Episode 21 : What Layering Income Streams really Looks Like with Rebecca Jane Woolbright
In Episode 21 of Creative Diaries, Rebecca Woolbright shares how she transformed a single roll of washi tape into a multi-income creative business built on joy, intention, and systems. From wholesale to licensing to education, Rebecca opens up about how she layered income streams not just to increase profit, but to support the creative life she wanted to build.
Unlike the pressure of scaling quickly, Rebecca’s approach to product-based business is rooted in experimentation and clarity. She shares how launching washi tape gave her the courage to explore manufacturing, licensing, and teaching—each one added only when the previous became sustainable.
Rebecca explains how product, licensing, wholesale, and teaching each serve a different creative purpose—and how systematizing her processes helped her grow without burnout. With support from automation, virtual assistants, and even an art agent, she’s able to stay focused on the work that truly lights her up.
One of her most powerful insights? Start small, but build smart. Rebecca began with a product she loved, and then built consistent systems around that offering. For wholesale, she uses automation to pitch up to 25 shops per week. For licensing, she shares how working with an agent helped her organize her portfolio and expand her reach. And for teaching, she launched “Manufacture Awesome,” a course for creatives ready to take their first step into product manufacturing.
Throughout the episode, she reminds us that each income stream should support your creativity, not compete with it. Rebecca offers real examples of how to pace yourself, identify your "enough," and protect your energy while growing a profitable business.
🎧 Want to learn how to build a creative business with multiple income streams—without burning out?
Listen to Episode 21 of Creative Diaries with Rebecca Woolbright and explore how strategy, automation, and joy can help you build a business that’s truly your own.
Key Takeaways from This Episode:
Start with one income stream and build a strong foundation before layering others
Wholesale and licensing require consistent outreach and strong systems
Automation can help you pitch at scale and stay top of mind with buyers
Education is a powerful way to share your experience and support others
Hiring help can free your time and increase impact
Organizing your artwork can make licensing smoother and more successful
About Rebecca Jane Woolbright
Rebecca Woolbright is a surface designer, product creator, and educator based in the U.S. What began with a roll of washi tape has turned into a thriving creative business spanning wholesale, licensing, and teaching. She is the creator of “Manufacture Awesome,” a coaching program that helps artists bring their product ideas to life. Known for her clear systems, heartfelt communication, and layered creativity, Rebecca proves that building a joyful, multi-stream business is absolutely possible—with intention and the right support.
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