There's no real magic to it. If you, personally, own the show, then you can certainly put together some pitch materials, and "shop" the show around to the major syndicators. See http://www.ranker.com/list/television-syndication-companies/reference You can do this directly, or through an agen...
Really depends on the content and what you mean by content. You talking video, images, press releases? Need a bit more info to help with this one.
You really have to think about the objective. Why do you want to do it? Assume it is to drive traffic? Best way, is to focus on creating content that people want to read and share, then pushing out with paid support via social platforms, influencers and partners.
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Considering you already have a large following, your best option would be to fund your shows via Patreon (https://www.patreon.com/). Many shows on Youtube, and many musicians and other artists with a following make a considerable amount of money from their fans through Patreon, some over $20k / m...