Assuming you don't want to cheat I would recommend to be able to generate some money early on. That would be to learn cultivating from Daisy as a first thing, as that will unlock Douie and you can then help there (morning and afternoon). This gives you another option to earn money.
It's also good to learn milking from Anna, as you can sell some milk later to Pixie. The Anna questline is also a very long one, so you might as well give it a little head start,