On October 15, 2008, Mackenroth unveiled a custom-designed wedding gown crafted entirely of condoms as a visual reminder of the importance of safer sex and correct, consistent condom use for San Francisco's Project Inform.[5][6]
In 2008, Mackenroth also he appeared as an extra in the Sex and the City movie as "Hot Guy #17."[7]
Swimming
Mackenroth was a competitive swimmer in elementary and high school and continued competing after college[8] at the Masters level. Jack has earned three All-American titles and in the summer of 2006, he set a national record for the breaststroke leg of the 4 x 50 meter relay at the Masters World Championships in Stanford, California.[9][citation needed]
Mackenroth first competed in the Gay Games in 1990 in Vancouver, British Columbia, without a team but won a bronze medal in the 50-meter breaststroke. He has won at least one gold medal in every one of the international competitions since.[10]
His mother watched his relay team set the national record at the 2006 Gay Games.[8]
Mackenroth was solidly in the middle of the competition from the very start and never appeared in the "bottom three."[14] The third challenge, however, allowed him to showcase his talent in developing menswear. The challenge was to create a three-piece menswear outfit for guest judge Tiki Barber. Mackenroth won the challenge[15] and his winning design was then worn by Barber during an appearance on The Today Show.[16]
Withdrawal from competition
At the fifth challenge, Mackenroth decided to withdraw after a contagious staph infection. After leaving the show, Mackenroth spent five days in the hospital recovering from the infection (MRSA) [17] where he received an IV antibiotic twice daily.[18]
"Living Positive by Design"
In 2008, Mackenroth partnered with Merck & Co., Inc. to launch a national HIV and AIDS education campaign called Living Positive By Design.[19] Living Positive By Design events have been held in Miami/Fort Lauderdale, Florida at the 2008 United States Conference on AIDS (USCA), Atlanta, Georgia and in New York City at the Gay Men's Health Crisis (GMHC) Fashion Forward 2008 fundraiser.
HIV
Mackenroth was the first spokesperson for the anti-stigma campaign HIV Equal. The hope being that people will finally stop using the term HIV in a derogatory manner and stop discriminating against people with HIV. He has also served as the media strategist at Housing Works - a non-profit in New York, which fights the dual crisis of homelessness and HIV/AIDS where he created the Prep Heroes Campaign prepheroes.org. He was a spokesman for the Merck Pharmaceuticals HIV Education Campaign, "Living Positive by Design" for four years.
In January 2016, he was named Wet Platinum Man of the Year for 2015.[citation needed]
Most recently he created the "HIV Shower Selfie Challenge" media campaign which went viral and achieved over 26 million impressions in one week using the hashtag #weareallclean. The campaign was translated into eight languages and covered in over one hundred media outlets.[citation needed]