It would be a win win for both of you - at the end you get to start out with more money and the seasoned investor can take you under his wing a bit - plus they get the financing needed for a project. 

Many buyers will not even see the property to consider going over their budget to have the winning offer.Also I’m not a fan of significantly under pricing to FORCE the multiple offer game.

@Andrew Johnson as new  home builder  one year warranties are part of the law.and of course we rely on the sub contractors to come in and make good on their work.and as such they are not on demand.. many times it takes a few weeks to schedule so I can see where the water heater issue is a no win situation.. tenant needs it... sub is responsible but has the right to schedule..

Seems like a win-win when you look at the interest rate she gets from the bank.

Win-win, right?

@Amanda G.I think I may have emphasized this when we spoke, but you should also ask if they have their own capital into any deals they've done. 

You have to be in it to win it buddy.

The key is will they win? 

When it goes to auction just be mindful that (i) nowadays auctions are well-attended and it's likely other investors will bid the price up higher to win the property, so you can't set the bid lower than the property's value and assume you will land the property at that amount, and (ii) typically proceeds in excess of liens owed go to the borrower, so not sure if setting the bid excessively higher than the property's value & amount due would make sense.

House hack during school, maybe sell some houses on the side and try to pay cash for school (win-win).