But I'd happily help you compare or verify if there are certain features or metrics you find most important!

Freddie Mac only offers financing for single properties they do not offer 'Portfolio loans" meaning bundle them all into one loan.

In return for excellent service I'll be offering repeat business and I'll happily provide referrals to my existing investor network for those top performers. 

I appreciate it.Aside from the option to be added as 'additional insured' they have the option to purchase a  "ProtectionPlus Bundle' from Surevestor, which includes several things like protection against eviction costs, wilful damage to property, over a $1 Million third party liability protection, loss of rent protection for 25 weeks etc.This is $50/month.

What we do is bundle it into an application fee.

I'll happily pay the commission and his GC fees, and we'll hopefully do this a few dozen times over the coming years.My general question is: how are other people handling this awkwardness?

You can do the refinances separately or depending on the details bundle them into a portfolio or blanket loan. 

When the house eventually sold, I contacted the buyers agent and explained it to him so he could be the hero with his clients and show them how they could save a bundle on their property taxes by appealing and getting that corrected!

I'd happily accept the former, though the 16% YOY property tax increase would be a non-starter for me.

The only slight red flag was that they only accepted payment via Venmo or wire transfer, but that's how I accepted payment when I was selling lead bundles, so I still thought it was worth a shot.