I have not been through an 08' situation, but I can say in confidence you want $10-15k in reserves PER door if you want survive an economic downfall.

If they agree you would support them in that, but ultimately will rely on their experience for how to handle this.

I ultimately decided that it was better to reevaluate after a year of saving and I'm now in a significantly better position to restart the process.

Hi Michael, this depends on which lender you ultimately choose to use.

Ultimately our main goal build a portfolio of multiple different types of investment properties, buy and holds, rental properties, and fix/flips; but the wholesaling side of real estate seems like an attractive venture as we are just starting with little capital and it could provide us with a revenue stream to become a cash buyer. 

The ultimate goal of the first deal should be to do the first deal so you can do the second deal!

I am happy to speak to what I have seen as the most common set up from a tax perspective to give you a starting point for a deeper discussion, but ultimately you will want to speak with your CPA in conjunction with an asset protection attorney because this requires a deep dive into your specific situation.  

Here are a few I recommend: "Rich Dad, Poor Dad" by Roberto Kiyosaki; "Set for Life" by Scott Trench; "The Unofficial Guide to Real Estate Investing" by Spencer; "The BiggerPockets Ultimate Beginners Guide" found here on BP; "The Book on Rental Property Investing" by Brandon Tuner.

However I am ultimately looking for a win/ win/ win for all parties.

Here are a few I recommend: "Rich Dad, Poor Dad" by Roberto Kiyosaki; "Set for Life" by Scott Trench; "The Unofficial Guide to Real Estate Investing" by Spencer; "The BiggerPockets Ultimate Beginners Guide" found here on BP; "The Book on Rental Property Investing" by Brandon Tuner.