In your case, you’re at least getting steady rent while you learn the ropes.Once you get the actual lease and estoppel, feel free to share the key points and I can help you interpret anything that looks weird.

I've pointed out IRC 469(c)(7)(B) and Publication 925, but our CPA is saying that we are interpreting this incorrectly.

It's difficult to argue with any of your points at a macro level including the premise that home sales drop from 6.1 million to $4M can be interpreted as a crash. 

So, am I accurate in interpreting your bottom line there as this is more of a fee for a class/coaching than it is in actual tax strategy?

Comps are easily accessible by all realtors however the interpretation of value is going to vary among agents and their buyers.

For curiosity I asked Co-Pilot about it and got this response:The language in your CC&Rs stating that “no business or bed and breakfast is allowed” can indeed impact the interpretation of short-term rentals, but it may not be as straightforward as it seems.Definition of Business: Courts have often ruled that short-term rentals (like those listed on platforms such as Airbnb) do not necessarily qualify as a “business” in the traditional sense.

If there are notice requirements, it's often prudent to begin those steps as a precaution but if this is a tenant you believe will catch up once their employment payment freeze ends it's important to communicate your desire for the tenant to stay so they don't interpret the notice incorrectly or completely shut down on you. 

However, the local interpretation and enforcement vary widely.

@Kim A.it's NOT the screening app that makes a difference, it's knowing how to interpret the data!

It takes some adult interpretation to put things into reality context such as there is no such thing as "free".