As Pinit Ngarmpring, he was a CEO and sports promoter, well known in the world of Thai soccer.
Now, under her preferred new name of Pauline Ngarmpring, she's pursuing a bid to become the country's first transgender prime minister.
The 52-year-old is one of three candidates put forward by a political party for the post in next month's general election.
She says she wants her nomination to bring hope to the marginalised and to open up political space for future generations of LGBT people.
With over a month to go before the March 24 polling day, she campaigned this week in one of Bangkok's more infamous nightlife areas.
Many vulnerable or exploited people work in this twilight zone of go-go bars, cheap hotels and massage parlours. It's exactly the constituency the Mahachon party seeks to represent, and she's eager to hear their concerns..
The Mahachon party is contesting some 200 seats in the 500-member House of Representatives. About 20 of the candidates are openly LGBT. Pauline joined only last November. Now, as their second-ranked nominee for prime minister, she finds herself a political trailblazer, a unique symbol of the fight for equality.
It's fine, she said, even if she cannot achieve her goal of becoming prime minister "because I am the first one who dares enough to announce . 'hey, we can do it!"'
"We are not saying we are better than male or female," she said. "We just want to say we are equal."
Until three years ago, Pauline was Pinit: a father of two, a reporter turned businessman who became well known by founding a soccer fan association that became influential in Thai sporting circles.
Since her gender transition she's made it her mission, she said, to educate society. Her new political role gives her the perfect platform to counter those who still view LGBT rights - and her candidacy - with skepticism.
"Nowadays people say, 'Oh you are transgender? You want to become our prime minister. It's going to be funny, it is going to be a very strange story,"' she said.
"But I don't think that way," she said.
"Whatever you are, you have your value. You love yourself and then you share with people."
LGBT activists have praised her effort.
But, even given the country's traditionally accepting view of sexual fluidity, she knows she is not destined to lead the country.
"I will not be a prime minister. But it doesn't matter. It will take some time and it is not going to be the end of the world after the next election," she said.
"It doesn't have to be me. It can be the next generation."
Australian Associated Press
