Any recommendation on Cost Seg study expert? Can this be done online, or is an in-person visit required? My STR is in Oceano CA and Fremont CA. Thanks in advance!

Is there a maximum amount/cap to the business losses that can flow into W2/1099 income if showing active participation in STR? @Ryan Bakke, CPA

Hello! I’m new to this community and recently transitioned to a 1099 contract role starting in early March. I’ve been hearing a lot about quarterly taxes and wanted to ask—do I need to start making payments by 4/15? If so, how do I go about setting that up, and how would I calculate what I owe? For context, my income is split about 75% 1099 and 25% W-2.

Hi all, We recently changed the carpet in our STR with a different flooring. We did the work ourselves and we bought some equipment to use for the installation. Is the equipment tax deductible in this case? Thanks in advance

I had stopped Airbnb is from collecting and remitting Illinois Hotel Operators’ Occupation Tax (HOOT) for my listing, until recently they added themselves back and I cannot remove them. But I received guidance from IDOR saying that as of 7/1/25: - Airbnb is now a “re-renter” - Hosts are still responsible for the state tax - And our obligation isn’t eliminated even if Airbnb already paid So I’m confused: - Are we supposed to file/pay anyway (risk of double tax)? - Or just file and report $0 due? - Has anyone gotten clear guidance or handled this already? Feels like a disconnect between Airbnb and Illinois — would love to hear what others are doing.