I just got a "4th LETTER OF NON COMPLIANCE," supposedly from the City of San Mateo, but with a suspicious return address in Fresno and a suspicious email address ("supprt@hdlgov.com") threatening me with $10,000 of back taxes back to 2015. It has all the earmarks of a scam. The website URL isn't a City of San Mateo one, the letter is signed by a "Ryan George" who clearly doesn't work at the City of San Mateo, and they want money. A bit of web searching brought me to this thread. HDL definitely seems shady/scammy/untrustworthy.
Since the letter was sent with a return receipt, it seemed slightly less like spam/junk/scam mail, so I drove over to City Hall for clarification. The first clerk thought it seemed like a scam, but she asked around and a helpful woman in the Finance Department said it was legit, and I had to go through this HDL company to get help with compliance.
It seems like the compliance rate in San Mateo must be very, very low. I looked at a half dozen listings, and none are advertising rates with the 12% tax listed separately as the city code requires.
Most of my guests are long-term, so I'm probably mostly exempt from this, but I've shut down my Airbnb until I can get this resolved. I've sent letters to Airbnb and the City of San Mateo Finance Director, Drew Corbett. The monthly reporting requirements, along with "applying" for exemptions for long-term guests every month seem like another unnecessary chore.
Mid-letter update: Drew Corbett called me back. Summary: The City is trying to collect tax and gather info about the extent of airbnb rentals going FORWARD, not retroactively. He listened well to my points. He said the collection company was explicitly NOT supposed to be trying to collect taxes back to 2015, and asked me to send him a copy of the letter I received. He also explained why Airbnb doesn't just collect and remit this. In negotiations with the city, Airbnb was willing to collect and remit this tax, but a) only if the city would adjust zoning to explicitly allow airbnb rentals, and b) only in aggregate, without naming all the operators. I appreciate Airbnb looking out for me, but it would be nice if they and the city could reach a compromise. I hope they can work out a level playing field, and that there won't be individual hosts with bad luck that get severely penalized while others carry on as always.
It's probably too much to hope for an exemption to the TOT for small homeowners with just one listing, but if enough of us were to pack a city council meeting, maybe we could get this improved.