Tiff Willson is a serial entrepreneur, investor and artist based in Colorado. She has founded more than 20 companies, scaled two businesses to millions of users and revenue, and 3 exits. Currently, Tiff is building Roomhints, Bold HQ, and Bow to the Bee.
98%
of founders experience greater clarity after implementing her methods.
100%
of teams report stronger alignment after applying Tiff’s communication frameworks and leadership principles.
25+ years
With more than 25 years of building, scaling, and advising companies, Tiff brings teams structure, clarity, and grounded perspective that strengthens decision-making and long-term direction.
Tiff builds what she loves, for the world she wants to see: sustainable, rich with artists, and built on craftsmanship rather than consumption. It’s the love of building that drives Tiff to build sustainable businesses and ecosystems.
Empowering the next generation of creative entrepreneurs and leaders to achieve their full potential.
Ready for your business’s next step? Drawing on 20+ companies founded, 3 exits and two businesses scaled to hundreds of millions of users. I help founders see the whole picture, from product and brand to operations and growth, and connect the dots specialists miss.
BOLD HQ is a podcast featuring bold stories from founders & business leaders.
SPEAKING & EVENTS
Tiff captivates audiences with energetic, honest, and practical talks on entrepreneurship, leadership, mindset, and modern growth.
“Tiff is one of the best speakers I have ever heard. Her energy inspires and encapsulates the crowd to grow their business!”
“Tiff is extremely knowledgeable on startups, innovation and automating your growth”
Tiff is the best business speakers I have heard. I left with practical takeaways and the feeling that a fire had been relit in my belly to go for it!
Stay Connected
Business insights and tips delivered 1x per month.