Well it depends.

It really depends on what you want; if you like having steady, long-term tenants and don't mind some extra work, Section 8 could work.

Each option has its pros and cons depending on the complexity of your needs, your budget, and the scalability you require.1.

Depending upon whether they are a bank or a trust company, custodians are heavily regulated by the IRS, DOL, possibly the FDIC, State Banking Commissioner, and the Comptroller of the Currency.

The IRS wants to know about any money coming in, but he can also deduct some costs of renting it out.If the time comes to sell the house, whether or not he has to pay capital gains tax depends on how long he ends up living there when he's back.

Wholesaler finds motivated sellers through marketing (direct mail, signs, internet ads, door knocking, etc)2.

Hi Al, It depends on where your stance on having a legal separation between personal and business lies, and your future goals. 

@Kiersten VogtIt would depend on how much is in the deal, and what it would take to replace the whole system.

There are a handful of markets in the state, just depends on your goals.

I did visit one lot (construction not yet started) in SW Florida for which I found no deragotary information during my Internet research, but when I drove through the neighborhood, it looked problematic.