I’m interested in what others say however if it were practical I would think we would all have jumped on this by now.  

His practice covers the state of Florida...

Not only is this good practice, but over time you will earn their respect, which means you will earn their investment funds.

An example would be if you hear about a new sales technique from someone on a podcast but they're main clientele consists of higher class white collar individuals while you're trying to sell to lower class, blue collar individuals.

I try to be consistent and I'm just trying to go in and pick the best in the field.BP article - https://www.biggerpockets.com/...

Our building consists of 6 units behind an iron fence that is about 7 feet high with physical key access.Some thoughts that have come to kind have been replacing the gates with a keypad entry type system.

But if your neighborhood has lots of garage conversions, then that would lead me to believe you don't need that garage and that it's normal practice to convert the garage.  

My guess is there is a due on sale clause.Now you broker may be speaking from a practical sense, knowing the risks is minuscule (for both issues) so he glosses over them.

Don't estimate.Insurance is pretty consistent in most areas for similar properties.Taxes are a matter of public record.Rents are just comps for rent, like comps for sold properties...also a matter of record on the MLS, Zillow, etc... 

Although technically possible, it is my understanding that the practice is frowned upon.