From Dot-Com to Design Mentor: Jennifer Whittingham on UX, Purpose & What’s Next
In this episode of WhatKeepsYouAwake.TV, host David Hooser sits down with Jennifer Whittingham, founder of Whittingham Creations, a UX and digital strategy firm born nearly 20 years ago out of motherhood, necessity, and the early dot-com era. From Silicon Valley startups to building a home-based business, stepping into corporate leadership, and now redefining her next chapter, Jennifer shares what keeps her awake today: purpose, growth, and helping others succeed.
🎯 Inside This Episode:
• From dot-com boom to mom-preneur: how Jennifer launched Whittingham Creations to balance career and family
• To scale or stay small?: the real trade-offs between creativity, growth, contractors, and employees
• UX beyond screens: designing end-to-end experiences that actually serve users and businesses
• AI in design today: where AI speeds up research, prototyping, and systems—and where human judgment still matters
• The next chapter: shifting from “doing the work” to mentoring, consulting, and helping entrepreneurs and career switchers win early
📌 Work With / Connect:
• Whittingham Creations — UX strategy, digital experience design & consulting
• Email: jen@whittinghamcreations.com
• New client availability beginning in 2026
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📣 Drop a comment: Are you at a crossroads—scale up, pivot, or refine what you already have?
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#JenniferWhittingham #WhittinghamCreations #UXDesign #EntrepreneurJourney #WomenInBusiness #DigitalStrategy #AIandDesign #Mentorship #WhatKeepsYouAwakeTV
