By Year 15 we'll have 6 properties valued at $1mil, with a loan balance at $555k, and constant positive cashflow.Going by numbers alone, there is a very clear winner, but I would really appreciate your input in vetting those strategies - long term. 

I don't use padsplit (weekly rentals); I rent on long-term leases in B Class neighborhoods.

Purchase price: $237,000 Cash invested: $11,850 Converted my primary residence to a Cash-Flowing Rental Property to a Section 8 Long-Term Tenant in a Class B neighborhood.Purchase in Sept 2019 Purchase price: $237,000Cash invested: $8,900Converted the Game room and Office room to a standard bedroom to make it a 6-bedroom 3.5 bath which increased the monthly rent from $2,400 to $3,215.

Financing and Complexity: An LLC can make financing more challenging and expensive since banks often offer better terms on personal loans for real estate than LLC-held properties.

I suppose they would be able to help me figure it out but I’m still trying to determine what is the best way to fund something like this and would it be better to sell off the entire purchase once split into separate parcels or is there a way to structure a deal as to where I could sell off some of the land to repay the loan/investors and also retain a portion of it to develop with my own short term rentals.

I’ve bought 5 houses with 401k loans up to 50k.

@James Calvert there is conventional financing that allows you to use renovations to make the property livable, just as you would with an FHA 203k loan.

The result is typically less loan proceeds, lower rate, worse terms, etc.

She is not in a position to lend a personal loan to me. 

If a conventional loan is only available in your personal names, transferring the lot from the LLC to yourselves before the exchange could trigger IRS scrutiny and potentially invalidate the 1031 exchange due to the same taxpayer rule.