I do realize that in some cases the LT market rent can't support cashflow after paying for PITI but in cases where it does, this is an option.  

While I prefer to see properties hit the open market as that's often where the most value is realized, I have seen deals that made sense for all the parties involved that did not hit the open market.For returns, commercial investments do operate differently than residential, and the primary difference I see is the emotion vs. numbers of the deal.

The STR's here are primarily second homes that out of staters have converted over after realizing the returns they could get.

One thing a lot of investors do not realize that accountants/bookkeepers if they find 1 mistake, it can take up to 15-20 minutes trying to figure it out.

I felt like maybe a financial planner would be helpful here, but I’ve realized they’re very expensive even for just a fee-based consult and I’m not really looking for someone to create an entire financial plan for me right now.

Now I realize I learn every single day.

The two biggest challenges I hear are not realizing the condition of the property (for example, finding out the property is in a worse condition than it is) and working with contractors (not finishing the job, taking too long, etc).

So many benefits, yes the fees are higher but many investors have come to the realization that the extra costs associated with the commercial mortgages are 100% worth it. 

If the due on sale is trigger I also have my back up plan (just realized that some old freddie mae) does not have this clause on its terms).

if the answer is no.. then please keep in mind this will be next to impossible for you go get unless your financially strong enough to walk in the local bank and borrow from them. no HML is going to loan that kind of money on new construction for someone with no track record.UNLESS you put in a huge amount of cash.. up front. so were We see all these folks getting scammed is they don't realize they really don't qualify for financing.. there is some notion running around that HML are just equity lenders they are not.. they are experience lenders IE how many have you done.. first time borrower VERY short leash. so you have the scammers saying no problem  the bigger the loan the bigger up front fee they hit you with and never fund.If you have the ability to go on American Greed website.. look up the episode on Remington financial.. they were the mother of the pump and dump Due diligence scams..