Driving Profits Through Process with David Kennedy and Chelsea Pimienta on Circle Live

According to the Squarespace Circle State of the Web Design Industry 2026 report, 37% of web designers say the biggest barrier to getting new business—and therefore more revenue—is that they’re too busy working on current projects. Factor in shifting design trends, client demands, and industry circumstances, and even the most tenured designers may need help identifying effective ways to grow.

This month, Circle Platinum Partners David Kennedy of Mediaspace and Chelsea Pimienta of 23&9 Creative joined Squarespace’s Sam Zelitch, Senior Community Events Manager, and Sarah Greisdorf, Team Lead, Channel Partner Program, on Circle Live to discuss their thoughts on profits and process. 

In the discussion, Chelsea shared how she started earning more money after shifting from custom services to website templates:

A lot of my clients are people who are starting out their businesses and don’t have tens of thousands of dollars to create a custom website. It’s really great to be able to offer templates for these people I want to help, and to be able to teach them how to use the platform while giving them a custom-like website for hundreds of dollars versus thousands.
— Chelsea Pimienta

Watch this episode to learn:

  • How to turn your unique design skills into purchase-ready products and services

  • The financial advantages and relationship benefits of keeping clients on retainer 

  • The steps David took to sell long-term website management and dedicated concierge services alongside site builds

  • The choices David and Chelsea make to earn the most commissions from Circle referral payments

Related resources:

Listen to the podcast version of the episode.

Subscribe to the Squarespace Circle YouTube channel for videos on product features, interviews with Circle partners and Squarespace product managers, and more.


Want more?

Check out Squarespace Circle, Squarespace’s program for professional designers and web design agencies. Along with exclusive content, discounts, and other perks, Circle brings professionals together from across the globe to exchange advice while connecting with new clients and collaborators.


Devin Raposo, Squarespace

Devin Raposo is a content associate at Squarespace producing written and video content aimed at creative professionals, including Circle partners.

https://squarespace.com
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