Ensure lease executed ends April 30 to May 15 for the same reason.

For some reason I got a notification in this old thread and figured I would chime in.

That way you'd get local contacts and there's no reason for anyone to hoard their insurance agent so they should be forthcoming.

In your case since your properties are paid off, I don' see any reason why you would use a higher interest HELOC instead of just doing a cash out refinance.  

However, for some reason I wouldn't feel badly at all selling to the highest bidder)-The other is worth maybe 525, owe $240K on it at 2.85%, and am currently renting it for 2250.  

It's a big reason to think about estate planning, trusts, or just selling the house on your own. 

Jefferson County, which technically allows short-term rentals, is fickle with permits and just revoked one of my clients' permits for arbitrary reasons.-- The biggest indicator of turning public sentiment was just last month, in December, when voters in Woodland Park approved a ban on vacation rentals that also appears to NOT grandfather in existing licensed properties. 

I can see the OP giving this a shot.. but it is risky he could end up making a few bucks and getting experience might just break even or he could take a loss.. that margin is very thin in markets that are not selling as soon as you get CO  thats been one reason we have been profitable very few homes have been carried past CO so financing cost are at a minimum.. you hold a spec home 6 months past Co and every month your losing money you will not recover.

Also, when you’re ready to list, make sure your priced reasonably.

Private lending using retirement funds is my personal favorite (I've done a few dozen loans like this) for the following reasons: passive, low risk, and high returns.