I like the core concept of loser but it definitely needs some adjustments.
You should be able to hold unlimited or at least a shitload of topics, because later on you start realizing fuckkkk a bunch of things I burned early on would be useful now. But you used them earlier because you cannot let them accumulate and fill your inventory.
I think the starting class you pick (athlete, persuader, gamer) should make you level up in that category of skills faster, rather than just giving you some starting bonus.
The idea of nudging the character personalities is cool but it's too time-consuming and you have to go through way too many intermediate stages. I think instead of being like A->B->C->D->E->F->G for a single freaking LI, instead there should be maybe 3 different "styles" and each one has three stages. So if you want Becky to be a prude, you get her to prude A then progress to B and eventually C. If you want her to be a punk then you get her to punk stage A, then progress to B and C. If you want her to be a party slut then you get her to party slut A then progress, etc. This would also make it less linear and add a ton of replay value.
It also needs to be a little less slow bc many times you are essentially only getting 3-5 interest in a given topic that you push them toward in conversation. And you have to skill them up in like 2-6 different freaking topics for EACH archetype, and work them through many many archetypes... the amount of conversations needed for just one character is STAGGERING. And I say this as someone who likes the grind overall - it's just too much on character archetype progression currently.
I think each skill needs to go up way more than 3 levels (guessing this is on the roadmap) because the game loses a ton of appeal/interest once you start maxing things out and you have to do actions over and over again but no longer gain any XP or topics of useful value from the action anymore. (So stuff like playing video games, watching TV, etc. to recover focus become annoying as fuck, they lose the 'treasure box' aspect / excitement because you no longer expect to get any bonus from it.)
The spycam concept needs work (also guessing this is planned) - you should be able to deploy them in more rooms and they should capture way more scenes, it gets tedious as fuck just uploading the same 2 scenes over and over for a single character. Also that whole system is confusing as fuck, why do videos only persist for 2 days? It seems like a way better system would be you upload to some site and you have X amount of storage, so when you get a BETTER video you might delete an older lower interest one to make room for the new hotter one. Uploading the same shit over and over and it only lasting 2 days is bad design and repetitive / boring.
This would be a big deal but, I also think it would be ideal if you don't stay in your house. Maybe eventually you can get your own place? It's kinda a little too heavily focused on your own family lol. Maybe the MC could go to college and be in the dorms or get an apt at some point...