I'm on loop 2, day 7, and I'm almost at hypnosis level 3.
I spent loop 1 buying the money upgrade cards and 2 levels of danmaku training (you'll never need more than 2 levels), and a clit cap. If you don't see the cards, it's because you didn't scroll down the shop menu. Don't forget to buy the training before training danmaku the same day.
I started pushing her down at night 1, using oral on her. Used oral every day to consistently train its sensitivity. Try to aim for at least lust 2 before initiating sex.
Most of your money will come from how good you are at sex, and you need a fuck ton of money to get the ball rolling.
After her obedience/affection levels hit 2 or 3 each, you can basically skip conversing with her altogether to touch her to raise her stats with minimum resistance gain. Use this to get her to lust 2 quickly.
Cook food and bathe prior to sexual activity to top off as much AP and Reimu's stamina/mental bars as much as you can.
Naturally, upgrade her stats as needed.
On loop 2, start buying levels of puppeteer's finger, pillow, and more money upgrade.
Start off sex with clit cap. Use oral to get her to wetness 3 before you start fingering. Repeat until you upgrade vag sensitivity to 2. Start having vaginal penetrative sex with her instead of fingering. Stop upgrading puppeteer's finger if she's cumming in 5 strokes or less and start using it on the cards that reduce stamina/mental drain by 5%.
When her stam/mental starts to not be able to regenerate fast enough, start focusing on cards that raise, regenerates, or more efficiently affects her stam/mental.
Pay attention to the Hypnosis lv1 requirement. Don't accidentally spend the XP you need to level it up if you're close to getting it.
If you're doing everything right, you should start snowballing into having a shit ton of money.
At level 2 hpynosis, you'll want to lead her around to train, cook, donate to the shrine (actually donate though) and bathe with you.
Don't worry if you're not too sure. I think raising her to Hypnosis lv1 increases the time limit to day 9.
In my playthrough, by day 7, Remi's cumming every turn and I'm raking 100k. The previous night was 52k. From how much xp I'm getting, I can probably hit training lv 3 by night 8, but I think you're fine as long as you get lv 3 before day 14.