I am foreseeing a bit of a push back or even turned-off potentially decent tenants by the $50/pp screening fee, mostly for a family of 4 ($200 out of pocket).I was wondering if offering a credit of either 50% or the full 100% of the screening costs from the first or second month's rent is a good idea.Thought?

As noted, if your options are Reg D, private offering vs fully registered public offering, even if you are talking Pink Sheet (OTC) stocks, you have public filing costs, annual audit requirements, and likely more on-going expenses that have to be covered by the property(s) owned by the offering.  

The new property has to make $50k plus $12k/yr more than the existing property just to break even.

That's even more so now that prices are higher.

Since the payment was deposited into your account on 1/6/2025, it would typically be considered income for 2025, even though the tenant paid it on 12/31/2024.However, if you use cash-basis accounting (which most landlords do), the key factor is when you physically receive the money, not when it was sent or owed.

STR insurance provides broader coverage, including liability, property damage (even non-guest-related), and gaps Aircover might not cover.For damages caused by guests, document everything (photos, receipts, estimates) and file a claim through Airbnb.

Right now it feels like we are aimlessly investing, and it makes it hard to see the end goal and even harder to see how to get there.   

So, you will need to stand behind the LLC's debt even though the debt will be in the LLC's name and not on your credit report.3.

You can't charge extra pet rent or even a pet deposit because it's legally not considered a pet.

Nor would I pay retail for a property with that low proforma return even though I like PR.