based virtual assistants to driven entrepreneurs around the world, today announced that it has been selected as the winner of the “Freelancer Hiring Platform of the Year” award in the 2021 RemoteTech Breakthrough Awards conducted by RemoteTech Breakthrough, a leading independent market intelligence organization that evaluates and recognizes standout technology companies, products, and services empowering remote work and distributed teams around the globe. 

Trusty Oak combats small business burnout and helps companies grow by connecting entrepreneurs with high-value freelance virtual assistants based in the U.S. The Company’s technology platform streamlines the process of hiring a perfect-fit freelancer, as well as collecting meaningful information to further improve their unique matching system. 

Clients complete an extensive questionnaire before they begin, asking not only about the tasks they’d like to offload, but also about their work style, communication habits, challenges, and goals. This information is used to find the perfect-fit VA.

Once Trusty Oak matches a freelancer with a business, the company continues to support the relationship in order to ensure success. The Trusty Oak unique VA mentorship program helps mentor and coach the VA to be the best version of themselves with each client. Trusty Oak provides a custom onboarding experience for clients, complete with resources and guides to become better delegators and leaders. 

“Many platforms ask exhausted entrepreneurs to do the work of vetting and hiring themselves, reading through work samples, resumes, and reviews for hours before trying someone out. The Trusty Oak approach is different,”  said Bryan Vaughn, Managing Director of RemoteTech Breakthrough Awards. “Trusty Oak breaks through the remote technology market for freelancer hiring with a values-based culture, a strong network of interconnected, collaborative virtual assistants, and a commitment to transparency and accountability. Congratulations for being our choice for the ‘Freelancer Hiring Platform of the Year’ award.”

The mission of the annual RemoteTech Breakthrough Awards program is to conduct the industry’s most comprehensive analysis and evaluation of the top technology companies, solutions, and products in the remote technology industry today. This year’s program attracted more than 1,450 nominations from over 15 different countries throughout the world.

“Too many entrepreneurs are overworked, overwhelmed, and lonely. For these entrepreneurs who are ready for support, Trusty Oak has made all the difference. As one client put it, ‘Adulting is hard. Entrepreneuring is harder,’” said Amber Gray, Founder & CEO of Trusty Oak. “Partnering with us has allowed them to scale their business, organize their life, and accomplish goals that would have otherwise been out of my reach. This is why we do what we do. Thank you so much to RemoteTech Breakthrough. We are truly thrilled to receive this award.”

Each Trusty Oak VA is strenuously vetted with assessments and interviews. The vetting process takes weeks and whittles down hundreds of applicants to only a few qualified candidates. An accepted VA becomes part of a database of freelancers who are able to help clients whose needs evolve and scale. Many clients start with one VA and expand quickly as they realize the potential for more help, better outcomes, and faster scalability. 

About Trusty Oak

TRUSTY OAK provides US-based virtual assistant services to busy leaders, entrepreneurs, authors, and creative teams.

At TRUSTY OAK, our first focus is on earning and increasing trust between us and our clients, partners, and colleagues. Trust is equal parts character and competence, and we believe that when we work on developing these areas we are able to deliver the desired results for our clients.

We believe there is a real need for a company that brings an elite level of service, better communication, and to put it simply–a company that gets things done. We get the job done right the first time and without time-intensive oversight or management.

About RemoteTech Breakthrough

Part of Tech Breakthrough, a leading market intelligence and recognition platform for global technology innovation and leadership, the RemoteTech Breakthrough Awards program is devoted to honoring excellence in technologies, services, companies, and products that empower remote work and distributed teams around the globe. The RemoteTech Breakthrough Awards program provides a forum for public recognition around the achievements of technology companies and solutions in categories including messaging & communication, project management, virtual events, team collaboration, virtual offices, collaborative design, and more. For more information visit

Amber Gray

Amber Gray is the founder and CEO of Trusty Oak, an Austin-based virtual assistant company providing administrative and marketing support to small business leaders, authors, and creative teams. A people-first approach to hiring, along with a scalable growth model have positioned Trusty Oak as a flexible, dependable, and affordable alternative to hiring administrative and marketing employees. In 2021 and 2022, Trusty Oak was named Freelancer Hiring Platform of the Year, and in 2021 Amber was recognized as Austin Business Woman of the Year.

Before founding Trusty Oak, Amber spent five years at a rapidly growing digital agency based in Austin, TX. Four of those years, she was responsible for hiring and leading both local and virtual teams while working closely with clients ranging from CEOs to bestselling authors to build their brand online. As VP of Operations, Amber helped lead the company’s growth to #15 on Austin Business Journal’s Fast50 List in 2014.

As a female founder and leader of a company that has quickly established a recognizably special culture within a non-traditional workforce, Amber has energized and empowered women from diverse professional and personal backgrounds to go against the grain of historically standard female roles in business, technology, and leadership. Trusty Oak provides an opportunity for experienced admin and marketing professionals to work independently as freelancers, but with a supportive internal network consisting of other ambitious and resourceful remote workers.

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