That is doable in 2 weeks.

Wholesaling is doable outside the market but you will have a hard time knowing what to offer and selling deals.

Definitely doable in that price range. 

I may have miscalculated the potential of income growth with expanding to 10 other locales, which you suggested was doable.

It requires minimum capital, it's doable and it can be profitable if you do it right.

Seems doable and realistic. 

I probably won't be able to come on 4/17 since I'd be coming from Milton and it's over an hour away during rush hour traffic but if you have more during the summer months, the day job is a bit slower so that would be doable. 

As others have mentioned, 100K in some markets is doable but in most coastal, appreciation markets, it will not be sufficient to lend in a safe manner, i.e. with a large equity buffer to protect your principal investment.

You WILL get several bad apples.a few short term rentals (2 or 3) may be doable, but you still would be trying to find good tenants fast, which is difficult.

The profile looks simple enough at the top and bottom that this should be doable without having to turn a new profile.