SQUARE TRANSACTIONS, 2025

Turning clunky checkouts into integrated transactions

TYPE

Mobile App (Add'l Feature)

DURATION

7 weeks

MY ROLE

UX Research, UI Design

TOOLS

Figma

THE CHALLENGE

Selling Shouldn't Be This Hard

Square is the go-to POS app for many small vendors, but it's not enough. From jotting sales in notebooks to switching between apps, vendors are often left juggling a complex system that slows them down.

THE SOLUTION

A Faster, Smarter Transactions System

To help vendors track sales effortlessly, we designed a lightweight add-on to Square that lets vendors log transactions in real time with no prior set up.

Track

Quickly record sales as they happen without inventory input.

Detail

Add photos, notes, and tag each sale by category and location.

View

Browse past transactions in a sortable, filterable list or grid.

KEY FEATURES

Log Sales Instantly

From the Checkout screen, vendors can log each sale on the spot without prior setup or inventory log.

Leave a Note

Add custom notes to each transaction. Use text-to-speech for hands-free input!

Attach Photos

Snap photos to visually record the item sold and revisit it later for easy reference.

Tag by Category & Market

Track patterns by labeling each transaction by item type (e.g., "shirts) and market location.

Filter & Sort Sales

View the entire transaction history in a sortable, filterable grid or list to review trends or prep for your next event.

RESEARCH

Small Vendors Need a Faster, Simpler Way to Track Sales

To better understand the needs of small vendors, we visited three markets across San Diego and interviewed 6 vendors, ranging from food to crafts.

“My inventory changes every week, so logging inventory is not really worth my time.”

- Food Vendor, Hillcrest Farmers Market

"Prices depend on the crowd and vibe. Honestly, sometimes I just make it up on the spot.”

- Clothing Vendor, Hot Spot Flea Market

“I like organizing items by type and by which market I'm at. It helps prep for next time.”

- Craft Vendor, UCSD Vendor Fair

INSIGHTS

Speed Over Structure

1

1

Vendors track sales over inventory

Vendors, especially those with revolving inventories, rarely pre-log inventory. Instead, they track sales as they happen.

2

2

Price flexibility is needed

Vendors price and discount items on the fly, offer bundles, or give freebies, so rigid systems slow them down.

3

3

Organization matters

Many vendors organize by category and market to prep for future events and track performance.

4

4

Photo are useful, but limited

Photos are a common low-effort method, but difficult to sort or analyze after the fact.

COMPARATIVE ANALYSIS

Existing POS Systems Aren't Optimized for Casual, In-Person Selling

Square

Widely used and easy to set up, but offers limited flexibility for on-the-fly sales.

Shopify POS

Ideal for business with set inventory and online stores but overly complex and not designed for in-person transactions.

Venmo

Extremely fast and familiar for casual payments, but lacks any features for detailed tracking.

Photos/Notes App

Visual and quick for one-off tracking, but disorganized and difficult to sort or filter.

EARLY ITERATIONS

Adapting Tools to How Vendors Actually Work

Low-Fidelity Wireframes

We began improving the Inventory feature. Although vendors appreciated some features, they were hesitant to rely on pre-logging inventory at all.

High-Fidelity Pivot

We shifted focus from inventory to Transactions, designing a lightweight feature vendors could easily incorporate into their workflows without any extra set up.

TESTING & IMPROVEMENTS

Cutting the Clutter, Increasing the Flexibility

Simplified the Checkout

Early versions required too many clicks to add common details like photos or notes.

We added a customizable shortcut button next to "Add Details," so users can quickly log their most used input without extra navigation.

More Photos, Better Functionality

Users could only upload one photo, which was limiting for bundles or detailed items.

We updated the feature to support multiple photos, and also added essential camera functions like flash and zoom.

Clarified the Grid View

The original grid only showed prices over photos, cluttering the view and reducing readability.

We added a cleaner price placement with timestamps, and reduced photo size to fit more transactions on-screen without excessive scrolling.

REFLECTION

Real People Lead to Real Insights

  1. Assumptions ≠ Reality: What we initially thought vendors needed wasn't actually what mattered most.

  2. Testing > Guessing: User feedback saved us from building the wrong solution and allowed us to move towards a more effective one.

  3. Iteration 🔛🔝: Pivoting mid-project actually led us to a more valuable end result.

Next Steps: If given the opportunity, we would test at scale, track vendor adoption, and continue refining features based on ongoing feedback.

Let's work together!

I'm always open to new opportunities, connections, and conversations. Say hi — I'd love to hear from you.

Let's work together!

I'm always open to new opportunities, connections, and conversations. Say hi — I'd love to hear from you.

Let's work together!

I'm always open to new opportunities, connections, and conversations. Say hi — I'd love to hear from you.

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