RSS

LGBTQ+ Progress Awards 2025

LGBTQ+ Progress Awards 2024 presented by Cream City Foundation

Presented by

Cream City Foundation
Program sponsor:
Johnson Financial Group
Potawatomi Casino and Hotel - Milwaukee
Marcus Performing Arts Center
Vivent Health
UW Credit Union
GMF Logo - 2025

2025 LGBTQ+ Progress Award Winners

Since 2015 the Shepherd Express has recognized individuals, organizations and businesses that have made significant positive, lasting impact on the LGBTQ community’s progress in its struggle for equality. The awards represent all facets of the community from the arts, entertainment and education to social justice and philanthropy. Longevity of commitment is one of many criteria for the award. This year, several recipients have 50 or more years of dedicated engagement. Cumulatively, the eight awardees account for nearly three centuries of service. Their brief biographies and histories printed here cannot do justice to their contributions.

The 2025 Shepherd Express LGBTQ+ Progress Awards

The Shepherd Express 2025 LGBTQ+ Progress Awards' dinner will be held in Milwaukee on Thursday, August 7th at Potawatomi Casino & Hotel.

Potawatomi Casino | Hotel- Serenity Room

August 7, 2025

5:00-8:00pm

Registration & Cocktail Mingle- 5:00-5:50pm

Dinner & Awards Presentation- 5:50-8:00pm

Get Tickets

Hosted by Dear Ruthie, it will be a night of food, live entertainment, and most of all, FUN!

Check out a gallery of photos from last year's event here.

The following are the 2025 awardees:

Pathfinders: Equality

Founded in 1970 by an alliance of Plymouth Church and UWM faculty, students and Eastside residents, Pathfinders began as a shelter for runaway youth. It merged with the Counseling Center of Milwaukee, an organization formed to address the mental health needs of the city’s low-income populations. After years of planning, Pathfinders launched Q-Blok, a specialized housing program and comprehensive mental health service dedicated to homeless LGBTQ youth. A drop-in center provided a safe shelter space as well as basic needs services and case management. Since then, Pathfinders’ programs have continued to expand to include parental support, education and group homes. In recent years it has focused on highly vulnerable youth facing sex trafficking and aging out of foster care. Today the non-profit organization serves over 5,000 youth annually and remains committed to its mission to ensure young people are “safe, healthy, independent, successful and valued.”

Sponsored by:

TBA

WUWM: Media

Sponsored by:

TBA

DA Leonard & Michael Ross: Activism

After meeting in 1984, DA Leonard and W. Michael Ross became inseparable. Upon the national recognition of marriage equality, they married in 2016. Ross passed away in 2024. Their relationship was not only personal but also one of common commitment to their LGBTQ community. As members of the National Association of Black and White Men Together’s Milwaukee chapter, both served on its board in various capacities with Leonard also serving on the national board. Ross, as “Miss Echo Chambers,” performed at NABWMT’s national conventions as well as locally and was first to win the title “Miss Black Gay Wisconsin.” Following the Dahmer killings, he served on a committee to enhance police LGBTQ training. Leonard participated in groups ranging from SSBL to Dignity Milwaukee. Through the UWM-LGBT Resource Center, Ross and Leonard endowed a scholarship that has dispersed nearly $100000.

Sponsored by:

TBA

Maria Cadenas: Philanthropy

In Spring of 2005 Maria Cadenas became Cream City Foundation’s executive director. During her tenure Cadenas expanded CCF’s mission. In addition to raising funds for LGBTQ community organizations, CCF itself become an instrument for social change to generate equality and build community. She was especially engaged in addressing the common goals of people of color and the LGBTQ community. Her efforts succeeded in creating seven new donor advisement funds and three targeted funds for the arts, athletics and youth. In 2008 CCF launched “Gay Neighbors,” a billboard, poster and web campaign that sought to give Milwaukee’s greater population insight into LGBTQ lives and issues. Under her leadership and fund raising, over $72,0000 was distributed to LGBTQ programs with an additional $200,000 disbursed through a partnership with the Greater Milwaukee Foundation. Upon her departure in 2011, Cadenas left CCF with assets of over $850000.

Sponsored by:

TBA

Dale Gutzman: Arts

Dale Gutzman, impresario, playwright, actor, director and novelist, made his artistic mark on Milwaukee’s cultural life over several decades. However, his contributions to the city’s queer stage scene are among his greatest achievements in the cause of LGBTQ progress. Opening his 40-seat black box Off the Wall Theatre at the end of the 20th century in the heart of Milwaukee’s theater district, he quickly became (in)famous for his quirky, idiosyncratic and, more often than not, queercentric interpretations of the masters. Unbridled and unapologetic, whether Moliere, Shakespeare, Brecht, Williams or Chekhov, his own works or reworks (his drag version of Mommy Dearest), our “tortured genius” as a critic once called him,offered his LGBTQ and non-LGBTQ audiences a mirror and a looking glass. Closing OFW in 2020 under the duress of the pandemic, Gutzman turned to writing novels, over a dozen in all, based on gay themes and characters.

Sponsored by:

Marcus Performing Arts Center

Jeff Morin: Education

Jeffrey Morin’s over 10-year long history as Milwaukee Institute of Art and Design president is highlighted by a litany of successful diversity programs, partnerships and strategic outreach to underserved communities. Among them are the establishment of MIAD’s Equity and Inclusion Center that includes a collaborative partnership with Milwaukee’s LGBT Community Center. In fact, 60% of MIAD’s student body identifies as LGBTQ+ with 25% as transgender or nonbinary. Under Morin, MIAD also nurtured a partnership with LGBT milWALKee’s House of History. In 2024 the Wisconsin LGBTQ Chamber of Commerce named MIAD “Nonprofit Business of the Year” in recognition of these programs. Among his many professional affiliations, Morin is a member of LGBTQ Presidents in Higher Education. In a 2022 interview Morin succinctly expressed MIAD’s mission, saying “We are teaming with creatives who live with courage, integrity, and kindness. And we are genuinely committed to inclusion, innovation, and community.”

Sponsored by:

TBA

Diane "Legs" Gregory: Pioneer

,p>A native Milwaukeean, Diane “Legs” Gregory has been a dynamic force in Milwaukee’s LGBTQ community for decades (over five, in fact). Ever since her first foray into The Factory, that infamous gay bar on Broadway, she has immersed herself in Cream City’s queer life. She performed as an entertainer and dancer in countless shows at every club that had a stage, tended bar and played softball for the Beer Garden, a popular women’s spot in the 1970s. In 1985 she joined Fest City Singers. Her joyful experience singing with that group soon shifted to the somber reality of performing for funerals for the victims of AIDS. Her advocacy and service in their varied manifestations are notable, too, for their unifying of the gay and lesbian communities. In 2023 Gregory received a commendation from the Milwaukee County board of supervisors. Today she is a member of the Wisconsin History Project’s board.

Sponsored by:

TBA

Bill Wardlow: Business

When Bill Wardlow moved to Milwaukee from his hometown of Waterloo, Iowa, he immediately became involved with the local LGBTQ community. That engagement grew exponentially over the years. After a stint as a popular bartender, in 1998 he and a business partner opened Fluid Bar in the heart of the gayborhood on South Second Street. Eventually, he became sole proprietor and made his establishment into a welcoming social hub. As one of the founders of the Milwaukee Metro Tennis Club, the sponsor of a SSBL softball team, host of countless holiday parties, drag events and fundraising charity benefits for a myriad of causes, Wardlow touched Milwaukee’s LGBTQ community with his positivity, generosity and humanity. He currently serves on the Wisconsin LGBT History Project advisory board. Wardlow was recently recognized with a City of Milwaukee Mayoral Proclamation for his enduring public advocacy.

Sponsored by:

TBA

In Memoriam:

  • Carl Bogner, Milwaukee LGBT Film/Video Festival
  • Donna Utke
  • Rick Finger, Sheldon Schur
  • Ron Geisman
  • Bob Moore, Founder of GAMMA
  • Julia Kleppin
  • Craig Schooniger