Even Mike Holmes (TV contractor) admits the specialists lay waste to his guys.

I'm actually licensed myself.Regulations would mean a higher entry level, which means that all the bad apples will be weeded out and I'm all in for that!

I am managing 1 short term rental and my housekeeper prefers to get paid via apple pay.

.), utilities, TV/internet, landscaping maintenance, marketing, credit card fees, lodging taxes, etc.

I found a big 2200 SF+ split level house with two kitchens, two living rooms, and two entrances that would be 'effectively equivalent' to what we have now in a condo with a noisy family directly above us (that likely to hears our TV and bits of our conversations).

And this same issue extends in other directions, for example, what if one family member loves watching the big game all weekend long on the TV, but other people would like some quiet time to read.

In the short term rental business there seems to be a wide range of different types of rentals that are apples to oranges, especially from a financial perspective.

That is why you should request to review all contracts related to the property (not just leases, but other service contracts too, like pest control, cable tv, etc. that the owner may have) during your due diligence period of escrow. 

If finding the right wholesaler were as easy as picking an apple from a tree, everyone would have one.

The internet and TV has lead to the massive spread of information regarding real estate investing in the last 5-10 years.