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People JUNE 9, 2023

I Let AI Run My Life for 5 Days

Associate editor Amelia Rodriguez puts her life in robot hands, letting it choose everything from her clothing to meals and text responses

I grew up with AI—sort of. As a Millenial/Gen Z cusper, I was almost 13 when Siri was released. She could send a text or call your mom or be tricked into saying naughty words in her funny robot voice, and everyone knew her name. But she wasn’t really a part of our lives in any innate way.

Nowadays, the average teenager lets a cheery AI TikTok voice recount a story so embarrassing you couldn’t financially extort it out of me, then hits post. I had vowed to stay far away from such evils.

But when one of my coworkers posted on Instagram about letting ChatGPT plan her meals for her, I was, admittedly, compelled. As a #busyworkingprofessional, I tend to skip shopping lists and buy, like, canned clam chowder and mixed nuts while hungry at the grocery store.

I imagined that the AI’s capacity to create meal plans based on your desired caloric and macronutrient criteria could help foster a more efficient and healthy me. If AI could plan my meals for me, what else could it do?

I decided to allow AI to plan my life—my meals, workouts, outfits, even my playlists and social life—for five days. Here’s what robots decided would make for the most enlightened Amelia:

The Prep: Setting Up My AI-Generated Week


Food Shopping & Meal Prep

Rather than focusing on calories, I asked ChatGPT for a healthy macro balance for a 25-year-old woman. It suggested that my daily intake be 40-60 percent carbs, 15-25 percent protein, and 25-35 percent fat. Then it repeated stuff like this for 500 words until I clicked “Stop Generating:”

Ignoring the caveats, I asked ChatGTP to create me a five-day vegetarian meal plan with three meals and a snack that met those macro balances. Then I asked for a grocery list based on that plan. My bill at Trader Joe’s was about $73—an extremely normal price for groceries, especially considering that I wouldn’t be spending any money eating out this week.

Exercise Schedule

Next, exercise. I told ChatGPT my age and gender, that I am not trying to lose weight, and that I am “moderately active.” Each day’s workout clocked in at about an hour, and there was plenty of flexibility to choose the direction I’d like to take my exercises.

Making New Friends

Wondering if AI could make me more friends, I decided to set up a Bumble BFF profile. For my photos, I paid $19 to a service called PhotoAI, which promised me the images in its “Tinder package” would be “the best [I’ve] ever looked.”

I uploaded a mix of up-close, three-quarter, and full-body shots with different poses and expressions. I received an email a few hours later with images that ranged in humanness from “me if I used FaceTune” to literal poltergeist. Even the ones that looked, generously, pretty good had too many fingers or slightly disconcerting eyes. I selected six.

For my bio, I fed the AI a few of my interests and specified the app I was using. The prompt took some refining (the first bio it wrote was 160 words long), before offering up a serviceable, if generic, bio:

When it came to profile prompts—quick, personality-driven questions that seem pulled straight from a Tiger Beat interview—ChatGPT appeared determined to portray me as an unassailable dweeb. At first, I was prefacing all my requests with “please,” but as I continued, I started forgoing the formalities and unleashed my inner tyrant.

Finally, I settled on the AI’s suggestion for “Go-to karaoke song,” informing my future BFFs that, “My go-to karaoke song is ‘I Will Survive’ by Gloria Gaynor!/”

Curating a Music Playlist

Spotify recently rolled out an AI feature, a smooth-voiced DJ named Xavier (“My friends call me X!”) who susses out your taste to play old favorites and deliver new music you might like. Every three or four songs, Xavier “switches up the vibe.” Anytime I wanted some tunes in the next five days, I decided, I’d let Xavier call the shots.

Planning My Outfits

I found an app called Style DNA, which uses AI technology to analyze your color, style, and body type in order to suggest the most flattering clothing items and outfits. It provides personalized outfit moodboards and shopping recommendations, and you can upload photos of your own clothes.

After answering questions about my figure and style goals and uploading a selfie, the app determined that I was a “soft autumn” with a “classic gamine” style type. It suggested I look for clothes in shades of rose, olive, avocado, taupe, and teal. My “ideal silhouette,” it said, “is clean with symmetrical, fine lines contrasted with horizontal and geometric cuts,” and I was supposed to wear “textiles of medium density and stiff texture” like wool, cotton, tweed, leather, and denim.

I started individually photographing everything I owned and uploading it to the app for outfit suggestions. The more I uploaded, the better it was able to pair items—while throwing in some shoppable pieces, too. The AI tech wasn’t always great at categorizing the pieces. It decided a wrinkled, khaki linen dress was a “bridal gown,” and assigned all of my hats (and one pair of jeans) as “belts.”

The Assignment


Day One: Sunday

Morning: Breakfast today is both Greek yogurt and oatmeal, which feels like a meal for someone who is teething. I’m in a terrible mood, so I go to put on my trusty “Pop Girlies” playlist before remembering that I’m beholden to Xavier. He treats me to the dulcet tones of Paul Simon’s “The Obvious Child.”

I listen while eating my oatmeal and roasting veggies for the next couple days. In between putting things in the oven, I clean essentially my entire house. “This is making me more productive already!” I think.

Afternoon: “Let’s hear some songs from a playlist you’ve been listening to recently,” Xavier announces. “First up, Taylor Swift.” A sampling of my “Pop Girlies” playlist floats from my phone’s speakers. I am content.

I take a break from my cleaning marathon to make lunch, munching on my side (mixed greens with vinaigrette) while I make a lentil and veggie stir fry. My workout’s focus today is “Cardiovascular Exercise.”

Wearing my girlfriend’s half-marathon finisher t-shirt as a motivational tool, I start jogging around the quiet streets of Kensington. For a few minutes I feel hot and interesting, like a real runner—then my lungs start burning. After five minutes, I settle for a brisk walk while gabbing with a friend on the phone.

Evening: I’m fixing my dinner when I become aware of two critical errors: I did not buy tahini or quinoa. The tahini sauce is easily subbed, but cooking quinoa would take a solid half hour. I add a scoop of brown rice from earlier instead, obliterating the macro balance that ChatGPT so carefully planned.

I launch my Bumble BFF account and spend a few minutes swiping. Loathe to miss any potential matches, I swipe right on pretty much everyone.

Day Two: Monday

Morning: Since I spent all of yesterday alternating between pajamas and workout clothes, I take to StyleDNA to pick out my outfit for the first time. I choose a combo without too many shoppable items, subbing my own crossbody for the app’s suggested $295 bag. I wouldn’t have paired wide-legged pants with such a bulky pullover, but I like this outfit—it makes me feel like I run a farmers market stand.

Breakfast today slaps. It’s tasty, satiating but not heavy, and quick and easy to make (once my roommate tells me how to poach an egg).

My coworkers offer their take on my AI outfit: “Very Silicon Valley.”

I figure if I’m going to hell, I might as well do it properly. I ask ChatGPT to generate a romantic good morning text to send to my girlfriend, Michaela. It feels shady, like I’m Christian de Neuvillette and the AI is a swagless Cyrano de Bergerac.

Afternoon: A text from Michaela comes through while I’m eating my lunch (feta- and-spinach-stuffed sweet potato, roasted brussels sprouts): Who stole Amelia

I decide to meet my two matches on Bumble BFF, so I ask ChatGPT to draw up a short, friendly greeting for them.

Evening: I am ravenous on my drive home from work and inhale my snack (yogurt with nuts and dried apricots) before hitting the gym with Michaela. Today’s focus is strength training. I warm up with a yoga flow while gym bros bench pine trees all around me.

After dinner (tofu and veggie stir-fry; edamame), I change from gym clothes to… more gym clothes, the core of my AI-generated outfit for my friend Kal’s birthday party at Dave & Buster’s.

While the structured jacket helps, I wouldn’t normally pair a tight top with leggings unless I was going to yoga or barre. I swapped the AI’s suggested $151 purple tote for my taupe one and the shoppable sandals (just $26!) for brown heeled ones. The slight heel with workout clothes is objectively silly, but I think the playful contrast is actually the chicest part of this outfit.

Day Three: Tuesday

Morning: I’m working from home today, so I concede to one of StyleDNA’s less-sane outfit ideas. I typically only wear these shorts for Pride, but the app seems to love them—it’s come up with several outfits featuring them. I grew up a stone’s throw from Coachella, so, frankly, boots and cutoffs feel like home to me.

Afternoon: I’m up to seven matches on Bumble BFF. I send more greetings, offer ChatGPT–generated replies to my new friends.

I did not anticipate how embarrassing this whole process would be—I would never, ever interact with humans this way on my own volition, and also my matches seem like cool people I would genuinely like to be friends with, so I regret that I don’t get to talk to them as my actual self.

Evening: I’m on the phone with my brother, complaining about ChatGPT’s determination to make me sound like a loser. “You can ask it to write better answers, you know,” he says, living up, once again, to his reputation as the family tech wizard. “That’s why there’s a chat format. You can say, ‘That’s lame; can you change this part?’”

When a message comes through from one of my Bumble BFF matches, the AI suggests I ask how her day is going—again—I decide to try it out.

Day Four: Wednesday

Morning: I reply to a few more of the friends on my phone. This time, when ChatGPT repeats itself with a ‘How was your day?’ question, it responds to my request for a different query with this, which makes me almost physically recoil with embarrassment:

I copy and paste the message into the chat box, close my eyes, and hit send.

I select my next outfit from the roundup of ideas StyleDNA offers. I love this look. It feels the most “me” of all the AI-generated ensembles so far—in fact, I’ve put together almost the exact same outfit before. I wear it while eating my honestly gorgeous Chat GPT–suggested breakfast.

On my drive to work, Spotify’s AI DJ attempts to expand my music taste. I fall in love with a song called “Nothing Matters” by The Last Dinner Party and am reminded that there is always something new and beautiful to discover. Thanks, AI, for this and my pancakes from earlier; and that’s all.

No reply to my “What makes you smile” message. Probably because ChatGPT’s replies are so (literally) robotic and unhinged, I haven’t gotten responses past the first few messages from anyone besides a woman named Courtney (not her real name), who sweetly tells me about her favorite plants and asks what I like to bake. I don’t bake, but ChatGPT tells her I’m a whiz at chocolate chip cookies and banana bread.

Afternoon: I snack on hummus and carrots. I’m hungry again pretty much instantly, so I heat up my prepped lunch: lentils, brown rice, and sauteed veggies. Then I bravely endure a meeting despite a lentil-induced stomachache.

Evening: I’m starving after a busy evening of errands and chores, and I still haven’t done my workout or made my dinner—a black bean and veggie bowl with brown rice. My stomach is barely recovered from earlier, so the last thing I want to do is eat more legumes and then also exercise.

Faced with this prospect, I break. Fold like a house of cards. I make a grilled cheese sandwich, a sweet and gentle food that has never, ever activated what is potentially undiagnosed IBS, and I go to bed.

Day Five: Thursday

Morning: I haul myself back onto the wagon and fix breakfast according to my meal plan. It’s delicious, but the omelet is massive, so I save the fruit salad as a snack for later. Then I don today’s outfit. My roommate tells me I look like a cartoon character.

Afternoon: ChatGPT calls for a caprese salad and whole grain bread for lunch, but I cut out the middleman and just make a caprese sandwich. While I eat, I check in on my Bumble BFF. I have new matches, so I ask the AI to create a new greeting with a “fun, interesting question.”

Gag, but I’ve pretty much lost my capacity for shame at this point, so I send this message to five people. Then, out of curiosity, I ask ChatGPT to answer its own question. “It’s going to be Harry Potter,” I think to myself.

A message comes through from Courtney: She wants to know my favorite local bakeries. I ask ChatGPT to answer the message, specifically requesting that it cite a bakery from San Diego, and it just makes up one that doesn’t exist. I send it anyway.

Courtney invites me to join her at a bakery. My robot heart melts.

Evening: Dinner is…surprise! More beans. In a bell pepper. Yawn.

ChatGPT would like me to engage in “active rest” or “an outdoor activity … such as hiking, cycling, or playing a sport,” so I set out on a long walk, which is like hiking but the only nature is dogs. At my girlfriend’s house after, I stare deeply into her eyes and say, “I’M FREE.”

The Takeaways


Did letting AI take over make my life easier? No—not for me specifically, anyway.

As evidenced by my chaotic grocery runs, I don’t normally structure my meals and workouts so much, focusing instead on eating intuitively and building movement into my social life with activities like climbing gym hangouts and hot girl walks with my friends. I did come away inspired to eat better breakfasts (ChatGPT is pretty good at breakfast!) and make more grocery lists, but following a rigid meal and exercise schedule was too much, too fast.

But if I were a busy mom trying to streamline meal planning, inputting my family’s dietary restrictions and preferences into ChatGPT and having it spit out a grocery list could be an amazing time saver (hint: it can also organize the list based on aisle). Folks dipping their toe into working out regularly, or aren’t comfortable in a gym, could find the AI’s simple exercise plans super useful.

While StyleDNA isn’t smart enough—yet—to align with my tastes and deliver many outfits I actually like, I appreciated the ease that came with having my ensemble assigned to me each morning. Future improvements to the technology might prompt me to redownload the app. And speaking of intelligent tech—Xavier the AI DJ is awesome. I’ll continue using it to discover new tunes, and I’d love to see Spotify add features like the ability to request a specific, consistent vibe (for occasions when I’m, say, throwing a pool party and don’t feel like curating a playlist).

One thing I’d never recommend using AI for? Human interaction. Just write your own texts, people! And then rest easier at night knowing that, at least for now, not even the smartest chatbot is as good at interpersonal relationships as you are.

Experiment now over, I go to delete my Bumble BFF, but then… I think of Courtney, sweet Courtney who responded to my messages through it all—my soulless photos, my fake bakeries, my exclamation point overuse. I can’t just disappear on her.

I write her a message with my own human brain, explaining that I’ve been a robot this whole time. I tell her that I understand if she never wants to speak to me again, but I would really, really like to be friends, because she seems like a good person who didn’t deserve to be on the wrong end of my technological experiment. And then I wait.

I can only hope she offers me something distinctly human: grace.

Amelia Rodriguez is a writer and journalist and winner of the San Diego Press Club's 2023 Rising Star Award and 2024 Best of Show Award, she’s also covered music, food, arts and culture, fashion, and design for Rolling Stone, Palm Springs Life, and other national and regional publications. After work, you can find her hunting down San Diego’s best pastries and maintaining her five-year Duolingo streak.

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Arts & Culture AUGUST 5, 2026

The Best of San Diego 2026: Readers’ Picks

From tacos to tailors and trainers to travel, these are the businesses, people, and places that earned San Diego readers' votes

The Best of San Diego 2026: Readers’ Picks
Photo Credit: Narrative Images

Beauty + Cosmetic

Brow Studio

Elicia Marie Beauty

Hair Removal Business (Non-Laser)

Brazilia Skin Care

Laser Hair Removal

San Diego Aesthetics and Med Spa

Lash + Brow Technician

Elicia Soltesz, Elicia Marie Beauty

Lash Studio

Cupid Complexion

Makeup Artist

Ashley Fierro, Ashley Fierro Makeup

Microblading Artist

Sunny Olais, Sunny Bee Brows

Microneedling

Michelle Langston, MSN, APRN, FNP-BC, HNB-BC, Starlite Aesthetics

Spa for Skin Care (Non–Med Spa)

Honest Skin

Spray Tan Artist

Alysa Espiritu, Afterglo Beauty Lounge

Spray Tan Studio

Afterglo Beauty Lounge

Waxer

Tracy McMaster, The Wax Lady

Cosmetic or Beauty Product: San Diego–Based

KOA+ROY

Barber

Ronnie Page, Gold Comb Barbershop North Park

Barbershop

Hillside Barber

Courtesy of The Blow Dry Lounge

Blow Dry Bar

The Blow Dry Lounge

Colorist (Balayage)

Mariela Urbina, Rinse Salon

Colorist (Highlights)

Ryleigh Hunter, Headbang Salon

Colorist (Single-Process)

Mariela Urbina, Rinse Salon

Hair Extensions

The Hair Extension Bar

Hair Salon

Pixiedot Salon

Hair Stylist

Ann Teresa Degischer, Maen the Salon

Keratin or Smoothing Treatment Specialist

Lindsay Axelrod, Pixiedot Salon

Scalp Treatment Specialist

Cheng Tan, Koda Salon

Manicurist

Moni, Clawed Up by Moni

Nail Salon

Lulu Nails

Pedicurist

Zoe Walter, Pure Nailz

Piercing Studio

Enigma

Tattoo Artist

Lauren Skinker, Lucky Cat Tattoo

Tattoo Studio

Lucky Cat Tattoo

Courtesy of SUVA Fitness

Fitness

5K Run

Father Joe’s Villages Turkey Trot

Aerial Fitness Studio

Aerial Revolution

Barre Studio

barre3

Best New Class/Program, Opened 2025

SUVA Fitness

Best New Fitness Studio, Opened 2025

Sculpted. A Lagree Studio

Body Sculpting Studio

Move Madly

Boutique Gym

MK Fitness

Boxing Studio

City Boxing

Climbing Gym (Indoor Rock Climbing)

Mesa Rim Climbing

CrossFit Studio

Invictus Fitness

Dance Studio

Madhouse Dance

Fitness Bootcamp

The Camp Transformation Center, West Chula Vista

Fun Run

San Diego Santa Run

Golf Clinic

Singing Hills Golf Club at Sycuan

Half Marathon

Carlsbad Half Marathon

HIIT Studio

Orangetheory Fitness

Kickboxing Studio

9Round Kickboxing Fitness

Lagree Studio

Rise Lagree Studio

Courtesy of Rock ‘n’ Roll San Diego

Marathon

Rock ‘n’ Roll San Diego

Martial Arts Studio (Including Jiu-Jitsu, Judo, Karate, Krav Maga, and MMA)

Legacy San Diego

Personal Trainer

Camila Casanueva, The Yard Gym

Pickleball Courts

Barnes Tennis Center

Pickleball Lessons

The Hub Pickleball Club

Pilates Studio

SaltVault

Pole Fitness Studio

The Dollhouse Fitness

Spin Studio

Activate House

Surf Lessons

Little Groms Surf Camp

Tennis Club

Balboa Tennis Club

Tennis Courts

La Jolla Beach & Tennis Club

Tennis Lessons

Mission Hills Tennis

Traditional Gym/Fitness Center

Fit Athletic Club

Triathlon

San Diego Triathlon Series

Yoga Studio

Yoga Box

Photo Credit: James Tran

Food + Drink

Açaí Bowl

everbowl

Bagel

Big City Bagels

Bakery

Valerio’s Bakeshop

Bar

Happy Medium

Bartender

Austin Harrington, Captain’s Quarters

Best Local Alt-Drink, Alcoholic

Bivouac Ciderworks, Savoy Dry Apple Cider

Best New Bar Opened 2025

Kiku Room

Best New Brewery Opened 2025

Good Pressure Brewing Company

Birria

Birria El Rey

Bloody Mary

Waterfront Grill

Bread

Izola

Brewery

Harland Brewing Company

Burrito

The Taco Stand

Canned Cocktails

Cutwater

Caterer

Snake Oil Cocktail Company

Cheese Shop

Venissimo Cheese

Chips & Salsa

La Puerta

Chocolate Shop

San Diego Chocolate Co.

Coffee Beans/Roaster

Bird Rock Coffee Roasters

Craft Cocktails

Happy Medium

Distillery

Cutwater

Dive Bar

Aero Club

Donuts

Nomad Donuts

Farmers Market

Little Italy Mercato

Farmers Market Food Vendor

Flavors of East Africa

Fish Market

Tunaville Market and Grocery

Fish Taco

Oscars Mexican Seafood

Food Truck

Shawarma Guys

Fries

The Crack Shack

Gourmet Grocery Store

Lazy Acres

Happy Hour

La Puerta

Ice Cream/Gelato

Stella Jean’s

Juice Bar

Señor Mangos

Kombucha

Juneshine

Liquor Store

Old Town Liquor

Local Agave Spirits (Tequila/Mezcal)

Bebemos

Local Beer

Pure Project

Courtesy of Seven Caves Distillery

Local Gin

Seven Caves Distillery

Local Vodka

619 Spirits North Park

Local Whiskey

Skrewball Whiskey

Local Wine

Bernardo Winery

Margarita

Cantina Mayahuel

Martini

Turf Supper Club

Mocktails

Juniper and Ivy

Negroni

Sonny’s Pizza

Old Fashioned

Cowboy Star

Pasta

Pazza Market & Cucina

Phở

Phở Ca Dao

Pizza

Tribute Pizza

Pop Up

Mon Chourie

Produce Market

Specialty Produce

Romantic Bar

Starlite

Rooftop Bar

Communion

Sandwich

Big Jim’s Roast Beef

Smoothies

Señor Mangos

Sommelier

Missi Burns, Et Voila

Speakeasy

Raised by Wolves

Specialty Food Store

The Wise Ox

Sports Bar

Fairplay

Taco

Tacos El Gordo

Taproom/Tasting Room

Pure Project

Tequila/Mezcal Bar

Cantina Mayahuel

Whiskey Bar

Seven Grand

Wine Bar

Finca

Wine Store

Vino Carta

Winery

Gianni Buonomo Vintners

Wings

OB Noodle House

Courtesy of Four Moons Spa

Health + Wellness

Aesthetics + Med Spas: Aesthetician for Facials/Peels/Non-Medical Skincare

Cara Paymaster, CARA Studios

Aesthetics + Med Spas: CoolSculpting/Body Contouring Clinic

Cosmetic Laser Dermatology

Aesthetics + Med Spas: Hormone Therapy/Anti-Aging Clinic

Prospera Internal Medicine and Aesthetics

Aesthetics + Med Spas: IV Therapy/Hydration Lounge

San Diego Aesthetics and Med Spa

Everything SD JULY 15, 2026

He Saved an Encinitas Landmark Then Built a New One

After Captain Keno's closed, pro surfer Benji Weatherley gave its tables, dishes, and memories a second life at Breakers Cafe Bar & Grill

He Saved an Encinitas Landmark Then Built a New One
Photo Credit: Matt Furman

Captain Keno’s No. 8 special—pancakes, sausage, toast, home fries, and eggs for $2.99—was the fuel that powered Benji Weatherley for surf competitions as a teenage pro. A couple decades later, tears were shed when the Coast Highway dive-slash-eatery called it a day after 54 years. Usually, the guts of a shuttered restaurant go to liquidation auctions or straight to the dump to decompose along with its legend. Instead, Weatherley took in Keno’s spare parts—plus other relics from Encinitas’ past—and used them to build the newest community hangout.

Every single piece in the place is from somewhere in this town,” Weatherley says about Breakers Cafe Bar & Grill. “I’m not going to settle for anything less.”

Breakers is a Hawaiian hideout in an uncool part of the coastal surf town, but it’s got the set design of an Encinitas superfan. The plates, silverware, and coffee mugs are from Keno’s. So are the tables and booths. There’s a bench made from the last table preserved in The Derby House (a building that, for over a century, was a hotel, then became a hospital, a religious retreat, and a private home). Weatherley’s not performing CPR on old upholstery because he’s a fan of antique furniture. It’s a method to bring people together.

“Representing nostalgia in this town is the only way to grasp a hold of the community,” Weatherley says. “Everyone wants to touch and feel something different from what they’re experiencing on their phones.”

Photo Credit: Matt Furman

Every week, locals bring him photos, artifacts, and bits of paraphernalia from Encinitas’ past and ask Weatherley to give them a new home. “I’ve had ladies who were there when [Captain Keno’s] opened cry in my arms and say, ‘This table is where I had my second birthday with my grandma,’” he says. “They tell me these stories, and I tell them I have all the same stories about my mom.” (Weatherley’s mom first brought him to Keno’s and helped raise the young surfers from the Momentum Generation documentary—Weatherley, Taylor Steele, Rob Machado, Kelly Slater, etc.—as they surfed some of the world’s most dangerous waves at Pipeline in Hawaii. Back then, she owned Breakers Restaurant & Bar in Haleiwa. Name sound familiar?)

Weatherley has always been the funniest man in the room. He calls Breakers “the Chuck E. Cheese of Encinitas.” The restaurant hosts hula dancing classes, open-mic comedy nights, and evenings bartended by longtime Captain Keno’s barkeep Vaka Kaufusi. Cult-loved reggae band Steel Pulse hit the Breakers stage recently to perform a new song that Weatherley also helped write. His longtime friend Jack Johnson has dropped by to sing a few, too.

Despite not having a fancy location along the 101, people are catching on. Fire stations and hospitals have held staff parties there. Weatherley also currently sponsors four sports teams.

“Last night, I had a girl say, ‘I want my birthday party at Breakers,’” he says. “That, to me, is community in a nutshell.”

Emma Veidt

About Emma Veidt

Emma Veidt is an editor at San Diego Magazine. She earned her bachelor's and master's degrees from the Missouri School of Journalism. She loves running, hiking, and rock climbing, but really, she mostly loves encounters with the street cats around North Park.

Everything SD JUNE 18, 2026

How to Find & Build Community in San Diego

Meeting new friends is a scary and sweaty venture—that’s where the city's social event planners come in

How to Find & Build Community in San Diego
Photo Credit: Gina Ribando

Walking into a room full of strangers isn’t high on the fun index for most. It’s inherently awkward: Everyone’s standing in closed-loop clusters, deep in conversation, and, depending on your social aptitude, the feeling is somewhere between light apprehension and burning alive from the inside out. The pull to retreat or reflexively look busy on your phone is stronger than the drink you now deeply crave. Having friends is nice, but making friends can be brutal.

There’s plenty of commentary on the loneliness epidemic. Last year, the American Psychiatric Association reported that one in three adults feel lonely at least once a week; those aged 18 to 34 are more likely to feel isolated and even more likely to turn to social media as a result. Dr. Vivek Murthy’s “My Parting Prescription for America” cautioned that “being socially disconnected increases our risk of heart disease, dementia, depression, anxiety, and premature death.” So it’s not just an emotional need; it’s nearly nutritional—chit-chat and the occasional wine-fueled, emotional deep-dive are just as important as Pilates and a reasonable amount of kale.

San Diego Magazine reader-submitted best friend stories Best of San Diego 2025 edition

Finding social connections in any city is hard, but San Diego has very specific challenges. This is largely a transient population that acts as a temporary hotspot for many and a permanent home for few. Pick your reason: high rent, surreal gas prices, housing shortage, meh job opportunities (ranked 71st in the country in 2025), or the fact that active military is a sizable chunk of us (110,000-ish)—stationed here for a stretch, then gone. This constant flow of departees sucks out the potential for deeply established families and friend groups, leaving a good share of nomads, searchers, and plenty of people feeling socially awkward.

“There’s an underlying loneliness in all of us,” says Ramel Wallace, the host of monthly meetup CreativeMornings. “There are not a lot of San Diegans who are born and raised here, so [even those] San Diegans end up being just as lonely as the person who just got here.”

Photo Credit: Blair Kirby

Every month, in local libraries, breweries, and small businesses, there are ambitious social architects who have made a career out of undoing social sads. Extroverted champions of the awkward and searching, they’ve struck gold on in-person connection.

The first moments in a social situation are crucial. Sets the tone and cools the nerves.

At Pitch-A-Friend, singles recruit their close friends to present a slideshow of their dating green flags. The entry points for connection at Pitch-A-Friend are simple, old tech: stickers. Each colored sticker indicates if the wearer is single or taken, queer or straight, or practicing ethical non-monogamy (in a partnership but open to others under a mutual understanding).

At the helm of each showcase is Arielle Fuller, aka Chief Wingwoman, who is making dating hopeful again. As Fuller explains, this takes some of the fear of rejection out of a first interaction. “Putting a sticker on immediately means, ‘I wanted to leave my house and talk to someone, and I am a safe space to come and speak to me,’” she says.

Of course, not all of San Diego’s events designed to make connections are romantic. On the last Friday of every month, hundreds gather at San Diego Central Library for the local chapter of CreativeMornings—an org formed to unite creatives in various cities across the world (designers, artists, writers, producers, performers, architects, etc.).

Photo Credit: Gina Ribando

These aren’t your standard business card swaps, though. Coming from a hip-hop background, host Wallace uses call-and-response to break the fourth wall. “This is not my stage at all, this is our stage,” he says.

In your standard lecture-based meetup, the crowd silently faces the host and acknowledges nobody except those they came with. At CreativeMornings, everyone is encouraged to look around, pay attention to the strangers in the audience—not just the host. Wallace will pull volunteers to read the CM manifesto aloud, and he passes the mic to creatives, who make 30-second pitches to the community about projects they’re working on—and there’s always an invitation to connect and collaborate with the presenters whose ideas struck a chord.

The U.S. Chamber of Connection (yes it exists) says people experience life transitions nearly every year, and in these stretches are more open to forming new habits, relationships, and communities. In a revolving-door city like ours, the transition often comes when someone moves away. In 2023, the Census Bureau reported San Diego had the ninth-highest rates of domestic out-migration in the US.

This poses an issue for friendships that IRL SD addresses in monthly friend-making events called 619 Night.

“San Diego isn’t a place a lot of people stay forever,” says Alex Hunter, the creator of IRL SD. “They leave, and people [who stay] lose that community, so they’re hungry for community again.”

Their website describes the vibe as “backyard party meets college fair meets networking event meets happy hour.” Each follows a theme—wellness, sports, refresh and reset, etc.—with related community groups joining as well.

“The people I encounter are trying to get a fresh start in some capacity, so they’re more open, receptive, and ready to meet new friends,” Hunter says. “They need the circle.”

Photo Credit: Elysian Visions by Deaune Boyd LLC

Another way adults can break out of this disconnection is to revert in unison, says artist Elisa Summiel-Bey. The 2015-ish adult coloring book moment in the US was based on some real science, with multiple studies finding coloring has a noticeable meditative and stress-release effect by taking the brain away from anxieties and mental inventories, and focusing it on a simple, easy art. Summiel-Bey’s company Illustrated Melanin throws “Color & Chill” events, turning that trend into a group exercise, along with live DJ sets, wellness experts doing sound baths, and food and drink from BIPOC-owned local businesses. “I tend to think of coloring as your way to tap back into your childlike play,” she says. “As adults, I think we’re almost scared to let loose and have that unabashed joy.”

All of these social meetups attract crowds of likeminded connection-seekers, but high attendance is not the only thing that matters. Metrics nuts can track RSVPs, but spreadsheets can’t capture intangible wins: friendships made, innovative ideas sparked, collaborations kicked off. At CreativeMornings, Wallace redefines ROI as Return On Imagination. Resounding success means thoughtful inquiries over coffee, curiosity about the monthly meeting themes, and requests to take the microphone.

A simple, observable ROI is an increased number of window shoppers to the experience—on the periphery, watching from afar, looking for the right way in. Hunter from IRL SD sees the anxiety in her DMs. “The scariest part for you right now is not meeting new friends: It’s the unknown,” she says. “It’s the gap between ‘I’m here’ and ‘That’s where I need to be.’ If I can help you understand, or get a little bit of a shape around that unknown, it’s much more approachable.”

Courtesy of IRL SD

Being able to bridge that gap, however, depends on your ability to step out of your own mind. “It’s not a connection crisis; it’s a courage and confidence crisis,” says Fuller. The first hello could be as easy as, “Hey, cool shirt.” These are the types of things she includes in her confidence lab reels on Instagram and weekly newsletters.

Ever left a social event and shot straight into a spiral? Was I being weird? Why did I tell that story? I hope that person moves to another state very soon.

The experts say that post-event self-interrogation is a standard-issue part of being alive.

“I love awkward people, and I love being awkward myself,” says Wallace. “It’s humbling to experience: ‘I’m not alone. Finally someone is not put together.’ So give yourself that grace.”

Jeannine Boisse (she/her) is a freelance writer and professional creative with a background in Radio & Television. Based in sunny San Diego, Jeannine spends her time exploring the city's vibrant brewery scene, cooking up new recipes in the kitchen, and connecting with new people.

Studio S AUGUST 10, 2026

The Secret to a Home That Feels Just Right

Behind every beautiful space is a thoughtful process, and ASID San Diego is helping homeowners understand the value of professional design.

The Secret to a Home That Feels Just Right
Courtesy of ASID

A perfectly designed home rarely happens by accident. Those kitchens that feel effortless and rooms that seem to tell a story the second you walk in? They’re usually the work of someone who knows exactly what they’re doing.

It’s knowing which ideas will actually work, which materials will hold up over time, and how to turn a collection of choices into a space that feels intentional. That’s where a professional interior designer comes in.

For the American Society of Interior Designers (ASID) California San Diego Chapter, the goal is to help people see interior design as more than just the finished look. Behind every well-designed space is a process built on technical expertise. Designers are educated in everything from professional software and construction details to building codes, space planning, materials, and functionality.

Courtesy of ASID

“People don’t always realize how much goes on behind the scenes,” Kirsten Recce , current president of the ASID California San Diego Chapter, says. “Our designers are not just doing furniture placement and color selection and picking out new fluffy pillows. That’s not what they’re trained for.”

ASID members bring formal education, continued learning, and industry knowledge to their projects, helping create spaces that are not only beautiful, but designed to work. A paint color that changes completely depending on the lighting. A material that looks beautiful in a showroom but doesn’t make sense for everyday life. A layout that photographs well but doesn’t function for the people living there. These are the details where professional guidance can make all the difference.

Still, one of the biggest misconceptions about hiring an interior designer is that it’s reserved for massive renovations, luxury homes, or people who already know exactly what they want. The process can feel intimidating. Where do you begin? Is a designer worth the investment? What if you only need help with one room?

ASID’s answer: start with one hour.

ASID’s Spruce Up events break down one of the biggest barriers between homeowners and professional design: knowing where to begin. Held twice a year, the community program gives homeowners the chance to work directly with an ASID designer through a one-hour, $125 consultation in their own home. Whether you’re looking for advice on furniture placement, window treatments, kitchen and bath updates, remodeling ideas, vacation rentals, color selections or something else entirely, the upcoming September 2026 event offers an approachable way to get expert guidance before committing to a full project. Signups are open through Sept. 7, with consultations taking place Sept. 21 through Oct. 31. Proceeds benefit ASID San Diego’s educational and community programs. Register here!

Courtesy of ASID

“It’s a great opportunity for people who are in that exploratory phase,” Recce says. “Maybe they’re not sure they want to hire an interior designer yet, or they think it sounds daunting or expensive. This gives them a chance to discover what working with a designer is actually like.”

Design is personal. A good designer isn’t just creating a beautiful room; they’re helping create a space that fits the way someone lives.

“We’re a resource to all of San Diego County,” Recce says. “It doesn’t cost anything to pick up the phone and call and ask. We’ll answer.”

Follow ASID San Diego on Instagram, LinkedIn, and Facebook for updates on upcoming events, or connect with the chapter directly at [email protected] or 619-548-8847.

Partner Content
Everything SD MAY 15, 2026

The Last Rally at Ray’s Tennis

San Diego's "First Couple of Tennis" reflects on the past as they get ready to move on from Ray's Tennis, a Hillcrest landmark

The Last Rally at Ray’s Tennis
Photo Credit: Matt Furman

Ray’s Tennis doesn’t look like much from the outside. Never has. It’s just a green box with cloudy windows in Hillcrest, just steps away from a McDonald’s on University Avenue. But for nearly 60 years, this place has been the genesis for three generations of San Diego tennis dreams. Head inside, and you enter one of the tennis world’s great cornucopias.

For years, there was a tennis court behind the store, where owner Bob Ray gave countless lessons. It was like a racket-sport speakeasy; most customers didn’t realize the court existed unless Bob or his wife, Hiroko, guided them through the back door of the shop. Eventually they converted it into a half-court indoors—where a patron might take a racket for a few trial thwacks, trying to avoid rounders of tennis clothes that shared the space.

Illustration of the Club Raquetas Chula Vista tennis club for San Diego's latino community featuring tennis players on a court

The shop is an abridged living history. Relics hang from the ceiling: a model of an old metal racket used by fiery lefthander Jimmy Connors in his heyday, and a version of the wooden Donnay that Björn Borg wielded on his way to five consecutive Wimbledon championships from 1976 to 1980.

And just inside the front door is Hiroko eternally stringing new rackets, carefully threading and adjusting the tension of the polyester strings, back and forth, until she has the entire racket head strung.

Photo Credit: Matt Furman

“I worked seven days a week—five days off in the year,” she says. “My hearing is still good. Physically, I’m as good as I was. Working seven days a week, standing all day. I’m mentally healthier than most people.”

The racket stringing is an operation she does up to 20 times a day—and one that, in some ways, resembles the thread work done by her father decades ago, when he ran a tailor’s shop in Japan.

Hiroko, now 81, was born in the city of Yokosuka at the tail end of the WWII. Her family evacuated to the countryside to escape the bombing raids, and she remembers growing up surrounded by rice fields and mountains. It was in Japan that Hiroko met Bob, a third-generation San Diegan, in the late 1960s, when he was stationed there with the Navy.

Among his possessions at the time was a tennis racket. Inherited from his father, who died when Bob was 11, this racket changed the trajectory of his life: He played constantly, filling up his school days, afternoons, and evenings on the tennis court. He was one of the highest-ranked teen players in the state, and he dreamed of joining the international tournament circuit after his stint in the Navy. But—speaking plainly—he acknowledges that he wasn’t quite good enough to compete with the best of the best. So, instead, he modified his dreams. He and Hiroko returned to San Diego in 1968, and he took a job as the club pro at Morley Field. By their mid-20s, in lieu of touring the world on the tennis circuit, the couple was running the club’s tennis store.

They spent 11 years at Morley Field, which at the time was one of the city’s tennis epicenters, hosting major tournaments for juniors. When the city handed over the store lease to a wealthier applicant, the Rays took over the property on University Avenue and moved in their tennis gear. They have been there ever since—through the McEnroe and Navratilova and Evert eras; the rise of Agassi and Sampras and Graf; the reign of the Williams sisters; the Federer-Nadal-Djokovic rivalry; and into the Alcaraz era. In the near-half century they have sold tennis gear in Hillcrest, the Rays became beloved anchors of the neighborhood’s business community, symbols of stability in an ever-changing environment.

At 84, Bob is still lean and, in his Lacoste tracksuit and Adidas cap, remains every bit the club pro. Like Hiroko, he comes to the store every day—though sometimes, if he is playing tennis in the morning, he might arrive a little later.

Photo Credit: Matt Furman

But time has started to take its toll. His hearing isn’t what it used to be, and the aging process is revealing itself to be true. And much to the disappointment of their loyal clientele, San Diego’s “First Couple of Tennis” is retiring, a milestone that marks the end of an extraordinarily long chapter in the city’s tennis history.

But Ray and Hiroko didn’t sell the building to a developer for condos or to a big-box retailer looking to open a boutique outpost. Determined that Ray’s should remain a tennis temple, they have negotiated a sale to a former employee who wants to continue the Rays’ legacy.

As of this writing, Hiroko and Bob remain in charge, Hiroko stringing rackets, Bob sharing his expertise about new gear. As much as they love what they’ve built, their hope is to move on soon.

For Hiroko, the prospect of retirement is bittersweet. “What am I going to do?” she asks. “Am I going to be ok? I never had a boring life. Always busy. Business first. I’m so involved in the business—because I didn’t want to fail.”

She looks around her store as she continues stringing. For her, the gladiatorial nature of tennis has always been a metaphor for how to succeed in life. “People have to have a drive,” she says. “You can’t just quit because you lose to so-and-so. Tennis players have that mindset.”

She pauses to talk about all the people who have come through the store’s door over the decades, and the relationships she has built with them. “It’s wonderful to have a great customer. That’s probably the reason I lasted this long.”

Sasha Abramsky is the West Coast correspondent for the Nation magazine and the author of nine books. His tenth book, Chaos Comes Calling, will be published by Bold Type Books in September.

Arts & Culture NOVEMBER 4, 2025

Your TV-Show-Themed Board Game Was Probably Made in San Diego

In Carlsbad, a 31-year-old, family-owned company churns out city and pop-culture versions of Monopoly and other iconic Hasbro games

Your TV-Show-Themed Board Game Was Probably Made in San Diego
Photo Credit: Cole Novak

At the 1996 Atlanta Summer Olympics, Dane Chapin had a problem. He found himself in possession of tens of thousands of excess Monopoly games, with no plan on how to sell them. What he didn’t know at the time is that this Herculean task would shape the future of his business.

In 1994, Chapin and his sisters started their Carlsbad company, USAopoly, with a two-year license from Hasbro to make city editions of the popular Monopoly board game. “The game is a great canvas,” Chapin remarks. While some aspects of the game are “sacrosanct,” according to Chapin—the four corners, for example—many of the details can be customized to fit a theme.

Monopoly games from San Diego board game company USAopoly and The Op Games in Carlsbad
Photo Credit: Cole Novak
No matter your favorite film or TV franchise, there’s probably a USAopoly game representing it

USAopoly appealed to local customers by including San Diego and La Jolla editions in the original six games it created (alongside New York, San Francisco, Boston, and Atlanta versions). The tokens of the San Diego board included a surfer, a beach cruiser, and a copy of the Union-Tribune. Instead of Park Place or Reading Railroad, players land on the Gaslamp Quarter or the San Diego trolley. But after two years of city-specific boards, the siblings were ready to branch out.

San Diego golf company TaylorMade golf in Carlsbad featuring The Kingdom golf club fitting and production facility

In 1996, Hasbro gave them license to create an Olympic edition of Monopoly to commemorate the Atlanta games. The Olympic Committee had agreed to purchase 20,000 copies, a huge number for USAopoly in those days. They decided to manufacture 35,000, figuring they could sell the extra 15,000 on their own. The games went into production, but the Olympic Committee hadn’t actually sent over a purchase order.

“I finally get the buyer on the phone,” Chapin recounts. “And she says, ‘We’re going to order 90 games.’ Nine-zero. Not 900, not 9,000, not 90,000. Ninety.”

Dane Chapin founder and CEO of San Diego board game company USAopoly and The Op Games in Carlsbad holding up a picture of him selling Monopoly games at the 1996 Atlanta Olympics
Photo Credit: Cole Novak
Chapin shows off a snapshot from his weeks hawking Atlanta Olympics Monopoly boards on the street.

When he reminded her of the initial request for 20,000, she said that the team had changed their mind. “There was no point for me to get angry or get mad at her,” he adds, laughing. “I just had to figure out what I was going to do.”

Chapin landed in Atlanta for press coverage the week before the opening ceremony. “The Olympics are a white-hot deal, and then it’s done,” Chapin explains. “And once it’s done, there’s really no market for all those goods.” So, he shipped 20,000 games to the city. If nothing else, he’d have them on hand to replenish the stock for local stores. But, while Chapin was walking to an interview with an Olympic Monopoly board under his arm, a man stopped him on the street and asked where he bought it. Chapin sold it to him for 20 bucks. A lightbulb went off.

Interior of San Diego board game company USAopoly and The Op Games in Carlsbad known for their Monopoly games
Photo Credit: Cole Novak
USAopoly’s Carlsbad offices hold copies of the thousands of games the company has produced since 1994.

“We’re sitting with a warehouse of 20,000-plus games that need to find a home,” he recalls. Why not get them directly into consumers’ hands? He rented a van, bought a dolly, and got to work. “I spent the next two weeks on the streets of Atlanta, schlepping games,” he says. At the end of those two weeks, all the boards had been sold at $20 apiece.

Hasbro never knew the full story. But the company did notice how successful the Olympic board had been—and it was all the proof it needed to increase USAopoly’s licenses. “That was the inflection point for USAopoly,” Chapin says. “After that, [Hasbro] expanded our purview, our grants, well beyond city editions.”

Chapin and his sisters started to create pop-culture versions of Hasbro games, producing tributes to everything from Harley-Davidson to Metallica to The Simpsons. Now, three decades later, USAopoly (also known as The Op) is on track to sell over seven million games this year. It’s grown into an international family entertainment company that designs original best-sellers like Telestrations and Flip 7 in addition to twists on the Hasbro classics.

Photo Credit: Cole Novak
The board gives players the chance to invest in iconic SD properties like the Carlsbad Flower Fields and the zoo.

Peek in the archives at the Carlsbad offices, and you find shelves jam-packed with a copy of each game the company has produced since its inception, from the Atlanta Olympics Monopoly that changed USAopoly’s fate to Dragon Ball Z chessboards and RuPaul’s Drag Race Clue.

Chapin shows off the original San Diego Monopoly, still sealed in its packaging. “Think about some of your fondest memories in life,” he instructs. “My fondest memories include going to my grandparents’ house with my brother when I was 10 years old—we’d have a sleepover and play canasta for hours. Talk about joy, laughter, and lifetime memories.” He smiles. “So, that’s my job—to create games that will do that, that will bring people together and get them to put their phones away. It’s pure, and people can be present. That’s more important than ever.”

Cora Lee

About Cora Lee

Cora Lee was born and raised in San Diego. More of her work can be found at coralee.net.

Partner Content AUGUST 19, 2026

Best Feet Forward

How local orthopedic specialists are pioneering the future of foot and ankle care

Best Feet Forward
Courtesy of Scripps Health

Your feet and ankles probably aren’t something you give much thought to—until something goes wrong. Orthopedic surgeons at Scripps Clinic are on the leading edge of foot and ankle reconstruction, treating patients with sports injuries, deformities, traumatic injuries and other conditions. That includes repairing torn Achilles tendons with a minimally invasive procedure that shrinks the incision site to less than a centimeter, and performing advanced ankle replacement on some patients with ankle arthritis. Read more about Scripps’ innovations in foot and ankle care here

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