Photo Feature: Lifetime Entrepreneurship Award celebrates Phil and Ann Winslow

Phil and Ann Winslow of Winslow BMW were honored with the 2021 College of Business Lifetime Entrepreneurship Award at one of the first large-scale celebrations at UCCS since last March.

In one of the first large-scale events since last March, UCCS honored business leaders and philanthropists Phil and Ann Winslow with the 2021 UCCS College of Business Lifetime Entrepreneurship Award at the Ent Center for the Arts.

BMW is an international brand, but to Colorado Springs’ residents, Winslow BMW is a family-owned business that is characterized by loyalty and quality. With a 60-year legacy of entrepreneurship and philanthropy in Colorado Springs, the Winslows have not just been integral to the automobile industry of the region, but have also made a mark on the Colorado Springs community.

Notably, the Winslows have been strong supporters of UCCS student scholarships. Over the past four decades, they have made significant contributions to the Karen Possehl Women’s Endowment, which supports women who are starting or returning to college after overcoming significant personal adversity, and the Reach Your Peak scholarship, which supports middle-income students who require financial assistance to make their education possible. They have also supported college-level scholarships, including the Robert Knapp Scholarship in the College of Business and the John Suthers Scholarship in the School of Public Affairs.

Since 2009, the UCCS College of Business has honored entrepreneurs who have transformed the local economic landscape with the Lifetime Entrepreneurship Award. The 2021 celebration was a fundraising event supporting the UCCS College of Business Alumni Association and the newly launched College of Business R.O.A.R. Program, which connects alumni, employers and community professionals to students through career exploration, internship and mentorship.

See photos from the event below. Photo credit: Gabby Hensley.

This year, the Lifetime Entrepreneurship Award celebration took place at the Ent Center for the Arts. Phil and Ann Winslow were one of the original capital investors in the building.
Classic cars were a theme of the event in honor of the Winslows’ deep ties to the Colorado Springs automobile industry.
In addition to supporting student scholarships, the Winslows have given generously to UCCS Fund For Excellence, which provides flexible support for the campus’s most promising priorities.
Attendees at the event included campus leaders, past Lifetime Entrepreneurship Award recipients and champions of UCCS.
Former LEA honorees in attendance included Jon Medved, Jim Berger, Brenda Smith, Ed and Mary Osborne, Lyda Hill and Gary Loo.
Chancellor Venkat Reddy and Lyda Hill smile for the camera. Lyda Hill’s challenge gift launched the Lyda Hill Institute for Human Resilience at UCCS, and Hill is a former LEA honoree herself.
Former CU Regent Kyle and Sally Hybl, both champions of the Ent Center for the Arts and longtime friends of the Winslows, served as emcees for the event and made personal remarks about the Winslows’ entrepreneurial impact on the region.
Karen Markel, Dean of the College of Business, proposes a toast to the Winslows.
Chancellor Venkat Reddy and Dean Markel present the Winslows with their awards.
From left to right: Kyle Hybl, Sally Hybl, Phil Winslow, Ann Winslow, Chancellor Venkat Reddy, Dean Karen Markel.
Ann Winslow’s passion for cars was apparent from an early age. She has blended a love of automobiles with business acumen and a community focus. In 2011, she was honored as a Colorado Springs Business Journal’s Women of Influence for her professional accomplishments and dedication to the community.
At just 24 years old, Phil Winslow became the youngest Volkswagen dealer in the country and has since driven decades of continuous growth and success for formerly-named Phil Winslow Motors, Inc. and now Winslow BMW of Colorado Springs. With an affection for education, Phil Winslow was appointed by both Republican and Democratic governors of Colorado to serve 10 years as a trustee of the State Colleges of Colorado and has served UCCS and the local school systems in various capacities.
While they work as a team, Phil and Ann were recognized with individual awards honoring their distinct contributions to the Colorado Springs automotive industry and their passion for education, student success and the betterment of their community.

Learn more about the current and past recipients of the Lifetime Entrepreneurship Award on the College of Business website.

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