I'm confident they will be able to proceed without any grievances from the tenants as they've been very understanding and reasonable with everything so far. 

I’m confident this would be near impossible to do directly (in most market cycles), but what if you set up an entity and got creative with things?

Again, my firm wouldn't touch a return with nine K-1s for $1,100, but I'm confident in my value proposition and the service I provide.

We did increase our travel insurance offering to include a cancel for any reason plan, so I think that helps people have a higher level of confidence for booking.

Was new to investing, already had one SFR and the numbers made sense in an area I was confident in.

I have been watching houses get listed and sell in this area for over a decade, so I feel pretty confident that adding an ADU would increase my ROI.

Call a bunch of banks, but do not let them all pull credit until you are confident they will work with your situation.

These are all rough numbers and we don't have enough info on specific payment amounts and savings rates to do a discounted cash flow model to arrive at a more precise answer, but I'm fairly confident the DCF will say a similar thing as the back of the envelope math. 4.

We already have two STRs in the same town (South Haven, Mi), so we have some confidence in our risk since we know the market. 

In fairness, it was a generic question so I should have expected a generic response..I've since read the Book on Tax Strategies, and I feel like there was some additional things that I could have been doing..not necessarily the CPA's fault for not knowing/offering the same info to me, but I can't afford to leave any money on the table here.The only reason I'm asking the hivemind is I want to tread lightly because I respect this guy; he reached out to me and gave me an hour of his time when my wife passed to help me get stuff straightened out..but I also want to feel confident that he's going to be giving me recommendations tailored to my situation.I was just thinking of asking if he knew about self-directed IRAs as a kind of litmus test..anybody else have any non-confrontational questions that I could use to see if I should still use him?