In this episode, Will and Christy touch base about wrangling code updates, keeping up with Squarespace’s ongoing changes, and the debate between live and pre-recorded marketing. Then they bring in Kelsey Gilbert Kryling, founder of Week of the Website, to talk honestly about what it’s like running an agency and the day-to-day realities of digital business. Kelsey shares what it takes to balance work and family life, the practical realities of maternity leave, and her biggest lessons on team structure and workflow. If you’re weighing freelance vs. agency life or planning to step back for family or health, Kelsey’s open-book approach is both reassuring and eye-opening. They also take a few minutes to celebrate simple wins, like the joy of a good pastry!

Kelsey’s top tech stack:

• Slack [https://slack.com/]
• Pipedrive [https://www.pipedrive.com/]
• EOS/90.io [https://www.90.io/] (Entrepreneurial Operating System organizing tool)

Find Kelsey at https://www.weekofthewebsite.com/ or https://www.bykelseygk.com/

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