Would this not need to be disclosed?

At most I will disclose ARV, based on comps in the area.

You should have:1) Involved an attorney when seller disclosed IRS liens.2) Required seller to supply copies of their IRS communications as a condition to extend contract.3) Required seller to reimburse you for your inspection costs to extend contract4) Required seller to reimburse you for your appraisal expence to get a copy of it.5) Never tried to rent out the property given the IRS lien and NO ONE ELSE but seller knowing what's going on with the IRS release!

Many times, often direct lenders, will quote a borrower very aggressive terms, get them to pay for the appraisal, not disclose anything, find numerous "faults" with the deal and get them to close on terms, they originally did not anticipate.

We have friends that co-list with AirBnB, and my intent is to leverage their experience and have them co-list to avoid property management.Sellers would like $240k but their biggest personal goal is not having a car payment after they move (they wouldn't disclose how much they have on the auto loan). 

However; it's important to understand that in most states, home inspectors are NOT licensed contractors, and they usually will disclose that, and that you should have certain things looked at by licensed trade.

I do disclose this in the description and messaging before and tell them to use Roku Guest Mode or  remember to log out.

They shared the seller's motivation, disclosed issues with the property AND verbalized their willingness to negotiate on asking price... they did most of the talking, which will lead to a negotiation starting at $75-100K below the asking price... ultimately could result in a purchase price about $40K (or 5%) below market value.The 2nd thing I'll recommend for successfully househacking in and around NYC is to grow your network. 

There's a lot of impressionable viewers of these forums and while there may be cost savings associated with the steps you outlined, there are inherent risks I don't believe were adequately disclosed. 

The key is transparency—always disclose your intent to the seller and follow state regulations.