Renting is what he   needs to do, not with an option to buy at 120 either.Your friend is stuck, can't correct his mistakes by passing on his problem to someone else, he needs to ride it out now, 5 years ago was the time to get rid of it.

It's like driving around with different experienced investors riding shotgun every time I get in my car.  

I basically found my 3rd and she was along for the ride.

To un-wind 40 and hopefully it'll be more like 50 or 60 homes, in one fell swoop probably won't happen in a way that would allow me to 1031 them all.To be honest though, I would have no problem paying the taxes.My bigger concern would be that I don't know commercial real estate and to let it all ride on one big investment would be a little scary - even for someone as aggressive as myself. :-)I just don't think I could risk all the effort we've put in to building this portfolio on one deal. 

:D  @Michele FischerI love the area, I'm not to far from the Burke Gillman so have spent more than a few sunny days riding down it and enjoying the sun myself!

It's quite a ride!

Who's gearing up to ride the wave this year, and how can we help?!

If it is your first time and you aren't partnering with someone who knows the way, bring your lunch, you'll be in for a ride ;-)If you wish, send me an email and I can fill in some details for you.

As far as service businesses go, it has been an amazing ride.

https://www.meetup.com/the-ring/ Hitch a ride over one of these days, or better yet, offer to drive!