To me, investing in the rotation, or lack of doing so, is the true measure of how much a team is "in it to win it mode." I'm not sure they ever felt the "rebuild" would be 5-6+ years long, and they'll never admit this is what it was, but the spending on SP'ers over that time is the give-away. It's one thing, if you have a great starting 5 or 6, and you don't invest more, but from 2019 on, it was clearly one of our biggest, if not THE biggest weak area on the team.
We could have done better with the money spent, as $10M is not really chump change, but we largely got what we paid for, and our fascination with signing pitchers coming off injuries was a major mistake in planning. I think the idea was that we could stay close to playoff contention as we rebuilt, and we kinds did, at times, but we fell way short of what fans wanted, and I think somewhat short of what JH & Co. expected with the budgets they handed out (2020 not included.) We should have done better, even with the limited winter budgets.I still maintain that the success of the 2021 team only emboldened JH into thinking the plan of winning, while not spending a lot, is possible and very attractive to his bulging wallet.
Here is a look at the major contracts handed out, starting in 2018, when we already had Prices $217M/7 deal on the books, as well as HRam, Pablito, Porcello, Kimbrel and Pedey.
Notice how the winter additions were not all that grand, the first 2 years listed, here:
2018: $110M/5 JD, $13M/2 Moreland
2019: $68M/3 Nate -just re-signing a current player as was $6.2M/1 for Pearce, and we let Kimbrel & Kelly go with no replacements.
Many seem to think the budget restrictions started under Bloom, but actual winter spending on outside players was very limited from 2018-2019. The Sale & Bogey extensions, that kicked in year 2020 was more of the same. The budget went up, so much, due to arb raises and big raises on extensions to Nate & Sale.
Some of the biggest contracts handed out after 2019 look like more than 2018-2019, but these signings don't show all the departing players, many with big contracts that were not replaced, in kind:
2020: $145M/5 Sale extension, $120M/6 Bogey ext (opt out,) $6M Perez, $4.5M Pillar,
2021: $10M/1 Richards, $8.5M Ottavino (trade,) $14M/2 Kike, $5M/1 Perez, $3.1M/1 Renfroe, $3M/1 Marwin (The AAV is more than the AAV given to new players in 2018 and 2019 combined!)
2022: $140M/6 Story, $18.8M/2 Barnes extension, $7M/1 Wacha, $10M/2 Paxton, $5M/1 Hill, $8M/2 Diekman, $3M/1 Strahm (This winter was no chump change winter, but other than Story, it was spread pretty thin, out of necessity, due to a shallow 40 man roster.)
2023: $90M/5 Yoshida (+ posting fee,) $32M/2 Jansen, $14M/1 Turner, $10M Kike, $10M Kluber, $17.5M/2 Martin, $7M Duvall, $18.8M/4 Whitlock ext, $3M Mondesi (Again, not really chump change, but when you lose the talent we lost, along the way, these guys pale in comparison.)
2024: $313M/10 Devers ext, $38.5M/2 Gio, $5.9M O'Neill (trade) $10M/2 Hendriks (Bello and Rafaela ext) The Devers deal blows away other winter spending, by itself.
2025: TBD