Pike was promoted to Fleet Captain and Kirk took over Command from him as a result, which is where they met. Traditionally, especially in many of the novels, thats when the met before.
Kirk met him on two distinct occasions, firstly when Pike became Fleet Captain and secondly, when he took over Command (its possible that the order was reversed).
Kirk met him on at least two notable occasions, which he mentions.
With James T being confirmed for Season 2 and Sam being on the ship and friendly with Pike, enough to call him “Chris”, no 3 seems to be the most likely answer
It’s a fun thread to scroll through now that we know this episode.