Jason made the prediction on episode E33, released May 22, 2021, that the All‑In hosts would “do something in person in September” with their fan base.

However, all available documentation of the All‑In live-events timeline shows their first public, ticketed in‑person gathering with fans as the inaugural All‑In Summit in Miami Beach, held May 15–17, 2022, not in September 2021. Both the All‑In podcast and Jason Calacanis’s biographical write‑ups describe this 2022 Miami event as the show’s first All‑In Summit / in‑person fan event. If they had done a prior fan event in September 2021, these sources would not characterize the May 2022 summit as the first. (en.wikipedia.org)

Searches across news coverage, event listings, and fan discussions also turn up no evidence of any All‑In-branded, in‑person fan event (live show, meetup, or mini‑summit) in September 2021; the live-events franchise is consistently described as beginning in 2022. (en.wikipedia.org)

Given that:

• Jason specifically tied the plan to September 2021, and
• the first documented in‑person fan event didn’t occur until May 2022,

the prediction that the hosts would hold an in‑person event with fans sometime in September 2021 did not come true.