I'm bored, so I thought not only would I take a look at runaway train that this game as become, but maybe even provide a few answers.
Since BrainDrop (as far as I been told is a sports fan) I have taken a look at a few schedules
NBA: I wouldn't expect anything until after June 23rd , as thats's when Game 7 of the NBA Finals are
NHL: I can't find an exact date, but with Game 7 of the Eastren Finals on June 4th and the Westren Finals Game 7 being June 5th, then you still have the Stanly Cup Finals....I'd say end of June is when it's all over
MLB: Postseason starts in October, so I suppose that shouldn't play a factor for this update
NFL: No real football until September 5th, 2024 so he can't use that.
MLS: The Cup isn't played until November or December (Based on quick google search) so the meaningful games shouldn't be for a while yet.
CFL: Games start June 6th, but it's the CFL , so I don't know how much of a shit any americans give about Canadain Football.
So with the "Big Four" in the states (Being NBA, NHL, MLB and the NFL) I would venture to guess at BEST Your getting your "update" (Be it a huge update probally most feel they are entitlied to, or much more likley, a tiny update) After the first week of July. I say that as he'll say he has to get ready and prepare for a big family get together for July 4th.
So Im calling it, second week of July and that's best case . It could be much eariler but we all know he chooses not. Hope those dates helped !