Since you already have a decent amount of money in the stock market (I assume, with the 401k) I wouldn't put any more there as it is in a bubble now and will likely see a correction in the next couple years. 

my experience with rent to own.. is that its pretty low ratio of conversions to sales.as long as your good being in the rental game long time that works.people that do this.. generally still have renter mentality.. even though you think they should act like owners they don't  they still expect you to maintain home etc.. and of course they still trash em and leave em for the next one.so just be aware..

You can take one from the file section, read some of the threads about leases and you will most likely add to the stock lease.

Adds a lot of expense to maintain the LLC and you risk paying a higher tax rate.  

I was able to meet lot of great folks, drove around everywhere checking out different neighborhoods (low income to high areas) and properties.Loved the diversity, and was very impressed how well maintained and clean the city was.  

As Bill said, a multiplex would be great if he's concerned about being able to get a primary and rental, but overall housing stock is low and that is especially true on the multifamily front. 

Is flipping comparable to day trading in stocks ?  

Home owners group together to maintain the continuity of the area by setting rules for external/common areas.

So that would put my newest at close to 100 y/o.Then again - they have been maintained and upgraded decently well enough prior to my ownership.Yes I've had to deal with some knob and tube, galvanized plumbing, etc... but not much. 

I also trade stock, focusing on biotech and options.