Blogging Pioneer Sherry Bennett Celebrates 29 Years Online - From College Blogger to Successful Entrepreneur

LOS ANGELES - EntSun -- Nearly three decades after launching her first website, Sherry Bennett continues to shape the online publishing landscape. This month marks 29 years since Bennett began blogging — a milestone that highlights the rapid evolution of digital media and the enduring relevance of authentic content creation.

Bennett started her first site in 1996, when blogging was still a new concept and most online creators were self-taught. Over time, what began as a personal project evolved into a thriving digital business spanning multiple successful blogs. Her experience mirrors the broader transformation of blogging from hobbyist experimentation to a cornerstone of modern online entrepreneurship.

"When I began, there were no templates, tutorials, or social media platforms," Bennett said. "Everything was trial and error. Watching the internet grow — and being part of that history — has been one of the most rewarding experiences of my life."

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Through her website, TheBloggingQueen.com, Bennett now shares insights on the business of blogging and the principles that have helped sustain her success for nearly three decades. She also offers educational resources for aspiring bloggers who want to learn how to build sustainable online platforms of their own.

Bennett's long career offers a rare perspective on the changing nature of online business. From hand-coded HTML pages to AI-driven analytics, she has witnessed nearly every major shift in digital publishing — and adapted to each new trend. Her approach emphasizes consistency, credibility, and providing genuine value to readers, which she believes remain the cornerstones of success regardless of technology.

"Digital tools have changed dramatically," Bennett explained, "but the fundamentals haven't. People still respond to honesty and expertise. Those things never go out of style."

To mark her 29-year anniversary, Bennett has compiled key lessons from her career into a new educational series aimed at helping creators navigate the modern online landscape. Rather than focusing solely on monetization, the material explores mindset, long-term growth, and the importance of adapting as the internet continues to evolve.

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Bennett's story is also a reminder of how early innovators helped shape today's creator economy. As blogging continues to intersect with AI, social media, and influencer marketing, her career demonstrates that adaptability and authenticity remain the most valuable assets a digital entrepreneur can have.

About Sherry Bennett
Sherry Bennett is a digital entrepreneur and educator who launched her first website in 1996. Since then, she has built multiple successful blogs across several niches and now shares her experience through TheBloggingQueen.com, where she writes about blogging, business, and digital strategy.