@leo LupoliHi LeoAside from the investment aspects of this deal...how might you feel later if later on your parents don't seem to appreciate your efforts on their behalf or engage in " bad choices " related to the payments on the property ?

Also make sure you select a reputable management company, get references, due your diligence on them, ask lots of questions and validate their answers with your real estate broker or other professionals in the marketplace.Not sure the size of assets you are targeting, but you are essentially handing over the keys of a multi-million business to a 3rd party and you need to be very engaged in the process.Good luck

Try not to engage in conversations with them.

@David Buell,Learn to attract and engage private lenders and you'll have funding for more deals than you can find.Meanwhile, explore ways to finish clearing the debts you want to get rid of.

@Leah BonnerI'll echo what others have said in this context: LEARN HOW to attract and engage private lenders.It IS a relationship business - you must first learn what the other person needs just as they need time to learn about you.You will also need to be able to show them how the deal works, why the deal works, how their investment is protected, how the deal produces a profit, how they get paid back and where their profit (interest they earn) comes from.

As I recently got engaged I am looking to sell this property and buy some multi-family. 

However, I'm betting the seller won't even engage if you offer that. 

You definitely sound like you are engaging in the site and learning that is a great first step.

Do any of the seasoned vets have any advice for engaging that other half and easing them into the mix? 

Banks that lend on farm land are not likely to be too engaging with you on multifamily.