In a 2022 ViacomCBS Veterans Network event, Ryan described cord-cutting and the migration to streaming as "a massive new opportunity" for the company, noting that Pluto TV is "the number‑one player in the free, ad‑supported streaming TV space" and is "soon going to be on a billion‑dollar annual run rate." He stated that consumers generally like channel-surfing and are willing to watch advertisements in exchange for a free service, and that as an entrepreneur one should look for "white space" where there is little competition. During a 2019 interview, Ryan said the future of OTT is "exciting" but that the space is becoming "confusing" for customers, and that there is a limit to the number of subscriptions people will pay for. He argued that the free ad-supported opportunity has been "overlooked for a very long period of time" and will be a big part of how people consume content, adding that customers will gravitate toward a handful of "biggest one-stop-shop aggregators."