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Join host Cynthia Kirkpatrick as she interviews legendary artist and entrepreneur Mary Engelbreit, creator of one of America’s most beloved illustration brands. Mary has built a multi-generational empire through greeting cards, calendars, children’s books, licensing deals, retail stores, and a beloved lifestyle magazine. In this episode, Mary shares the simple truth about building a creative business over five decades, from selling hand-drawn cards for 25 cents in high school to creating over 14,000 copyrights.
This episode is essential listening for creative entrepreneurs, artists looking to monetize their work, and anyone building a values-driven business. Listeners will discover how to stay authentic while scaling, when to pivot away from successful ventures that don’t align with your vision, and why imperfection is often the gateway to opportunity. After listening, you’ll have a roadmap for building a sustainable creative business that can weather decades of change while maintaining its core identity.
Early Career Development (07:37 – 18:09)
Business Foundation and Growth (22:47 – 27:34)
Product Innovation and Market Positioning (27:34 – 32:16)
Business Expansion and Challenges (35:23 – 37:02)
Magazine Venture (13:31 – 42:06)
Working Relationship Dynamics (47:16 – 50:22)
️ Creative Process and Production (59:59 – 01:01:36)
Brand Evolution and Product Lines (01:04:34 – 01:06:01)
️ Industry Challenges and Adaptation (44:00 – 58:10)
Business Philosophy and Success Factors (01:07:37 – 01:09:07)
Content Notice
This podcast and all She Lift Project content represents the opinions of Cynthia Kirkpatrick and her guests. The content here is for informational purposes only, and should not be taken as professional advice – financial, legal, medical, or otherwise.
Views and opinions expressed in the podcast and across all She Lift Project media channels are our own and do not represent that of our places of work. While we make every effort to ensure that the information we are sharing is accurate, we welcome any comments, suggestions, or correction of errors.
“But sometimes when you prove yourself and people don’t see your value, you need to remove yourself, which is what I did. And was it hard? Yes. Was the pay cut difficult? Yes. That first year was challenging. But I knew where I wanted to go and I knew I wasn’t going to get there by staying.”
“And I always say creativity dies in the courtroom, and I love creativity in cases. And I love people having the ability to have the power to decide what their parenting plan looks like, what their settlement’s going to look like. Judges don’t get that much say. They kind of have boxes they have to stay within.”
“I got to a point in Frank’s office where I realized there was kind of a ceiling. People that I had come in after me, I was training, were now moving up. And my ego got to the best of me. This is the dream job. Like, what happens after Frank Gehry? What could possibly be next after that?”
We’re catalysts for better conversation. And we know at Filament that the teams that we work with are not looking for the right answer, because there’s no such thing as the right answer. There is the next best answer to the questions that we’re asking.
“Research actually shows when there’s this lack of trust in a relationship, this lack of connection, the same part of our brain that processes physical pain gets activated when there’s an emotional pain. Right? And so if I’m feeling rejected or I’m feeling like I’m not part of the team or I’m not valued in any way, that part of our brain activates and says, like, pain. And so if you think about it in that way, think about the number of people who are walking around your office every day in pain.”
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We publish on the 1st and 3rd Tuesday of each month.
