Since retiring from filmmaking in 2018, Hennessy has achieved remarkable success across multiple platforms. His Hennflix YouTube channel has garnered 4.2 million views, with an additional 2.7 million views across other platforms—totaling nearly 7 million views. He builds his audience through his monthly HennSchtick newsletter on Substack, crafting raw, uplifting, and deeply personal essays that blend humor with unflinching honesty.

 

Hennessy's television series Yolo YoYo's won Best New TV Cable Series at Access Sacramento in 2020, with twelve episodes receiving nearly 125,000 Facebook views. (TV stats not available) His short documentary Miracles on College Street—written, directed, and produced to promote his memoir Touched by Hannah—won the prestigious 'Film Heals' award at the 2022 Manhattan Film Festival for using cinema to promote peace and inspiration. The film also earned top-five Best Documentary and runner-up 'Best Episode West Coast' honors at the 2022 ACM Western Region WAVE Cable TV Awards.

 

Additional accolades include 'Best Film' at the 2021 Yuba City Arts & Culture Film Festival for a music video, and top-five finalist for 'Best Film' at the 2022 Houston Comedy Film Festival for his Comedy Club Anniversary Roast. The final Yolo YoYo's episode, The Stage, Following Our Wildest Dreams, won 'Best Narrative Episode West Coast' at the 2022 ACM Western Region WAVE Cable TV Awards.

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A former board member of the California Writers Club in Sacramento, Hennessy regularly speaks at writers' conferences and corporate events, inspiring audiences with his stories of creativity, resilience, and finding purpose in the face of life's greatest challenges.