Who is Ashley Trail?
Last updated
Ashley Trail, a 24-year-old Chicago bartender who moonlights as a Barstool Sports weather correspondent, is one of the 14 new houseguests on Big Brother 28 (2026). She grew up in Alton, Illinois.
Quick facts
- Age
- 24
- Hometown
- Alton, Illinois
- Current City
- Chicago, Illinois
- Occupation
- Bartender; Barstool Sports weather correspondent
- Show
- Big Brother 28 (CBS, 'Time Trip,' 2026)
- Prize at Stake
- $750,000
Why people are searching for Ashley Trail
Hometown coverage in Alton, Illinois, plus her Barstool Sports side gig, has given the Chicago bartender an early bump in attention among BB28's 14 new faces.
About Ashley Trail
Ashley Trail figures her job is her best cover story — because it isn't one. 'I am not a cop. I'm not a lawyer. I don't have to lie, and I can say I pour vodka,' the 24-year-old Chicago bartender said before entering the Big Brother 28 house, reasoning that a bartender reads as approachable and non-threatening compared to the occupations houseguests tend to lie about.
Trail grew up in Alton, Illinois, a Metro East community near St. Louis, and graduated from Alton High School. According to local coverage of her casting, she also works as a weather correspondent for Barstool Sports in addition to bartending at a popular Chicago bar. Her aunt, Ann Trail-Meredith, described her to the Metro East Star as 'extremely outgoing' and a determined goal-setter who sees Big Brother as a chance to open new professional doors.
In her preseason cast interview, Trail summed herself up in three words — 'outgoing, bubbly, and an oversharer' — and said the casting had her 'jumping up and down' internally with excitement and nerves.
She entered among the initial 14 houseguests during the 90-minute premiere on July 9, 2026, hosted by Julie Chen Moonves, in which the season's Time Trip twist split the newcomers into groups competing for early safety and the power to recruit returning reality TV icons into the game — the opening move of a twist-heavy summer with $750,000 on the line.
Frequently asked questions
Who is Ashley Trail on Big Brother 28?
A 24-year-old bartender living in Chicago, Illinois, and one of the 14 new houseguests on Big Brother season 28, which premiered on CBS on July 9, 2026. She's originally from Alton, Illinois.
What does Ashley Trail do for a living?
She bartends at a Chicago bar and, according to Metro East Star coverage of her casting, works as a weather correspondent for Barstool Sports.
Where is Ashley Trail from?
Alton, Illinois, near St. Louis — she graduated from Alton High School before moving to Chicago.
What is Ashley Trail's Big Brother strategy?
She's said her bartender job is an asset because it reads as harmless and she doesn't need to lie about it. Her three-word self-description: outgoing, bubbly, and an oversharer.
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