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how do I get the boss position? Keep taking loans and doing over time but I’m unable to get that event

You have to both move in with Jamie, and keep going on dates with her cycling through the 'date' options each time. She will eventually then continue to get more risky with you at work, which leads to your promotion and her termination.

gotcha I’ll give that a try!

does having her fertility statue affect getting that? I ended up taking it as I wanted her to start gaining weight. Though I’ve been cycling through dates and most I got was an alternate to the going to town option where she becomes a reference for pictures. And now I’m at day 400ish

It doesn't affect Jamie's employment; just her weight.  If you switch the statue and Jamie doesn't get fired, she'll get somewhat chubby.  If you switch the statue and she gets fired, she'll get extremely fat.  (If you don't switch the statue and she gets fired she'll get very fat, but not as fat as if you did switch the statue.)

how do you switch the statue?

If you've moved in with Jamie at some point you'll get an option to snoop around her home, and you'll see the statue.  Go to Shadowed Curios to ask about it, and when you get back home you can log into the computer to order a duplicate statue; it will arrive the next day.  Eventually in a few days you'll get an option to snoop around again and switch the statue.  She'll noticeably gain weight in a few days; this will be apparent in any scenes with her.  If you also get her fired when the statue has been switched, she'll gain a LOT of weight over time.

the issue is that I can’t get her fired xD is it because of the choices I made as manager? I said yes to every option to get them to all grow as well