Creative real estate deals are done by savvy investors all the time.

The success or failure of this type of investment is largely determined by WHO you are doing business with.In summary, I like the strategy but you have to do homework on the deal AND the sponsor, talk to references, obtain and verify track record information, and be prepared to NOT invest if things just aren't adding up.Good luck!

As many others here have pointed out there are lots of places for this to go wrong and unless you are prepared to deal with the difficulty regardless of where it comes from I think you should do something else first.

It's good you are trying to be prepared but it's hard to help if we don't know what type of attorney or why you are meeting.

I already have a few creative ideas on my pitch to him, but wanted all of your guys input.

And be prepared to walk away from the deal.

Keith Barton,Yes, I prepare a good number of 990's.

I am sure that one in a very similar situation could have found some other creative means to obtain the apartment building, still keep the 401k and have best of both worlds.Roth or traditional, a 401k or IRA is Not money in a hole in the backyard, it is a great tool that can be used to grow it using RE as the vehicle.

It's part of it, and the money has accrued over time from rents so our tenants are essentially paying the bill for us, but would hate that large of an expense to come up and not be prepared for it.

A lot of investors I come across don't consider the benefits or are simply unaware of some of the best financial planning strategies out there especially when it comes to estate planning and tax implications, working an insurance policy as a creative investment vehicle, leveraging debt, and using things like Charitable Remainder Trusts.