Google Photos, Please Dress Me for Dreamforce

Every time I have to go to a conference, customer meeting, or really any in-person work event, I have the same moment of panic:

OH NO. What do I wear?!

I spend most of my working hours sitting in front of a computer in my home office. From the waist up, I look perfectly respectable. Blouse. Earrings (maybe). Maybe even makeup.

From the waist down?

Pajama pants.

I almost never wear shoes. Sometimes it’s hard to remember what real pants feel like.

So when an actual in-person event appears on my calendar, I suddenly realize that not only am I not particularly stylish to begin with, I may have actually forgotten how to assemble a complete work outfit.

That’s kind of sad.

Usually this results in me searching Google, asking ChatGPT what people wear to conferences, staring into my closet, and eventually ending up at Old Navy buying some version of something I probably already own.

But a few weeks ago, I opened Google Photos and it offered me something new:

Would you like me to create your wardrobe?

YES, GOOGLE PHOTOS. YES I WOULD.

Apparently, I Have a Wardrobe

The wardrobe feature uses photos you already have in Google Photos to identify clothing and accessories you’ve worn. It finds the items in photos of you, isolates them, and creates individual images of the pieces in your wardrobe.

And it found way more than I expected.

Tops. Pants. Dresses. Jackets. Shoes. Jewelry. Hats. Even my different glasses.

Once the wardrobe exists, you can use the Create tools to start combining those pieces into outfits. You can mix and match things you’ve worn at completely different times and even create an image of yourself wearing the whole outfit together.

Basically, Google Photos looked through years of photographic evidence and said:

Don’t worry. You do, in fact, own clothes.

But there was something else I noticed almost immediately.

I own a LOT of Salesforce clothes.

Salesforce shirts. Community shirts. Agentblazer gear. Conference swag. Jackets. Hats.

Apparently years of Salesforce events have quietly created an entire subcategory of my wardrobe.

And that’s when I realized:

Dreamforce is next month.

I could use this to plan my Dreamforce wardrobe.

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Dreamforce Outfit #1

So I started putting together an outfit.

First, comfortable shoes. This is non-negotiable. Dreamforce involves an absolutely unreasonable amount of walking.

Then some dress slacks and an Agentblazer shirt.

Add a blazer so the conference T-shirt feels a little more polished.

A simple necklace.

And sunglasses, because you’re constantly walking between buildings in San Francisco and somehow I always forget that part when I’m packing.

Suddenly I had an outfit made almost entirely from things I already own, and I could actually see what they looked like together before pulling half my closet onto the bed.

Even better, I could see what I looked like wearing them together.

Dressing for Dreamforce Is Its Own Weird Category

Conference clothes have to accomplish a surprising number of things at once.

They need to be professional enough that you could unexpectedly meet a customer or walk into an important conversation. Comfortable enough to wear for twelve hours. Layerable enough to survive San Francisco weather and aggressively air-conditioned conference rooms. Practical enough to walk miles in. And ideally, they should still feel like you.

For Dreamforce specifically, optimize for:

• Comfortable shoes. Seriously. Build the outfit from the shoes up.
• Layers. A blazer, cardigan, or lightweight jacket can make a T-shirt feel intentional and save you when the temperature changes.
• Something Salesforce-y. If you have a favorite community shirt, MVP shirt, Trailblazer gear, Agentblazer shirt, or other piece of swag, this is literally its moment.
• Real pockets. Badge. Phone. Sunglasses. Business cards you forgot you had. Random stickers someone hands you. You will need somewhere to put things.
• An outfit that can keep going. Dreamforce days have a tendency to turn into Dreamforce evenings without a convenient trip back to your hotel. ⬅️ but for reals tho!
• Something recognizable as you. Conferences are already socially exhausting. Your clothes shouldn’t feel like a costume you put on to become “Professional Conference Person.”

And this is where having my actual wardrobe available as little digital building blocks became surprisingly useful.

Instead of asking, “What should I buy for Dreamforce?” I can ask a much better question:

“What can I make with what I already have?”

My Tiny AI Stylist

Is this an essential technological advancement?

Probably not.

Did I immediately lose an unreasonable amount of time making outfits?

Absolutely.

But I genuinely love the idea of using technology like this to remove one tiny bit of friction from something that always stresses me out.

I don’t need Google Photos to turn me into a fashion icon.

I just need it to remind me that I own pants.

And maybe help me figure out which ones look good with my Agentblazer shirt.

Dreamforce wardrobe crisis: potentially averted.

Side note: I think this wardrobe feature is still rolling out and may only be available on Android so far. So if you don’t have it yet, you’ll just have to keep dreaming about Cher’s wardrobe app from Clueless. 💅