If you think the prices are too high to buy an existing building in Brooklyn, you won't find the prices for knockdowns any better because they often come with environmental issues, removal snags, and then plans, permitting for new construction is very difficult.

Sometimes that alone can hold up the process.Otherwise, if there's an appraisal waiver it's not all that difficult to close in around 25 days

Wholesaling is not real estate investing, it is mostly a marketing business. second, your concerns of legalities are legit and there are numerous threads on here about this topic, I suggest reading them and paying attention to the veteran and experienced investors, keeping caution on some of the other comments as many are self serving in this space.Here is the real meat and potatoes - wholesaling as a rookie is (in my opinion) even more difficult than doing a rehab flip.

Are you saying that construction loans that are performed by the home owner take longer to process / more difficult?

Assuming you have a good relationship with your parents I would say the most difficult thing is your plan to treat this as any other rental.  

I really do not see the market here subsiding and it is difficult getting in touch with current investors and landlords.

house hacking single family can be difficult Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

It's been difficult to find investor-friendly people that I can have confidence in.

Central Florida has become an area where it is difficult to find a deal that cash flow well with ROI above 12%.

As an agent I have worked with a lot of OOS investors and even if I refer them out to my contractors I see how difficult a cosmetic rehab can be for them.