Very disappointed to read this thread .I learned from Scott a lot, in fact I was inspired by his vast knowledge and call for action and became an educator myself.I think vetting business partners as well as vendors is crucial in our business, and apparently being a good educator doesn't guaranty a good investment manager.

The vendors in the Carrot Marketplace are ones we've vetted and who have pulled consistent results w/ lots of our clients. 

Perform the same task in each app to ensure a fair comparison.Load a property with pictures and details.Market that property.See what your marketing looks like from the public's perspective.Submit a fake application to see how easy the process is.Run a credit/screening report on yourself.Enter a maintenance request, assign a vendor, and attach a fake invoice.Enter charges to the tenant's ledger.Enter recurring charges and automatic late fees.Sign documents electronically.Run owner reports.After testing a few apps, one should clearly stand out.

The landlord also said they would need to have a vendor come out for measurements and estimate.

On average any Brokerage requires no less than 8 different tech systems, and no less than 4 vendor services to facilitate those.

However, each flip gives you more skills, better relationships with vendors, and more cash reserves.

Sometimes a vendor the PMC has used for a while is just off.

Detroit is a great city for Brrr projects we do a lot there if you can find a vendor take back  or a lease option  or a JV project of some kind  you could do it now otherwise wait for cash hard money used to finance it to costly  and has a greater chance of coming undone.

Straight forward question - when asking tenant/vendor to add to "additionally insured" do we advise them to put the PMC info or Landlord info?

You should have a conversation with them if that is something that interests them.If you will manage the properties and you have the properties across different areas/schools, there is little scaling and you would need to look for multiple connects(contractors, vendors, etc)Best of luck.