One thing to keep in mind is that some of the things David mentions should already have been factored in your plans now. However everything is a risk in life. Just rolling out of bed entails some risk. The point is to minimize it.
He mentions things like cap ex coming up. Well that is something that should have already been factored in already for the long term plan of living off your rentals. Every prudent person should have already done that before quiting their regular job.
Rents and expenses going up in the Ca, I can see that. But what makes him so sure rents won't go up in the out of state area too? The world doesn't revolve around the Bay area. Other areas can thrive too. I am out here in Atlanta and their is a lot of complaining how much rents have shot up.
Housing recession-he has pointed out all the negatives that happened out of state but none of those would affect the Bay area? If things get that bad, the Bay area will feel it too. With great cash flow in 10 years a lot of those out of state houses will have a lot paid off if planned right.
Here's the thing, if they all cash flow well, if they go upside down it's not the end of the world-they still cash flow. You don't have to sell. When housing values went down, Ca was not immune. If it was your primary residence that went upside down and in the Bay area that happened to a lot of people, you were still making payments on a place that might be upside down. If it's a recession and you lost your job, how are you going to make those payments? I remember the last recession how much the commute traffic in the Bay Area went down because a lot of people lost their jobs.
If my properties took a 30% devaluation. I still have my cash flow coming in. Because of the forced equity I created when I got them of about 40%, a 30% hit still leaves me with about even. For example if I paid 50K for a house and put 10k into fixing it up I have 60K into it. Based on values it's worth now about $84K. If I take a 30% hit its worth 58K, pretty close to what I have out of pocket.
It's worth less like everybody elses houses, but your cash flow continues to cover them and give you living expenses. Now maybe rents go down a little, but you just tighten up your belt. If they take a dive where all hope is lost, it's probably just as lost in Ca too.
In Ca there is good appreciation, but cash flow is hard. People mention the 1% rule. In the Bay Area you might see 1/2%. In other markets you can see 1-2%. That superior cash flow evens up a lot of things.
I'm not saying David is wrong, but he only pointed out bad things about out of state property which he assumes will be very bad. He doesn't point out the bad things that could also happen in Ca with your primary residence. The bottom line is make a master plan. I can't tell you how many spredsheets I made with different scenarios. I still do it to this day.
Plan carefully and research well and you will be ok.