New San Diego Tax Proposal – $8,000 to $12,000 per second home per year

San Diego will consider a new tax on second homes in the city soon. Tomorrow, 2/25/2026, is the first subcommittee hearing.

Per Voice of San Diego this tax will be: “For the first year, $8,000 per home. The next year it would be $10,000 per home. And there would be additional surcharges for corporate-owned empty homes, starting at $4,000 in 2027.”

There are about 5,000 such units in San Diego today. The owners of these properties pay property taxes and will now have an additional tax to pay.

How are the number of second homes subject to this tax tracked? Apparently by the number of properties that claim the Rental Unit Business Tax Exemption. This form is in image below, and property owners select a descriptor for their property. Check box 2 is for “Vacation Home / Second Home – Property is not available for rent any part of the tax year. Not reported on Income Tax Forms as income property. Proof Required. Provide copy of Utility bill.”

https://voiceofsandiego.org/2026/02/23/the-second-home-tax-is-back/

The Rental Unit Business Tax varies, but for many properties is basically $55 per year.

My prediction is that owners that may be subject to the proposed new tax will simply not claim the Rental Unit Business Tax exemption and will have to pay $55 (roughly) to avoid an $8,000 to $12,000 tax. Perhaps the city will deploy in-person auditors to the properties that formerly claimed this exemption. Or we’ll have random audits for properties across the city.

Either way I would be very surprised if the projected revenue of $51,000,000 per year is close to realized.

Paid Trash Collection Begins in San Diego and planned to increase by 10% or more per year

The City of San Diego has historically not charged property owners for trash collection, which is currently changing with many receiving their first bills for trash, recycling, and organics / compost collection. You may notice this with the change in color of the collection bins, in addition to the new charges on bills for property owners.

The charge for many property owners is $523 per year, which is included as a line item on the annual property tax bill (image below of the line item and description). I was surprised that this bill was not billed directly through a trash collection provider, or the city as provider, but included on property taxes. I would guess this is to avoid scrutiny and awareness of the additional charge but happy to be corrected if there’s a specific reason it must be charged in this way. Please let me know if it’s required to be charged in this manner.

There have been quite a number of news articles on this new fee. I wanted to highlight a part of the trash charge I’ve not seen widely covered, which is an increase of more than 10% each year that is already planned through 2028.

There is a proposal at the San Diego City Council to preclude adding these trash collection charges to tenants if not included in the original leases. I would guess the inclusion of non-existent fees in the past are likely not included in existing leases. This proposal was led by Councilmember Sean Elo-Rivera who is also leading the effort to impose a $5,000 per bedroom per year tax on short-term rentals and second homes in San Diego.

Input or thoughts on the new trash collection charge or planned increases in this charge?

Cactus to Clouds Hike – Palm Springs to San Jacinto

I got to visit Palm Springs for the first time last weekend for a big hike with a couple of friends. Didn’t get to spend much time in town but had a couple good meals and impressed by the Downtown area desert plantings and liveliness. Some really cool buildings in the mid-century style, quite a few restaurants and coffee shops. Would like to go back for a tour of the architecture in the area and a stay at a resort or Airbnb with a pool to enjoy the desert sun. I was surprised it’s under 2.5 hours drive to get to Palm Springs, not far from San Diego at all.

We were in town to hike the Cactus to Clouds Trail that starts in Palm Springs at the Art Museum at roughly 485 feet elevation and ascends to the top of Mount San Jacinto at 10,800 feet. To get a good start on the 20 mile total distance and avoid daytime heat we headed to the trail at 3 AM and started out about 3:40 AM. If you plan to do this trail a heads up that you should park on untimed and unmetered street parking and may be a few blocks from the trailhead, as we were.

We used headlamps until sunrise at 7 AM and had perfect weather in the morning and throughout the day, starting at 68 degrees and ending a bit cooler at about 60 degrees at 5:40 PM. Below is the Strava recording of the hike – it auto-pauses for stops so the total time is just moving time, not total time on trail.

Summary of our hike.
Pace by mile and the route (starting from East, going West to Peak)

This was the longest and most elevation I’ve done on a hike before and it was quite challenging. The first 9 miles average about 900 feet of climb per mile and portions (especially mile 8 and 9) were very steep and tough. After 9 miles you reach a ranger station for the Mount San Jacinto State Park where you can refill water, take a long rest, and it’s also where the Palm Springs Aerial Tramway connects to the trail. We took the tram down at the end of the hike which was $17 one way and a very cool experience – music on the ride and some singing, the tram is mostly glass and rotates for some amazing views of the mountains and desert below. (Here’s a much more in-depth post about the hike that was really helpful beforehand.)

From the ranger station it’s another 6 miles to the peak of San Jacinto but much more moderate climbing. About 2,500 feet of climb over that 6 miles. We returned on the same path from the peak back to the tram which was all downhill and felt heavenly to stop climbing upward with every step.

I bought a Camelbak hiking backpack for this trip and had never used before. It was awesome. Super light and enough room for food, extra socks, and a little gear in addition to the 2.5L water bladder. I drank probably 7 liters of water for the day and likely needed all of it.

I’ll probably return and climb San Jacinto again but maybe using the tram to go up for a more moderate day or climbing up from the west side via the town of Idyllwild and staying there or going down the tram for a night in Palm Springs – maybe both?

Beautiful drive back home through a smaller highway through Anza and Temecula and a stop at The Press Espresso which was great.

A few photos from the trip.

Made it!
The background isn’t the peak, not even close.
Example photo of the trail around mile 8.

Active STRO Licenses in San Diego Drop 6%

May 1 first renewal of initial licenses in SD yields a small decrease in active licenses

STRO licenses in San Diego are valid for a 2 year period and the initial set of licenses issued by the city expired on April 30, 2025. These licenses are required for property rentals of less than a month, popularized by platforms like VRBO and Airbnb. The change in the total amount of licenses from April 2024 to May 2025 is summarized in the image above.

Tier 1 and Tier 2 licenses saw a 13% drop while Tier 3 saw a 4% drop. Tier 4 (Mission Beach) was the only category that previously had more demand than licenses available, and remains the same now. The Tier 4 licenses increased from 1,089 to 1,095, a 1% increase.

Across all license types the total number of active licenses declined by 6%.

For Tier 3 licenses (Whole home short-term rentals with the owner not living on property) the active licenses declined by 169 but the total available increased more than this number due to the licenses being tied to total housing units in San Diego. There are currently 1,085 Tier 3 licenses available while Tier 1 and Tier 2 are not capped so are available to any interested property owner.

Information about the STRO licenses can be found on the City of San Diego website at:

https://www.sandiego.gov/treasurer/short-term-residential-occupancy

Redwood Country Trip

Got to visit Northern California – all the way up at the northern state border – for a few days. Absolutely gorgeous area – so many trees, so much water.

A few photos from the short hikes we did during our visit. Would highly recommend visiting and really enjoyed our time in Crescent City for the location and proximity to a wide variety of parks and beaches.

We also got to visit the Capitol building in Sacramento for a short visit, which was very good. Sacramento seemed like a town with a lot of history, I’d like to visit again.

California has such a wide variety of climates and topography, it’s really amazing. Although some of the windy mountain roads can lead to car sickness. . . .

Hess Bike Tour – June 1, 2024

Tacos, water views, and good company

Map link: https://www.google.com/maps/d/u/0/edit?mid=1AJqlbNMHbQuSPoMmYpTS1nK94G0om3s&usp=sharing

Starting in North Park at 8 AM, approx 4 hour ride with tacos, coffee, and cool ocean breezes. Hit me up if you’d like to join us. Cheers!

Pizza Port 100 (Volume 2) – May 18, 2024

#anotherone

2024 route – South to North version

Pizza Port is a long beloved pizza and beer business in San Diego. May 18, 2024 we’re going to be riding bikes to hit all 6 locations and enjoy the beautiful SD coastline. Map link below, if you’d like to join please email or text me. Cheers!

Pace will be in the 10-15 miles an hour range, below is the estimated timing for each stop, based on Google Maps projection (which is about 10 mph pace).

https://www.google.com/maps/d/u/0/embed?mid=1zCAdsPRayE57La52WOZgcwmMWGwL2SU&ehbc=2E312F&noprof=1

Approx. 100 miles, maybe a bit more or less. Will take all day and plan to stay in San Clemente or have a ride back home from there. Hopefully train will be operating to SD at that point in time, but I wouldn’t bank on it.

We’ll start in North Park at 6:30 AM then head south to Imperial Beach before turning North and ending at San Clemente. Note: We may not be able to access Camp Pendleton and if so would be riding on the freeway shoulder for approx. 12 miles to end the day.

2023 edition Strava summary

San Diego – Pros and Cons of Living Here. Bonus: Considerations if Moving Here

Any place has pros and cons. Cost of living, weather, job opportunities, access to airports, access to outdoor recreation, and so on. I recently asked on X what the biggest 3 Pros and biggest 3 Cons are for living in San Diego. I had approx. 45 responses and I think they’re a good summary of factors for living in San Diego. You can check out the thread here:

I’d like to add my thoughts on living in San Diego and elements to consider if you are moving here.

  • The Weather is Awesome – I made fun of how often this gets mentioned the first 3 years I lived here. Now I reference it very often. It is really pleasant, although definitely colder than you probably expect if you haven’t visited here before. It gets chilly in the dark and never really hot.
  • Water Views and Urban Canyons – these are my two highest rated housing location considerations to look for, and I’d probably put the canyons above water views – mostly because coastal areas are quieter and less interesting. Ocean breezes are also very good, even if without a water view.
  • Mexico – If you live in San Diego you need a passport and a Global Entry card (with your vehicle SENTRI registered). Go to Tijuana, farther south into Baja or all the way to Cabo, Valle de Guadalupe, and so many other places. You can also fly anywhere in Mexico very affordably via the Tijuana Airport which has a US access point at the Cross Border Express (CBX) airport crossing. It costs approx. $25 each way to utilize, on top of parking.
  • It’s Early to Bed / Quiet – Trying to match up with East Coast timezones, a lot of military personnel, and surfers / hikers / yoga-ers / Orange Theory and F45 lead to a lot of early mornings. SD shuts down earlier than any other big city I’m familiar with. I don’t mind it at this point in my life, but it was a surprise on arrival.
  • Less Pretension – Not sure why, but what people do for work or where they went to University are not as prominent as in other places I’ve lived. There is a lot of money and expertise here, it’s just not first topic of conversation.

As with the X responses, it is expensive to live in San Diego. Per one recent study the 8th most expensive place in the US. #1 place to live for the 8th highest price? Sounds like a good deal. #SDlove

typical day in San Diego (Windansea Beach in La Jolla, which is a neighborhood of San Diego)

Carvana Is Awesome + Cars Are Expensive

My spousal equivalent (SE) had a job promotion opportunity in 2021 that would require driving to work. A focus of our family decisions has been to have a pretty centralized area for daily activities (work, school, activities, residence, groceries, etc) for convenience, community ties, and cost so the need for a dedicated car for work transport was a pretty big factor in our decision on the job opportunity.

SE decided to take the opportunity and consequently we ended up buying a 2nd vehicle. We purchased a 2019 Hyundai Ioniq Plug-In Hybrid from Carvana for $23,990 in early 2022. This vehicle purchase was the absolute best car purchase experience of my life and I would highly recommend checking out Carvana. I’m not really big into car finishes and features; mostly looking for good value and convenience so that might vary for others. I think it took about 15 minutes start to finish to select, purchase (including financing, registration, etc.) this vehicle. 10 days later I picked it up (about 10 minutes total, mostly for signing documents) and drove it home.

About a year after making this purchase SE got the opportunity to transfer back to a closer work location. Making the move was a no-brainer but we kept the vehicle, mostly because of potential uses for it – who knows when a friend might borrow, or a kid is sick, or the adults in the house just want to do something at the same time in different places. So we kept the second car until after being out of town for a month, and then not using the car for another month after returning we considered getting rid of it.

The anchoring effect was strong – we already had the car so moving from the current default took effort. But we decided to go ahead (and we’ll probably purchase another second vehicle at some point in the future, but who knows?).

How much did this modestly priced vehicle cost us over our ownership period? Approximately $667.46 per month. Probably on the low side, but I’m trying to be conservative to not inflate the actual numbers – I had to estimate for oil changes, repairs, gasoline, as we don’t track tightly.

Median household income in San Diego is $89,457 so to put in perspective, this sort of modestly priced used car would cost about 9% of the median household pre-tax income here in SD.

We sold the car on Carvana and again the experience was great – quick, simple, and easy. I’d estimate we took about a 15% discount to what we might have achieved trying to sell the car ourselves on Craigslist or other sites. We sold the car for $16,940 in September 2023, about 18 months after purchasing it.

Owning a car (or 2 or 5) varies between households, but the cost is pretty significant for the average household. Wanted to share our recent vehicle purchase and sale info.

Howth Cliff Walk – A Dublin Highlight

I was recently in Dublin for the college football kick-off game of Notre Dame vs. Navy (Go Irish!). The weather was lovely, the Guinness was smooth, and the company was pleasant. A friend suggested a coastal hike in Howth, a peninsula just to the East of center Dublin. I’d never heard of the area but sounded like a fun activity so we took the Dart Train to it’s end point in Howth.

The hike was an absolute stand-out of the trip and I’d highly recommend to anyone visiting Dublin. I really like having some physical activity each day when traveling, so it was a great pair with a night out in the pubs. There are a few different options for the Howth Coastal Walk and we did the longest, a full circle hike beginning and ending at the Howth Dart (Train) station in the main commercial area on the North side of the peninsula. There are a number of way-finding signs to get you started from the train station and once on the route it’s pretty apparent which way to go. The total was 7.5 miles, about 1,000 feet elevation gain, and took about 3.5 hours. The ocean was in view for the entire hike, as well as views of Dublin, some large sheep grazing, and a rolling golf course. There were a couple of spots to stop and jump in the ocean, which was about 60 degrees, but we didn’t take a dip – I wish we would have looking back now.

All in all a great half day activity in central Dublin. 5 stars.