Wardrobe

Digitize Your Wardrobe Without Losing a Whole Sunday

A digital wardrobe sounds like a project. Like a spreadsheet, a whole Saturday, motivation that runs out after twenty items. It doesn't have to be.

Christopher · Last reviewed 5 September 2026 · 4 min

The short answer

The fastest way is to skip the idea of doing your whole wardrobe in one sitting and work in small batches instead: five to ten pieces per session, spread over a few days. Each piece needs exactly one photo — everything after that runs on its own. Within a few weeks you'll have a full digital overview, without ever losing a Sunday to it.

If you want to start now

You need: a smartphone, decent daylight, ten minutes.

  1. Set aside five to ten pieces you're actually wearing this week.
  2. Find a bright spot without backlight — window light is enough.
  3. Photograph each piece on its own, flat on the floor or on a hanger.
  4. Upload the photos right away instead of saving them up.
  5. Tomorrow: the next five to ten pieces.

Do I have to do my whole wardrobe in one go?

No — and trying to is exactly where many attempts at a digital wardrobe die. A closet usually holds more pieces than you'd guess just by opening the door, and setting out to photograph all of it in one afternoon works against you. By piece thirty, "interesting project" has quietly turned into "chore."

Small batches work better. Five to ten pieces per session, spread across a week or two. It never feels like work, because no single session takes long.

How many pieces should I photograph per session?

Our suggestion for getting started: five to ten pieces. Five pieces takes about five minutes. Ten takes maybe ten to fifteen. Either one fits easily between two other things you're already doing.

Good

Five pieces a day, spread over two weeks — no motivation crash.

Makes it harder than it needs to be

The whole closet in one Saturday — by piece forty, the energy is gone.

Which pieces should I start with?

Whatever you're already handling this week. Not the piece buried at the back you haven't touched in a year — that can wait, if it happens at all. Start with what's on the chair, coming out of the laundry, or what you wore this morning. That way you're digitizing on the side, not blocking out time specifically for it.

What if I lose interest after five pieces?

Stop. Genuinely. The whole point of small batches is that you can quit at any point without doing anything "wrong." A half-digitized wardrobe is still more useful than a spreadsheet project that gets abandoned after two hours and never opened again.

Is this even worth it for a small wardrobe?

Yes — arguably more so. With twenty to thirty pieces, that's three to six sessions at a five-to-ten pace. And the overview matters even more in a small wardrobe: every piece counts, and you can see immediately what's actually missing.

Does clothing still in the laundry basket count?

Photograph it whenever it's convenient — there's no rule that says the newest or freshest items go first. What matters more is starting with pieces you'll actually reach for, so the digital wardrobe feels useful from day one instead of only after the last photo.

Should I go by category, or just work through it randomly?

Working through it randomly is completely fine. There's no advantage to doing all your pants first, then all your tops, then all your jackets — unless it's simply easier for you because similar pieces are already near each other. Categorization sorts itself out on its own once the photo is uploaded anyway. What matters more than order is that you actually start — which piece comes first barely matters.

Accessories like scarves, bags, or hats count just as much and can go in whenever it's convenient. There's no rule that says they need separate treatment — a piece is a piece, whether it's a jacket or a silk scarf.

How long does it really take to get everything digital?

Take a hundred pieces as an example: at ten per session, that's ten sessions — spread over two or three weeks if you do one every other day. It sounds like more than it feels like, since each session rarely runs past ten minutes.

What you can do next

Already got a few pieces in front of you?

In Try It, one photo per piece is enough — the app removes the background and files it into your wardrobe automatically.

Start your wardrobe →

Christopher — Founder, Try It / Ariside UG

Published: · Last reviewed:

Why we wrote this guide

Because the biggest reason people never start is picturing an entire day for it — when ten minutes at a time is plenty.

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