Seems like he never thought this out long term or simply doesn't care?
He probably made a small fortune off the gay work. I remember him having tons of crossover, the regular bb gossip pages covered Jeffers/Hardwick a lot, and the gays absolutely loved the guy. I remember on early bodybuilding internet forums, the gay members would always bring him up, the videos and calendars he was selling, etc..... It was like straight men with Monica Brant, Amy Fadhli, etc....
I'm sure he started out like most of them, thinking that it would just stay in some hidden obscure part of the bodybuilding world, but then it exploded, and the money and praise was just too good.
He was also a guy that claimed to do no hardcore (man on man) work, so that helped put his mind at ease I guess.