The Advertising Leaders We Admire (and Envy)

America post Staff
13 Min Read

Jaime Robinson
Co-founder, Joan
Originally honored: Joan, 2016

International: Ten years since co-founding Joan and first landing on the Creative 100 list, Jaime Robinson has proven why she belonged. She’s built her two-person company into a global agency with offices in New York, London, and Berlin that was shortlisted for ADWEEK’s 2025 Global Agency of the Year.

No dummy: Robinson is most proud of work that has led to real change, like her team’s invention of the Womanikin. The CPR vest, which aims to close the gender gap in CPR, won awards but most importantly was adopted by emergency relief organizations in Spain, New Zealand, Argentina, Canada, and the U.S. 

Got game: The agency received a Sports Emmy nod for its WNBA project “Line ‘Em Up,” which aims to add official 3-point lines to public basketball courts across the country.

Back to the startup life: Robinson announced her departure from the agency in April. “I have new ideas, and they’re the kind that can only be expressed from a blank slate. I am an entrepreneur,” she wrote on LinkedIn.


David Lee
Chief Brand & Creative Officer, Squarespace
Originally honored: Squarespace, 2020

Awards? Check. David Lee has been a little busy in the last six years since ADWEEK honored him on this list, leading Squarespace to wins at the One Club, Art Directors Club, Cannes, D&AD, and Ciclope.

Have you heard? Squarespace’s quietly odd “Tale as Old as Websites” ad saw Barry Keoghan delivering the good news about how anyone can build a website by delivering laptops like newspapers across the Irish countryside. The Super Bowl LIX ad was an awards season darling, winning Gold, two Silver, and Bronze Lions.  

Just do it: How many people did Squarespace’s 2025 “Change Your World” series of ads inspire to pursue their dreams? There are no concrete numbers, but watching a bored office workers transform her colleagues into their best goth selves for her stylist side hustle sure did make people wonder how the world would be different if they, too, pursued their dreams. 


Share This Article
Leave a Comment

Leave a Reply

Your email address will not be published. Required fields are marked *