You may want to find out what you can legally add to a future lease.

Currently I'm looking for some kind of methodology, software or app, that I can use to manage the properties, which will allow for another family member to step in to my role relatively seamlessly if I were to pass in the future.

Thats your bonafides to being able to do future deals.As mentioned above, keep your credit perfect.

Higher loan balances we would likely see an opportunity in the future to refinance again due to lower rates so consider a 2-3 year prepayment penalty.Of course if you qualify for Conventional Financing (Fannie/Freddie), there are no prepayment penalties so just calculating out the return of investment timeline on point buy downs.Good luck shopping and let me know if you want to talk further!

Stay tuned and work with their folks for details, should be some exiting things in the future.  

But most of these bridge loans have future funding components where the lender will fund renovation work as the work is completed and add that to the loan balance. 

Legislators often leverage future obligations in the form of bonds.

My strategy for the foreseeable future is 'buy and hold' with long-term tenants. 

We are hoping for a future that would include developing a co-op.  

This might be a question for our insurance broker/future attorney, but wouldn't the LLC be formed in Indiana since the rental property is located there (versus Illinois where we will be living)?