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in all honesty this needs an amenities update, we make so much cash that at the end it becomes needles, so i think one way to spend all that money is to create a system in which you use that money to improve the state of the house, example you allocate some cash for the food, depending of the amount (predetermined as low, mid or high) you get different scenes and reactions with Anna, Josef and Adrian.

a weekly allowance for the family where they spent it on anything they want depending on the quantity allocated, again low mid or high and that triggers scenes, like for example a high allowance for anna allows her to buy expensive clothes to tease the MC or the others if in the sharing route to trigger events, same with Josef, he's spending money and that somehow attracts one of the many females we spent time with and triggers a scene, maybe one of the young ones like Amelia and same with Adrian, but with older women like with Katarina.

it would be a nice way to use the budget we get after the shoots, hell it could be used to even buy a new house, and i get it is heavy work, but it is just  thought for a future future update, not now.

that's simple, first off don't go to the porch and give beer to Josef, second actually have the first sex scene with Isabella, go to the office of Josef and talk to him about her, it is implied she was his ex-wife, he then joins you on the second meeting with Isabella, it is here that after it dialogue you can make josef leave without meeting him on the porch or push for the open relationship with anna and later with adrian.

you still can, that path is pretty much a shortcut.

that's easy, it is implied that he was once married to her.

as for how to trigger it, simply sleep with her once, then inform him, but do that before ever telling him about Starmaker, meaning bypass drinking with him on the entrance every Friday, a different scene triggers, which also triggers him going to talk with Anna and both admitting and opening their relationship, which also implies Josef starts sleeping with other women.

basically a shortcut to keep Josef around.