In August 2009, Wineman won the title of Montana's Junior Miss 2010.[8][1] (Her sister Amanda won the same title for 2011.)[8] She was not a finalist for the national title.[9]
In January 2010, Wineman won first place for Humorous Solo at the 2009–10 Montana State Drama, Speech and Debate championships.[10]
Miss Montana 2015
Wineman entered the Miss Montana pageant in June 2015 as one of 14 qualifiers for the state title.[11][2] Wineman's competition talent was a piano solo of music from the Pirates of the Caribbean movies.[12][5] Her platform is "Growing Compassion: One Scene at a Time" which emphasizes empathy and verbal communication.[3][4]
Wineman won the competition on Saturday, June 13, 2015, when she received her crown from outgoing Miss Montana titleholder Victoria Valentine.[2][12] She was also chosen as "most photogenic" and won the "Outstanding Interview" award.[5][4] Wineman earned more than $5,000 in scholarship money and other prizes from the state pageant.[5][13] As Miss Montana, her activities include public appearances across the state of Montana.[2]
Vying for Miss America 2016
Wineman was Montana's representative at the Miss America 2016 pageant in Atlantic City, New Jersey, in September 2015.[3][14] In the televised finale on September 13, 2015, she placed outside the Top 15 semi-finalists and was eliminated from competition. She was awarded a $3,000 scholarship prize as her state's representative.[15][16]