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Head of Design · Square, Cash App, Caviar · 2011 to 2016

I was Head of Design at Square from 2011 to 2016. I joined when the company had about 50 people, reported to Jack Dorsey and grew design from 3 people to 50 across six disciplines. I led the design of all of Square's early apps and the early designs and explorations that became Cash App, and I led photography for Square, Caviar and Cash App.

Team
3 to 50
Disciplines
Six
Outcome
The early designs that became Cash App
Reported to
Jack Dorsey
Recognition
One Show Gold Pencil
Square Wallet on an iPhone showing a leather wallet with cards for local businesses and an Explore Places button
Square Register Take Payment screen on a phone showing $35.04 above a number keypad
Square Register iPad item grid of pastries and coffee drinks beside an order list with a Charge button
Square Register item setup on iPad in a blueprint style, with plus tiles and Add Favorite and Create Item options
iPad order tickets on a wooden background listing customers' cafe orders with checkboxes and an Order Complete button
Taxi payment display showing a gray map of midtown Manhattan with a running total of $25.00
Studio
Overhead view of a fish market counter with crabs, fish and oysters on ice and a salmon fillet on a scale
Handmade ceramic vase with a glossy copper and brown glaze on a cream background
Close crop of a terracotta-colored ceramic teapot spout and handle on a cream background
Grid of six Japanese housewares on white: iron kettle, utensils, clay pot, ladle, blue cloths and a whisk broom
Grid of six cafe items on dark wood: pour-over coffee, matcha latte, chestnut dessert, matcha, latte art and green ice cream
Grid of six Japanese meals on black dishes with chopsticks, including bento, rice bowls and sushi
Editorial
Overhead view of a family dinner at a wooden table with pasta, roasted carrots, salads and drinks
Overhead view of a candlelit dinner with sliced flatbread on a board and two people eating pasta
Burger with bacon, tomato and lettuce beside sweet potato fries on a wooden plate, with a pink drink and crayons
Overhead view of a casual party spread with grilled skewers, sliders, caprese skewers and drinks on a rustic table
Hardware
Exploded view of a white Square card reader showing its circuit board, casing and audio plug on black
A hand holding an iPhone showing a card in a wallet, tapping it on a white Square contactless reader
Square Register on black as a hand inserts a Visa card into the reader, with the total shown on screen
Back of a black Square tablet with the Square logo and a camera, held in one hand against white
Portrait
Portrait of a smiling woman with short dark hair in a brown apron and pink top against a purple backdrop
Portrait of a woman holding a vintage camera in front of her face, wearing a flower headpiece, against pink
Portrait of a bearded man in a blue chambray shirt with a cream canvas backpack over his shoulder
Portrait of a man in black glasses, a tuxedo and a velvet bow tie with his arms crossed against a gray backdrop
Organization

Growing Square's design team from 3 to 50

I grew design from 3 people to 50 across six disciplines.

Design Team50 people
  • Product
  • Brand
  • Copywriting
  • Video
  • Photography
  • Print & Packaging

Block

Head of Design · Square, Cash App, Caviar · 2011 to 2016

I was Head of Design at Square from 2011 to 2016. I joined when the company had about 50 people, reported to Jack Dorsey and grew design from 3 people to 50 across six disciplines. I led the design of all of Square's early apps and the early designs and explorations that became Cash App, and I led photography for Square, Caviar and Cash App.

Team
3 to 50
Disciplines
Six
Outcome
The early designs that became Cash App
Reported to
Jack Dorsey
Recognition
One Show Gold Pencil
Square Wallet on an iPhone showing a leather wallet with cards for local businesses and an Explore Places button
Square Register Take Payment screen on a phone showing $35.04 above a number keypad
Square Register iPad item grid of pastries and coffee drinks beside an order list with a Charge button
Square Register item setup on iPad in a blueprint style, with plus tiles and Add Favorite and Create Item options
iPad order tickets on a wooden background listing customers' cafe orders with checkboxes and an Order Complete button
Taxi payment display showing a gray map of midtown Manhattan with a running total of $25.00
Studio
Overhead view of a fish market counter with crabs, fish and oysters on ice and a salmon fillet on a scale
Handmade ceramic vase with a glossy copper and brown glaze on a cream background
Close crop of a terracotta-colored ceramic teapot spout and handle on a cream background
Grid of six Japanese housewares on white: iron kettle, utensils, clay pot, ladle, blue cloths and a whisk broom
Grid of six cafe items on dark wood: pour-over coffee, matcha latte, chestnut dessert, matcha, latte art and green ice cream
Grid of six Japanese meals on black dishes with chopsticks, including bento, rice bowls and sushi
Editorial
Overhead view of a family dinner at a wooden table with pasta, roasted carrots, salads and drinks
Overhead view of a candlelit dinner with sliced flatbread on a board and two people eating pasta
Burger with bacon, tomato and lettuce beside sweet potato fries on a wooden plate, with a pink drink and crayons
Overhead view of a casual party spread with grilled skewers, sliders, caprese skewers and drinks on a rustic table
Hardware
Exploded view of a white Square card reader showing its circuit board, casing and audio plug on black
A hand holding an iPhone showing a card in a wallet, tapping it on a white Square contactless reader
Square Register on black as a hand inserts a Visa card into the reader, with the total shown on screen
Back of a black Square tablet with the Square logo and a camera, held in one hand against white
Portrait
Portrait of a smiling woman with short dark hair in a brown apron and pink top against a purple backdrop
Portrait of a woman holding a vintage camera in front of her face, wearing a flower headpiece, against pink
Portrait of a bearded man in a blue chambray shirt with a cream canvas backpack over his shoulder
Portrait of a man in black glasses, a tuxedo and a velvet bow tie with his arms crossed against a gray backdrop
Organization

Growing Square's design team from 3 to 50

I grew design from 3 people to 50 across six disciplines.

Design Team50 people
  • Product
  • Brand
  • Copywriting
  • Video
  • Photography
  • Print & Packaging