Windsor Group LLC

04/05/2026

Windsor Group LLC wishes a warm and joyful Easter to all who celebrate!

This season is a time for reflection, renewal, and connection with those who matter most. We hope the day brings moments of peace, positivity, and time well spent with family, friends, and community.

Happy Easter from all of us at Team Windsor!

04/03/2026

Windsor Group LLC has once again been named to the Inc. Regionals Mid-Atlantic list, earning its fifth consecutive year of recognition and ranking #35 in 2026.

This milestone reflects a continued commitment to consistency, strong ex*****on, and delivering high-quality work across evolving markets. The achievement is made possible by a dedicated team, trusted clients, and valued partners whose collaboration and support have driven sustained growth over the past five years.

Built over time through focus, discipline, and meaningful relationships, this recognition marks another step forward in Windsor Group’s ongoing journey.


https://www.linkedin.com/pulse/windsor-group-llc-earns-fifth-consecutive-ranking-inc-1sutc/

01/22/2026

Windsor Group LLC is pleased to announce it was awarded a contract/s for the Missile Defense Agency Scalable Homeland Innovative Enterprise Layered Defense (SHIELD) indefinite-delivery/indefinite-quantity (IDIQ) contract with a ceiling of $151B. This contract encompasses a broad range of work areas that allows for the rapid delivery of innovative capabilities to the warfighter with increased speed and agility.

For Founder and CEO Diedre L. Windsor, a retired U.S. Army veteran and former Air Defense Artillery Officer, this award represents a full-circle moment. Having served as a Fire Control Platoon Leader with the 1st Battalion, 43rd Air Defense Artillery Regiment (PATRIOT) in Korea, contributing to the missile defense mission from the operational side, reinforces Team Windsor’s enduring commitment to the warfighter and continued service in support of national security.



https://www.linkedin.com/pulse/windsor-group-llc-awarded-spot-151b-missile-defense-agency-gdsnc

01/19/2026

Today, Windsor Group LLC honors and celebrates the enduring legacy of Dr. Martin Luther King, Jr.—a leader whose courage, integrity, and unwavering commitment to service continue to guide meaningful progress across generations. His leadership reminds us that lasting change is rooted not only in vision, but in responsibility, empathy, and action.

We believe that each generation has a role to play in shaping a better future. Dr. King’s words remain especially resonant today: “The time is always right to do what is right.” They serve as a timeless reminder that principled leadership and thoughtful action are never confined by circumstance.

At Windsor Group, these values guide our work, our partnerships, and our commitment to building stronger organizations and communities.

01/02/2026

Happy New Year from !

As the sun sets on 2025, a year that tested many of us and brought lessons learned in abundance, we are grateful for the resilience that carried us forward. Like the dawn of a new day, 2026 arrives with renewed strength, fresh opportunities, and the promise of what’s possible.

Thank you to our clients, partners, and Team Windsor for standing strong and moving forward together. Here’s to continued growth, meaningful impact, and brighter horizons in the year ahead.



📸 12.25.25 Sunrise at Hammock Dunes, Palm Coast, Florida

12/24/2025

This holiday season Windsor Group LLC celebrates the partnerships, progress, and purpose that have defined our year.

We’re grateful to our clients, partners, and team members for your trust, collaboration, and dedication to excellence. Together, we’ve achieved milestones, delivered meaningful results, and strengthened our commitment to secure, high-quality professional services.
Here’s to a joyful holiday season and a new year filled with continued growth, innovation, and shared success.

12/18/2025

Windsor Group LLC is proud to announce the achievement of a trifecta of ISO certifications – ISO/IEC 9001, 20000-1, and 27001.

Alongside our CMMI Maturity Level 3 for Services rating, these milestones affirm the strength and maturity of our processes and our commitment to excellence.

Together, they highlight our team’s dedication and reinforce our focus on disciplined, scalable practices and the continual improvement of our service delivery.

Windsor Group LLC is proud to announce the achievement of a trifecta of ISO certifications – ISO/IEC 9001, 20000-1, and 27001. Together with the company’s CMMI Maturity Level 3 for Services appraisal rating, these milestones underscore Team Windsor’s continued commitment to operational maturit...

11/26/2025

Our gratitude runs deep—for the ability to serve, support, and champion those driving impact in our community and veteran network. Wishing everyone a warm and restful Thanksgiving.

10/03/2025

Windsor Group LLC Founder & CEO Diedre L. Windsor recently spoke with Roz A. Gee at Black Enterprise to discuss our company’s growth and legacy. The interview highlights Windsor Group LLC’s five consecutive years on the Inc. 5000 List of and how we’ve generated $90M+ in revenue since inception.

Diedre reflects on Windsor’s first prime contract in 2017, where she personally stepped into a secretarial role—despite having served as a senior executive in the federal government—to build our first record of past performance. She also shares what legacy means to her: ensuring Windsor is a company that takes care of its people, empowers small businesses, delivers impact for clients, and gives back to the community.

We thank Black Enterprise for featuring Windsor’s story.

👉 Check out the full article here: https://ow.ly/oezc50X6jqZ

09/11/2025

Today, on Patriot Day, Windsor Group pauses to remember.
We honor the lives lost on September 11, 2001, and the courage, resilience, and selflessness shown by first responders, service members, and ordinary citizens.

Patriot Day is a time to reflect on the enduring spirit of unity and service that emerged from tragedy. It reminds us that acts of bravery aren’t confined to the battlefield or frontlines—they happen wherever people step forward to help, protect, and support one another.

As a veteran-founded and operated company, we strive to carry those same values—service, courage, and dedication—into our work every day.

09/01/2025

This , we pause to honor the dedication and resilience of the American workforce—the backbone of our economy, the strength of our communities, and the promise of our nation’s future.

At Windsor Group, we know that progress is powered by people. Today, we celebrate their commitment, their contributions, and the enduring spirit of hard work that continues to define America.

Wishing you and your loved ones a safe, restorative, and meaningful holiday.