Richard Bailey

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09/15/2026

What % of City streets do you think are rated as “poor or failing”?

The City uses an actual metric to track the pavement condition of our streets year over year.

In 2015 just 6% were rated as poor or failing. Today, over 30% are rated as poor or failing, despite record high spending and staffing.

Maintaining city streets is a core responsibilities of local government. When the city fails to do the basics, it’s time for new leadership.

09/10/2026

I think most of us would agree that San Diego is the best place to call “home.” Unfortunately, the city is poorly managed.

From structural deficits to failing infrastructure to reduced service levels at our parks, libraries, and rec centers, San Diego deserves better.

I can’t promise you’ll agree with me on every issue, but I can promise to approach every issue with the best practices learned from both the public and private sector, a sincere desire to hear competing points of view, high standards for city performance, and a level of accountability that is sorely lacking at City Hall.

If you think the City needs new leadership focused on better policies, please spread the word to your friends, family, and network that live in San Diego D2 (Clairemont, Point Loma, Mission Beach, and Ocean Beach).

08/26/2026

Want to know what it’s like to reach the summit of Mount Everest?

Join me and Professionals with a Purpose this Thursday Aug 27 at 6pm for some networking with great people and hear lessons learned along the way to the top of the world.

RSVP link in bio

Nirmal Purja, better known as “Nims,” became world renowned through Project Possible, an ambitious endeavor to climb all...
08/03/2026

Nirmal Purja, better known as “Nims,” became world renowned through Project Possible, an ambitious endeavor to climb all 8,000m mountains in just seven months; an adventure that became the Netflix documentary 14 Peaks.

Few people made more of an impact on my life in the past few years than Nims.

I first met Nims as part of an expedition in Argentina. As an inspiring climber, I was eager to learn the skills necessary to eventually fulfill my childhood dream of reaching the summit of Mount Everest. But the lessons learned from Nims extended beyond the mountain.

His strategic planning, attention to detail, and resolve to complete the mission, demonstrated leadership skills that were second to none. And despite his international fame, he always made sure everyone on the team, from the lowest ranking porter to the most experienced climber, were held to the same standards and treated with the same level of respect.

There was also a magic to Nims that helped you find the confidence to believe anything was not just possible, but almost a certainty that could be willed into existence if you wanted it bad enough.

Nims was a larger than life personality that never forgot where he came from. While he certainly took personal pride in his mountaineering records, Nims took even more pride in bringing long-deserved recognition to the Nepalese climbers and Sherpas that were the true mountaineering trailblazers.

For all the records and worldwide notoriety, when you actually knew Nims, you became his friend, his brother.

It wasnt unusual for Nims to randomly call or send a voice memo from the most remote places on Earth just to check in and offer encouragement for whatever you were chasing personally. But that experience wasn’t unique to me, it was something he did for everyone.

On July 29, Nirmal Purja and nine other climbers were tragically killed in an avalanche on Broad Peak in Pakistan.

The people who climbed with Nims and the ones who will climb because of him, will carry on his legacy of making the seemingly impossible, possible. But for now, the world feels a little less possible with Nims gone.

07/29/2026

The cost to reopen the Mission Bay restrooms is approx $550K annually. Here are four simple spending cuts the city could make to reopen most or all of the restrooms right now:

1) lid lifters - $400K. Every other trash hauler complies with this state requirement using technology for pennies on the dollar compared to what the city spends to hire more people.

2) one council office staff member - $900K. City Council offices increased staffing by 47% in the past several years which added $10M in annual payroll expenses. Eliminating just one position from each office would still leave offices with more than enough staff.

3) two middle managers - $550K. Yes the city reduced some middle manager positions already (many were already vacant) but since the count of middle managers increased by 461% in the past 10+ years, reducing by two more shouldn’t be that hard.

4) city employee parking subsidy - $1.5M. Yes, city hall charges you more for parking than ever before and uses those funds to subsidize the cost of parking for their own employees.

Of course there is so much more bloat and bureaucracy at city hall that should be cut without affecting service levels, but at the very least we could start here to reopen the bathrooms at Mission Bay now.

07/10/2026

Public records show the city spent $6M to rebuild two Mission Bay Park restrooms in the past 18 months that are now closed as part of the city’s decision to close 13 restrooms indefinitely to save $550K annually and help close the $100M structural deficit.

As bad as the restroom closures are, the bigger question is why is the city spending millions to build new facilities when it can’t afford to keep existing facilities open?

From the OB Pier to the Mission Beach lifeguard tower to these Mission Bay Park restrooms, the city has a pattern of letting facilities fall into a state of disrepair.

This lack of planning is both unacceptable and an egregious waste of tax dollars.

07/08/2026

13 of the 28 restrooms at Mission Bay Park are closing indefinitely. Why? To save $550K/yr and help close the city’s $100M+ structural deficit.

Despite generating over $40M annually, Mission Bay Park is only guaranteed about 33% of the funds which can only be used for capital projects. The rest of the funds go to other regional parks (17%) and the city’s general fund (50%).

So the city could’ve used a portion of the general fund allocation to keep all of the restrooms open, but instead chose to continue floating a very bureaucratic organization with excessive personnel.

There’s no greater example of this than city council office staffing which increased approx 40 X faster than population growth over the past five years and now represents an additional $10M in annually expenditures.

If the council would’ve reduced their staff to 2021 levels, all of the restrooms could’ve remained, arts funding gap fully funded and filled a pot hole or two.

It simply comes down to priorities.

06/02/2026

Do you think the City of San Diego is on the right track or the wrong track?

05/29/2026

Council office staffing increased nearly 50% while the population was mostly flat. The additional annual expense from the staffing increase is $10M annually.

The real question is, do you feel better represented at City Hall with the additional council office staffers?

05/28/2026

$3M and an emergency sole source contract for a “temporary” lifeguard tower to replace a 45 year old lifeguard station that was failing due to years of poor maintenance, planning, and budgeting.

There is no funding identified for the replacement station so it’ll be interesting to see just how long this temporary station is in use.

As an iconic San Diego destination, Mission Beach and the lifeguards that work here, deserve a lot better.

Address

1549 El Prado
San Diego, CA
92101

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