If you look at the match-ups from 02-10, the Twins averaged something like 92-93 wins each year and their opponents averaged about 100 (A's 103 and 93, Angels 99, Yankees 101, 101, 103 and 95), The 2010 team went into the playoffs with 25% of their payroll on the DL against the 95 win Yankees. We just didn't have the depth to play with them. The only series they should have won in that period was 06 against the A's. Statistically, the Twins outhit the A's in the three game series but even that year, injuries affected the team. Liriano was out and Radke was pitching with a torn labrum. Boof Bosner and Jose Mijares stood up huge for us down the stretch. 06 is the one that we should have won.
The '17 wildcard game was too freakish. Buxton got hurt in the 1st inning, we knocked out their ace before they knocked out our ace. If the ump hadn't given Didi four strikes, who knows what happens in that game. Anything can happen in a one game playoff but their pen out-played ours.
19 and 20 are different. We weren't completely outclassed in either. In 20, Houston actually had a losing record, which will be a strange * in Twins history. But our bats just didn't show up in that series. Houston was better than their record but we were better than them. But it was a strange season so maybe we weren't as good as our record either. The Yankee series in 2019 was just ugly. Their hitters made Berrios throw 88 pitches in just four innings, a big error on Cron, and our pen couldn't hold anything. Game 2 we started Dobnak and no playoff team should do that. Game 3 we were already defeated and the pen gave up a lot more runs.
I think the main two problems we have always had are 1) depth and 2) bullpen. Depth is more an ownership issue rather than a FO issue. The Twins have had to start guys like Duensing, Dobnak, Blackburn and Bosner in important playoff games. The Yankees, Dodgers, Red Sox don't do that. They pay for depth. Our irstwhile ace coming into this year was a bullpen arm for the Dodgers. The bullpen is a similar issue, if you can't pay for pitching, you have to rely on guys on journeymen contracts or rookie contracts. Sometimes it works out, sometimes it doesn't. But the Twins have so little room for error that it makes competing in the post-season harder. An injury to one bullpen arm moves everyone up a slot and into higher leverage situations then they are used to. Remember, the Astros had pitching issues, they went out and traded for Verlander. We will never do that.* The Tigers looked at their rebuild, liked what they saw, and have added significantly this offseason with more likely to come. We won't do that.
I don't think this FO can get us over the hump but others will differ. This FO has already failed to keep the window of opportunity open for the core they inherited. I don't see them getting the Twins to the playoffs next year and suspect they'll be fired after the season.
* In fact, ownerships decades long BS about payroll and cost has made it harder for the FO to make 'win-now' type trades as the fanbase went crazy over the Ramos and Jepsen trades.