@Gino BarbaroWe got a bid from Caldwell and they wanted 1.75/day per machine plus monitoring and credit card fees plus every year the price goes up by CPI min 3% & the contract is for 8 years. 

My understanding is that in Florida I do not need to hire licensed contractors to do regular routine maintenance (replace lamps, toilets, tiles, etc), is this true?

But it's still a bandaid and will pop out, crack, let water in, separate, and let the underlying wood rot almost as bad as regular bondo, after a few years.Napa, 3m, bondo, & Evercoat (marine), etc all sell polyester auto body fillers that are one step up from the prior with real "waterproof" claims etc, maybe priced around $30-50/quart or $75/gallon, range.

The closes I could come to answering this question was "30 Year US Treasure Bonds".1) Low risk2) Decent return (Currently)3) Nobody involved besides me and the best economy in the world (The US).4) And no work other than monitoring the economic climate sporadically.Now, the bigger question is "How to get to $10m in liquidity?"

The monthly fee of X% should cover most regular things (collecting rent, answering calls, dealing with the occasional repair request which might happen once or twice a year depending on the tenant). 

You could probably find a nice 10 unit apt building in Kalihi or Waianae for cheap but you'll need to hire security.There are whole lot new project anticipating moving into that direction, such as building higher/stronger seawall.Folks that visited regularly notice would notice there would be much more lava big rock stone allocated in front of the beach.

Or if it's a situation where they're housing a relative or a friend who is homeless for a couple of months I would monitor the situation and collect the rent.

If your PM is not communicating with you on a regular basis about the status of the property's activity and also not responding to your inquiries in a timely manner, that's a problem.

For a regular residential deal you can expect a 5-10% contact rate on any list you call.

Who will drive by regularly and check for unauthorized renters, weeds in the driveway, trash piled up, a tenant taking up five parking spaces, or other issues?