OK, I've had the holidays to think this thing (cash out of Calif SFR?) through and here's my thinking today (as of 10:30 AM PST subject to change by 11:30).
The investment real estate will provide for FIRE (see original post in this thread for detailed financials) but it will take a few more years. I could cash out of CA, move to a less expensive place and have 200K more for investing and buy a house for cash. That would get me in a position to retire, perhaps in 2006. But the fact is, I really like it here and I think I'd like to retire here. Yes, it will take an additional year (or three) to do it but I have a lot of years left and I'd like to spend them here (for forseeable future anyway).
In order to be able to retire here sooner, I could broker some apartment investment deals. After a year or two, if this enterprise looks promising, I could leave my paycheck job (where I work out of my home and have tremendous flexibility) and just do the real estate deals. I could, I suppose, do some of this as a sideline during ER. I've been investing in apts for almost ten years so I have a good feel for the business. I might even be better at it than I am at my current pleasant but boring job.
Possible downsides: San Diego home prices crash and I lose a quarter million I could've used for relocation... the real estate brokerage doesn't pan out... I die of boredom waiting for ER
I'll throw it open to everyone. Am I crazy? Should I take the money and run? Would it be crazy to relocate just to cash in on home equity? Is my 10:30 decision to stay and pursue a side career in real estate brokerage a good one? As always, thanks in advance for your valuable input.