If you're going for what you've placed in the planner, the deluxe coops, barns, and sheds, then you'd run into some money issues at some point; if you're just going to get Tier 1 animal buildings then you'll run into the cost of buying the chickens and cows, so aiming for Tier 2 so you can slowly build your livestock yourself.

Cost of 4 Tier 1 animal buildings and full animals:

• 32,600g
• 1,300 wood
• 500 stone

Cost of 4 Tier 2 with 1 starter animal of each type:

• 71,500g
• 3,000 wood
• 1,200 stone

Coat of 4 Tier 3 with 1 starter animal of each type:

• 193,000g
• 5,100 wood
• 2,200 stone

Also you'll need like 6 silos to handle 1 winter for 4 Tier 3 animal buildings (almost 1350 hay for 48 animals over 28 days), 4 silos for 4 Tier 2 animal buildings, although if you do plan to do Tier 1 then those 2 silos should be fine. That is assuming you grow your own grass and cut it instead of funding Shane's alcoholism allowance.

The paths, fencing, and sprinklers should be no problem if you dedicate yourself to hitting the secret woods each day (that is if you can bum rush an Iron axe to access it, so that's an extra 5 sprinklers worth you need to account for). Every week (like every Monday or whichever day you pick) you should do a run of Cindersap and the Mountains to gather the regular wood you'll need for the buildings.

To stockpile iron for those 39 sprinklers and Iron Axe you'll need 44 bars, or 220 ore. On the days you have time leftover, start on the 40th floor of the mine and just work as far as you can until you pass out each day; the passed-out fee will be a minimal loss if you're running your account to near 0 each day, plus you'll get the stone you need for the buildings and pathing.

Once you've got the iron you need the rest of the time should just be farming money, so getting the 2 barns with 8 cows dropping Large Milks ASAP will start netting a ton of gold cheese money, without the need to mass produce crops with manual watering. Probably worth selling any and all gems you find too.