If he mentions a CT he is probably not blowing smoke and you might want to talk to a lawyer if he is pursueing things.

our advisor suggests selling one of our 3 rentals to pay off high interest adjustable debt which will free up cash flow due to our high interest adjustable HELOCs  he also thinks it may be ok to sell even if we pay capital gains which I mentioned before estimated transaction costs close to $150k OUCH> which would leave us with a approx net of $350k.

Im happy to mention real dollar amounts and share more about what I've seen! 

Also, the incredibly low interest rates and low yearly property taxes (depending on your location) help a bit on the cash flow end.From my understanding, opportunities exist in different cities in Spain, especially when considering distressed properties outside of inflated metropolitan areas (not to mention the alternative ways of acquiring property like judicial auctions, cash purchases, etc.). 

He also Forgot to mention that anyone who bought in dc in the last 2-3 years at least, and for condos possibly 5-10is underwater. 

Most of what you mention is flipping, which can give you big chunks of cash when you sell, but comes with inherent risks and challenges… not the least of which is you being out of state trying to do them.  

However, as you mentioned, this will involve two sets of closing costs—one for the rate and term refinance and another when you eventually cash out refinance.

Update on ConnectLinx.com: After mentioning our monthly spending, I finally got someone on the phone at ConnectLinx.

I mentioned having an airtight agreement drafted up by an attorney.  

Looking to off-load maintenance requests by hiring companies, just wondering if anyone have experienced with the companies I mentioned above?