After looking into multiple skip tracing services and deciding on Smarter Contact, my partners and I were upset to find there were quite a few charges after paying $300 for the service; including a $140 fee to remove the "reply STOP to unsubscribe" feature.

Now, we are out of the identification window so we are left with either trying to save the current deal (which involves accepting terms that weren't initially part of the deal or call it quits and pay the capital tax gains on half of the proceeds from the sale.Are there any other options that would be worth considering?

Yes, this is quite a common practice for professional PM companies.

However, if you're set on managing it yourself there's plenty of websites and apps you can utilize for rent collection.Some may or may not include messaging for requests such a repairs or maintenance, but if you're looking for rent collection there's quite a few options on the market that are affordable.

Just get the loan with the co-signer then quit claim it later to get them off.

I've been anon lurking for years but am quite keen to roll up my sleeves to learn more.

Well, if the FMV of the house is at or near $300k based on reasonable comps, and there's no legitimate benefit to the client's offer (i.e. all cash, fast closing, no contingency, whatever), I'd probably quit working with them because there's really little to gain working with cheapskates and bums who just want to steal other people's property.

My question is should I quit claim all these properties to my one LLC?

Do not just quit claim deed your property!

I don’t know what the rent is or how much longer he has on the lease, but $5k at a little bit extra every month would take quite awhile to make up.