Why Creativity Belongs at the Leadership Table: Cassie McDaniel on Art, Tech, and Building a Well-Rounded Creative Life

Margo is joined by Cassie McDaniel, Head of Design at Medium, where she leads product design, brand, and research. Cassie has also brought her design expertise to companies like Lattice, Webflow, Glitch, and Mozilla Foundation, and she's passionate about simplifying complex workflows while creating space for more meaningful design. Beyond her professional roles, Cassie is a painter, writer, DIY renovator, and environmental conservation group member—someone who embodies the importance of building a life rich with creativity both in and outside of work. In this conversation, Cassie and Margo explore what it means to be a well-rounded creative leader, how personal passions fuel professional innovation, and why design belongs at the leadership table. Cassie also gives us a peek behind the curtain at Medium's evolving design approach, including how her team thinks about content consumption, new UX navigation, and experiments with AI. Margo and Cassie discuss: The case for doing things outside your job and how hobbies unlock new creative potential How writing serves as "exercise for the brain" and a counterbalance to a busy design career Cassie's approach to mentorship, including hiring, coaching, and guiding designers at all levels A behind-the-scenes look at design at Medium, from flat minimalism to layered storytelling How a family legacy of persistence, from chicken farming to dentistry, shaped Cassie's approach to creativity and leadership Lessons from Cassie's career across Webflow, Glitch, Mozilla, and Medium, and why foundational creative skills translate to digital spaces What makes Medium unique as a platform for authentic stories, connection, and community The value of saying yes to new opportunities, co-designing with communities, and learning from every experience Balancing leadership, writing, and motherhood while still making time for passion projects at home Learn more about Cassie here: Website: cassiemcdaniel.com Medium: cassiebegins.medium.com LinkedIn: linkedin.com/in/cassiemc Instagram: @cassiebegins Connect with Margo: www.windowsillchats.com www.instagram.com/windowsillchats www.patreon.com/inthewindowsill https://www.yourtantaustudio.com/thefoundry   Save the date for Medium Day 2025: https://medium.com/blog/save-the-date-for-medium-day-2025-50b1f15de07d Sign Up for the Sylva Solace Creative Resilience Retreat: https://www.bdi-create.today/sylva-retreat