Ok, I still think what I said earlier but your advices were good and I think I got it. The key was Tiffany Alexandria, Cassandra's daughter, and the helpers, as you say, I was just needing details. Now I have them. If you want to play again, or someone new read this, I'll write what I just discovered.
1. Yes, at first you want to lose as fast as possible and you need to be patient because that DOESN'T HAVE TO CHANGE to get control over Cassandra. You can keep losing but as you progress, you can prevent her from getting glory so she will never really win. IN FACT, this is what you want. You want to keep losing for as long as possible because once you start winning, Cassandra switches tactics and the game changes to be more challenging. So just keep losing during work and then, sabotage her from behind so she can't leave you too far behind in the race.
2. That's done through her daughter. You can find her in the educational district, protesting randomly. Then you can visit her, but for some time you'll get nothing out of her. You need to blackmail Cassandra, her mother, to the point that you can start a conversation about her daughter, the right cell has a different color so just advance that trait. Once you unlock that dialogue about Tiffany's name (dumb but funny that this is the key), then you can visit Tiffany and start her corruption.
3. Once you turn the golden daughter card into the trash daughter card, with every battle Cassandra will lose glory even if she wins. Of course, try to prevent her to get work done.
4. To do precisely that, the allies are the key.
4.1. Anthony, the pimp
You can find him randomly at the ghetto, then you can visit him. To recruit him, you need 3 hoarding money cards, which are found in a few places but I got them in the ghetto, randomly. You need 3 MORE since the first one doesn't seem to be tradable.
Once that's done, you give him those cards and voilá, you have Anthony. Anthony's ability is extremely powerful, he can get up to 3 distraction cards (useless cards) into Cassandra's deck. Since cassandra's deck isn't so big, this is huge to win time and momentum during battles. To upgrade him to level 2, you need Karen and to upgrade him to level 3, you need another 3 hoarding money cards. Easy.
4.2. Bubble, the whore
You find her randomly in the red district but you can do nothing with her until you recruit Anthony. The game doesn't tell you but that's the condition. Some money and the pimp. Then she joins you.
She has a ridiculously powerful skill, she can draw 2 cards for you, up to three times. To upgrade her, just visit her and pay for her services. Every time she gives you a huge amount of energy and after a few tries, she will upgrade to level 2. For level 3 you need to pay 180 energy but it's totally worth it since by that time energy isn't probably that important anyway.
4.3. Karen, the secretary (the other whore)
She is in the news office and she is very, very easy to recruit and level up. You just need some money and visit her a few times.
Her skill is pretty good if you suck at management (like me). Up to three times, she reduces the cost of the next card you use to 0 energy. This allows you to get out of impossible situations. She is also the key to improve Anthony as I already wrote.
4.4. The ex-husband
I don't even remember his name. He is useful at the start of the game just by existing, he allows you to slow Cassandra down a little bit but for now I think he is neglectable. He is in the business district and he is very easy to recruit. Just find him and he is yours.
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Right now I don't know how I could lose but the game has changed quite a bit. It feels closer to Witch Trainer from Akabur and kind of proves that good writing is more important than good graphics, even if there are actually a bunch of very decent cg pics anyway.
Thanks a lot for your help. The game actually deserves the effort in my opinion.
