Ask friends to act as hard money lenders for all $50K (they take 1st lein)...with my cash still in the bank as a backup3. crawl into a ball and not act due to crippling overanalysis/fear....not an optionI am more comfortable with option 1.  

Turnkey Providers should NEVER list their homes above or even at market value for fear of the appraisal if anything else.

Stay purposeful and attack fear. 

My fear in regards to this is it would be extremely hard to say rent out as a long term rental and still maintain any kind of cash flow if the vacation rental side is not as strong as you think.  

I analyzed around 100 properties before I finally pulled the trigger and got over the fear thing.

IE its a high crime area and you fear for your safety.

I'm going to use wisdom, and not let fear rule.

@Matt HoneyfordIt's hard to take the fear out of someone's heart if that person is naturally risk-averse.

You will need enough allies to take over the board in the next election or the one after that, depending on how many seats are open each time.Just as people with bad dogs think it's no big deal to have their dogs destroying property, barking and creating fear in neighbors, many people who own commercial vehicles, trailers, unused portable basketball hoops and junk cars have no appreciation that other people don't like their stuff and don't want to look at it.

I'm not one for timing the markets, but the best time to buy is when others are fearful and running!