ChrisBOnTheWeb was founded and launched on November 14th, 2014, which produces Blogs, Podcasts, Webshows and goes to local and surrounding area events. The most notable series the company had was The Entertainment Man Talk Show. 2015, Chris and the team started to podcast with Everything About Reality TV till end of June 2020. Power Rangers Collab ran between 2019 - 2023 when it merged with The CBOTW Show which started in 2018. Entertainment Man Podcast was a motivational and self help podcast that ran for 6 seasons and over 300 episodes from March 2020 - end of August 2025. Chris, Larry, Billy and Bob continued the plans with The CBOTW Show including bringing back the Reality TV Podcasts under The CBOTW Show. October of 2025, Shane (who was a regular guest on Entertainment Man Podcast) and Chris teamed up to start After Hours with Shane & Chris. Boss Man also streams on www.twitch.tv/cbotwmedianetwork on weekends and randomly.