We're not likely going to know for sure where the blame actually lies until AA eventually writes his memoirs and finally says it publicly, but I think it's now fair to describe the entire Freeman situation as "completely botched" - even if he re-signs AND the contract doesn't become an albatross at some point in the future.
All the dancing around and haggling over Freddie signing a team-friendly deal has likely cost the organization $30-$40 million at the very least, and potentially more. He's a perfect fit with the Dodgers (Turner moving to SS, Muncy moving to DH and Lux taking over at 2B), and they just got Kershaw, Jansen, Scherzer, and potentially Bauer off their books. He's a perfect fit with the Yankees , and non-tendering or trading Gallo and Voit would cover half of said $30 million. He's a perfect fit in Boston, and if Martinez opts out and they don't chase Schwarber that covers the full $30 million. As crazy as it sounds to have 3 guys making over $30 million per, he's a perfect fit in Anaheim - and they'd still have roughly $60 million left to spend on pitching and still be under this year's luxury threshold. He's a perfect fit in San Francisco, and there's no doubt they're going on a spending spree this winter. He's a perfect fit in Seattle, and they've got a *hit-ton of money to spend and a lot of young, inexpensive talent to surround him with for the next 5-6 years.
Whether it was an ownership-level decision that Alex wasn't allowed to make on his own or one where he chose to follow the numbers no matter the cost, dicking around with this has cost them a ton of money at the very least - and it legitimately has a chance to completely dampen fan (and team) enthusiasm no matter what is done in the event he leaves, even if it turns out to be successful in the long run.
Quote the numbers all you'd like, giving him the Goldy deal plus $1 million per 6 months ago looks like an absolute steal - and with the hindsight that comes with knowing you'd have extra resources to devote to it following a deep postseason run, it might have turned into an absolute bargain.