I think the circumstances were very different. When the Cubs signed Jake Arrieta coming out of 2020 and into 2021, the expectations for the Cubs were "rebuilding". Sure, they had Bryant, Baez and a few other good players, but the previous two were on one-year-deals with no extension in sight, they had just traded Darvish for half of a HS team, payroll was down, and it was clear the direction they were going. This was a "hope he has a good first half of baseball and trade 'em!" type of a lottery ticket for a VP of baseball entering his first season. There was a good dose of sentimentality there, as well.
Jed Hoyer enters 2025 with an 83 win team in which people feel as though they kind of underachieved with. A team with playoff aspirations. They're a team with most of the positions locked up for more than one season - there's no real feel here that the Cubs are blowing it up in July. He also comes in with a one year contract and on the hot seat meaning Jed can't afford a mid-season blow up. They're not desperate for a 1b-only type, either.
Sure, the Cubs, did, once sign someone for sentimentality but I don't think that means they'll do it again. Under this pretense, they'll resign Hendricks over bringing in another SP to upgrade the rotation. The circumstances surrounding 2021 and 2025 are vastly different. Both from a team standpoint and a personal standpoint from Hoyer. Maybe Hoyer signs Rizzo, or Hendricks, but I think it's pretty damn unlikely all things considered. If this was a 70 win team who had trouble selling tickets and a blow up was looming with a settled VP? Maybe they go one-last-dance. But this is a GM who in theory should be scraping to be employed in 2026.