So I ask you all, In your definition, what is a sadcow and how do you become one?
I'd usually define a sadcow as someone who at one point was relatively well off in life (or at least seemed that way), before mental illness or something took a heavy toll on them. Someone already mentioned Terry A Davis was a sadcow, and I'd agree to an extent especially after he got kicked out of his parents house (I'd categorize him as both a sadcow and a skitzocow), but I think someone who sums up the sadcow label even better than Terry does is
Narcissa Wright, especially since Narcissa's downfall was in front of the internet unlike Terry.
Narcissa Wright used to be known as Cosmo Wright, and he was a famous speedrunner, appearing at GDQs in their heyday, completing the famous 18:10 speedrun, and helping found community sites.
Eventually he ended up snapping after a unholy combination of events (hand damage from streaming, a loss at the Nintendo World Championships, losing his GF, his tranny friend killing himself, losing his records), and this led to him becoming a tranny known as Narcissa Wright, who summed up everything wrong with the T in LGBT.
He's broke living off money he made from his streaming days and money from tranny chasers/other troons, as he not only doesn't have a job but he said he'd rather kill himself than work a job. His streams involve him whoring himself out, suicide baiting, bitching about how much he hates himself, and maybe streaming a game once in a while, all while telling the world he's still a speedrunning god. He was banned from Twitch after being given far more chances than an average partner on the site. Most of the time when he talks while streaming he's bitching about either the haters who are giving him advice, or about how pathetic his life is, and how the only way you can help is to give him more money.