Setting up correct systems for funding rehabs for flips vs. long-term holds

[Heather Watkins]

Hi! I have been wholesaling and flipping properties for a while now out of an LLC taxed as an S-Corp. However, I am in escrow to buy a home, but my plan with this one is to rehab and turn it into a midterm rental as my very first buy-and-hold. My understanding is that you should not operate a long-term rental under an S Corp. I have two questions with this:

1. if I choose to take title under my personal name, does that mean I need to use all of my personal funds to submit EMD, rehab, etc. to avoid commingling funds with my flipping business?

2. How do investors always talk about having multiple different options for exit strategies when it seems like you really need to know what your strategy will be upfront even before you submit EMD to keep clear books, avoid commingling funds, tax purposes, etc? TIA!

3. Are there any resources for learning how to set up systems? Everything I seem to find is very high level about how to raise capital, how to find a deal, how to get your first deal, etc. but I cannot find anything that does a deep dive on real estate investing systems and structuring!