10 MLB Offseason Moves That MASSIVELY Backfired

In this episode of MLB 10s, Dawson takes a look back at 10 MLB offseason moves that ended up backfiring. This includes trades, free agency signings, player releases, and features moves like the Red Sox signing Pablo Sandoval, David Ortiz being released by the Twins then signing with the Red Sox, Pedro Martinez being traded by the Dodgers, and of course Babe Ruth being sold to the Yankees.
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[@DawsonWright]

What other MLB offseason moves massively backfired? 🤔

[@alexhisem1852]

Ryan Howard

[@tumtumtakesover3544]

The A’s trade Josh Donaldson

[@radfromraddad7900]

chris davis is the only thing that i need to say...

[@tumtumtakesover3544]

@@radfromraddad7900 that was fantastic signing

[@drewvenne7742]

Eric Lauer and Luis Urias for Trent Grisham and Zach Davies

[@crazyonebyfar]

"....the Angels learned that signing veterans on their wrong side of 30s is a bad idea." *Rendon disliked this video*

[@ramondiosdado9757]

Yankees signing Jacoby Ellsbury instantly came to mind after this was over.

[@stancurtis2182]

So we are not going to mention how the Mets released Turner and he became a stud with the Dodgers?

[@skylerclifton2818]

Being a Cardinals fan, I would definitely put Brett Cecil on this

[@hamptonrj25]

Instantly too. I think he pitched on opening day the year we got him he started off looking strong but then the ball got stuck to Yadi's chest protector and it all went dowmhil from there.

[@Phoenix14313]

100%

[@WalkoffGrandslam]

Not a Cardinals fan but I feel for ya

[@xVoioV]

cecil had a few hot streaks with us but rather than that he was pretty shit

[@Joepelow1]

Also I’m i jays fan and I’m glad you guys got him

[@EonArashi]

The 2002 Expos acquiring one year of Bartolo Colon for Grady Sizemore, Brandon Phillips, and Cliff Lee has to be one of the worst. They weren’t even close to the postseason that year.

[@CutterHistorical]

that was in season, this is offseason stuff

[@LAsuperfly94]

They were also in danger of being contracted that year, so they made moves to try to bolster fan interest that had been lacking since the strike. It's only a garbage move in hindsight because the Expos dodged contraction

[@SmoothCriminal12]

Sandoval wasn't even an elite hitter, so I don't get what the Sox saw in him to begin with. I can understand Hanley since he was actually solid as a hitter during his time there.

[@LordGamerDude]

I honestly think that if Sandoval didn't win World Series MVP in 2012 he would have never gotten that big of a contract.

[@gnielsen07]

Sandoval hit .340 in the playoffs winning 3 chips. He was really clutch for San Francisco

[@LordGamerDude]

@@gnielsen07 problem was he wasnt a big regular season performer his last few years in SF, the numbers slowly started to dip and it waa obvious. You cant throw that type of money around based on a small sample size when there are multiple variables at play.

[@raydurazo5930]

You should do a top ten offseasons moves that paid off .

[@coldfroze3778]

Dodgers getting Mookie = Back to Back titles

[@David.lovesU]

@@coldfroze3778 who can stop those damn Dodgers 🤬

[@brycem9875]

Max Scherzer gotta be up there.

[@Geotpf]

@@coldfroze3778 The Dodgers will pay him more than a third of a billion dollars over the course of his contract. They got a bargain.

[@cro4194]

@@David.lovesU the Padres.

[@felixmendelssohn991]

Frank Robinson (Reds to Orioles) and Steve Carlton (Cardinals to Phillies), both of them immediately made history in their first season with the new team by winning Triple Crown, claiming MVP and CY respectively and became the key factor for the teams' first ever World Series title.

[@JoseGonzalez-pv5ox]

The editing on this vid tho 📈📈

[@DawsonWright]

Thanks im glad somebody noticed

[@cbott3968]

Also don’t forget the Mariners actually traded away David Ortiz

[@huntervolcan9218]

The Bobby Bonilla deal where the Mets have to pay him $1 million a year for the rest of his life

[@SuperMutant2099]

I was going to say I was surprised it wasn't on the list

[@Unconsciouzone]

@@SuperMutant2099 That's because New Yorkers think the universe revolves around them...just sayin'....

[@SuperMutant2099]

@@Unconsciouzone I'm from new jersey and the fact that the contract was so bad. Bobby Bonilla's performance was so bad. Then leading to situation where they pay him 1 million a year for 25 years. He hasn't played a game since 2001. That is why should be on here.

[@Unconsciouzone]

@@SuperMutant2099 Sure I get it ... However someone (presumably) outside of the NY area gave ten examples they thought were worse so...your comment is a case i in point.

[@SuperMutant2099]

@@Unconsciouzone Having to pay a player for 25 years after they stopped playing is worse everyone on this list then Babe Ruth.

[@lylehutz]

I knew it was coming, but #2 still hurts so much. At least it wasn't number 1?

[@mpaulm]

Pujols’ deal is actually 20 years long with ten coming after his playing years.

[@scullystie4389]

I'd totally forgotten about the absolute meme that was Hanley Ramirez playing left field. Laughing at his expense made up slightly for him blowing Kershaw's perfect game with an error.

[@Duartay1]

I think in a few years, we're going to look back on the Mets-Mariners trade that sent Robinson Cano and Edwin Diaz to New York as a contender for this list. If Jared Kelenic performs even half as much as advertised, it might go down as the fleece of the century. Ironic considering Jerry Dipoto is responsible for two entries on this list.

[@Karmy.]

This aged interestingly

[@leifopstad2972]

@@Karmy. and it still has

[@Karmy.]

@@leifopstad2972 yeah

[@risboturbide9396]

Always happy hearin' from my Expos 💙 Forever in my heart Nice video, as alway

[@TheManny717]

I may be a Dodger | Angel fan, but #NosAmours have a special place in my heart. I'm still waiting for a triumphant return to MLB.

[@denzelhunt3578]

I thought Jason Heyward & Jacoby Ellsbury would've been on this list but I still like this list.

[@bigflygang]

Morneau was the 1st baseman the twins needs though, so to be fair they couldn't have predicted ortiz going off

[@SirRelkinstein]

Edwin Diaz and Robinson Cano definitely back fired on the Mets in 2019, but in 2020 Cano was on fire and Edwin Diaz was actually good, but sadly we now know why Cano was on fire in 2020. Hopefully Edwin Diaz can perform like he did this year in 2021.

[@CharmCityGamer]

Jose Morban, man I feel old! Thanks Dawson!

[@curtisgoulard3106]

Kind of a slap in the face for the angles is when Albert went back to st.louis he immediately became Albert of old sort of

[@markchalled3976]

Thanks Dawson.

[@logandetwiler4483]

Heyy love your content

[@jackthetvroaster7231]

Frank Robinson trade has to be up there

[@twinktoiletsbestfriendsmomscan]

How is the Cubs signing Milton Bradley not on this list??? It was dumb on paper but absolutely exploded into a worst case scenario. Not only was he not productive at all, but was a total locker room cancer. At least half the guys on this list were actually good dudes.

[@Animalseatingtastypeople]

Mets getting Roberto Alomar, Mo Vaughn, Jeremy Burnitz, and Roger Cedeño in the 2001 offseason talk about backfires

[@cursedreality8615]

I wish you can come back Dawson videos were great

[@willcarroll9762]

It’s important to keep in mind, Chris Davis was so good in 2013 due to having adhd and taking adderall, only for it to be banned for use (since it affected attention I guess. Not really sure why). So in 2014 he couldn’t take it and that’s why he struggled and I’m pretty sure that why he was suspended for amphetamines - whether it was adderall or some other adhd medicine. Not sure about ow but that’s why he hasn’t really replicated that 2013 magic

[@nolan2ktvv883]

Finally new vid. Day made!

[@Th3DarkCanuck]

Nice video!

[@henrypullman4729]

I am glad that there is someone else that likes the offseason just as much as I do. I guess the wilpons is not the worst owners in baseball lol

[@nathanmotz1011]

All of a sudden the Padres look like a championship caliber ball club.

[@robfreedman6496]

Red Sox trading Mookie to the Dodgers! That trade paid off this year which lead to being a WS Champ!

[@jamesmorseman3180]

Jason bay could've been an honorable mention

[@wingwaabuddha]

I wish I had a job where I could be paid before I had to do anything. Always a lot hate against GM's and management, but its kind of crazy how the players get paid (in many cases).

[@AiVersify]

One name: Chris Davis

[@hunterlanphear395]

Top 5 worst trades in the mlb 1. Dbacks trade trevor bauer 2. Dbacks trade max scherzer 3. Dbacks trade paul goldschmidt 4. Dbacks trade mike clevinger 5. Dbacks trade zack greinke

[@unkledoda420]

You could make an entire list of the bad moves just by the Angels alone. Albert Pujols, CJ Wilson, Anthony Rendon, Justin Upton, Vernon Wells, Mo Vaughn, Josh Hamilton. I'm sure there's a handful more players that I can't think of.

[@loganstanton840]

i was like you showed panda barely tipping a knuckleball wtf then i saw the war 😂😂😂

[@steveanderson7536]

Not a bad list, but I'm amazed how everyone forgets about the Yankees' signing of Carl Pavano. It was ridiculous.

[@ChiCubsRule1]

As a Cubs fan, how did Jason Heyward not make this list? He’s the worst FA signing in the history of sports.

[@ladybuzzkillington2072]

David Ortiz best known to me for being one of a handful of people to break an FCC rule and not get fined. "This is our fucking series."

[@reidyoung686]

New vid lets goooooo!

[@izykgonzales8693]

never disappoint

[@kylestrange4494]

As an angels fan you should know cj Wilson wasn't expected to be the ace of the staff. He was obviously expected to pitch better than he did but honestly he didn't pitch horribly. With the likes of weaver and dan haren cj was a number 3 in the rotation.

[@aidanvanduzer5057]

Yessir new vid

[@piss_bagzz7453]

Lmao fr

[@ILUVGOLF]

David ortiz in Minnesota would've never become the player he became without Manny Ramirez. Manny taught him how to hit. Manny was a hitting-cage-rat! Ortiz stuck to him, learned his secrets and became a legend. There's also the PED factor (Ramirez and Ortiz) which I won't get into because Manny was a great hitter through and through.

[@homelessjesse9453]

Red Sox legend Pablo Sandoval.

[@parkg10]

This feels like a real documentary

[@jnjtiger]

The Red Sox had two fears about Ruth. First, that he would self-destruct, as he was becoming increasingly difficult to handle. Second, that he would jump the team and “barnstorm”. Fans don’t often know that players could make very good money “barnstorming”, especially with a big name. Also leagues such as the Pacific Coast League paid salaries comparable to, or higher, than many big league teams. So Red Sox feared they would lose Ruth and receive nothing.

[@DrWatson2798]

A recent one looking like a major bust-White Sox trading Tatis Jr for James Shields

[@maxberglind3275]

6:39 Same Ruben Amaro Jr from the goldbergs

[@DawsonWright]

Yessir

[@socal27]

Wassup Dawson long time no see

[@DawsonWright]

What's good SoCal

[@alexisr.diazmartinez5900]

Dont forget San Francisco signed Barry Zito on a 7 years $126 mill in 2006!!

[@richardeicholtz4868]

Some Orioles fans were desperate for davis to come back but no one except the owner wanted him to come back at that price. They were competing with themselves. No else was even thinking of paying that price. The same man that said "why should I pay a guy that plays every fifth day" (Referring to Mike Mussina during his free agency) and let Nelson Cruz and Andrew Miller walk during the small window of competiveness the Orioles had decided to pay Davis. Losing a player can suck but if there's no quality replacement that's the bigger problem. Davis could have left and anyone could have replaced him. He already showed he was trending down and the window was shut.

[@DavidSmith-rv1bg]

The Cubs signing Alphonso Soriano to an 8 year deal.

[@carlj12]

I still remember at the time, the Pedro for DeShields trade was considered a very fair, old school baseball trade and it was! Everyone knew Pedro could turn into his brother and DeShields filled a hole the dodgers had at second. So yeah, at the time it was hard to call it a bad trade. no one knew Pedro would turn into Pedro, they all just thought it would be another Ramon, which is still a good pitcher

[@phoenixgamer3480]

Also, that wasn't even the worst Pedro trade.

[@UnhungHero]

The Marlins bringing in Mark Buehrle, Ozzie Guillen, Carlos Zambrano, Jose Reyes, etc only to dump them immediately

[@holtypie1585]

I miss these videos

[@Checkmate34851]

Ruth was not a product of the change; the change was the product of Ruth

[@rdg760jr2]

2014 Padres Off Season 🤦‍♂️

[@YaowBucketHEAD]

As a Cubs fan, I'm sorta perplexed by the Cubs cutting ties with Kyle Schrawber. The Cubs got money, so not taking another chance for ~8 million upsets me a bit. Last off-season the Cubs did much of nothing, so I wonder how "cheap" or "broke" the Ricketts are. I got a feeling a lot of other clubs are going to follow the Cubs and be stingy with the payroll. Every team is going to try to emulate the Rays. I still remember a certain off-season many years ago where the money was FLOWING. Free agents were coming off the board left and right. Mo Vaughn was signed for big money before Thanksgiving and Kevin Brown got a massive contract from the Dodgers. It probably wasn't the same off-season, but in the late 90s to mid 2000s, big money clubs were going hard in the paint after players. I get why some teams do and don't do it, especially with albatross contracts weighing teams down, but now I'm seeing people clamoring Philadelphia to unload Bryce Harper a mere few years after signing the biggest contract ever. Gives me a headache. Most owners are going to hold onto every nickel they can.

[@LAsuperfly94]

You could argue the Mookie Betts trade as a move that backfired hard for the Red Sox. Trade him to the Dodgers for pennies on the dollar where he becomes a core contributor to a Dodgers World Series title the very next season. That just screams yikes right there

[@Timasion]

2007 - Dodgers sign Andruw Jones. 2 years, 36 million. He essentially didn't play after May except in spot occasions. Hit .158 for the season and was released at the end of the season. 1998 - Dodgers trade Mike Piazza and Todd Ziele for Gary Sheffield, Bobby Bonilla, Charles Johnson, Jim Eisenreich and Manuel Barrios. The Dodger management was so bad, they didn't realize that Gary Sheffield had a "No Trade" clause in his contract and had to pay up another $10 million for him to agree to the trade.

[@danielcalderon7077]

Jacoby Ellsbury will be number 1

[@danielcalderon7077]

I said this before watching the video, and it turns out he is not even on the list. 🧐🤔🧐

[@czarface893]

Uh no

[@UnhungHero]

Keith Foulke for Billy Koch... That backfired for the White Sox

[@mattm7788]

The Angels landing Pujols is not a failure. People came to games to see him. Probably made ownership a billion dollars.

[@aybgreg6748]

Robinson Cano to Seattle lol. As a Yankee fan, I'm happy it didn't work out, but the Mariners never won with him.

[@rayzr1120]

First thing that comes to mind is Robinson Cano

[@DawsonWright]

Yeah his is bad too but the Mariners at least got to ship him off to the Mets 💀

[@rayzr1120]

@@DawsonWright that trade alone should be the sole catalyst for Van Waganens firing

[@cptsparklfingerz9210]

Jacoby Ellsbury tho -_-

[@davidgonzales2007]

Diamondbacks traded Dansby Swanson, Ender Inciarte, and Aaron Blair for Shelby Miller

[@leifopstad2972]

Here's the thing: I don't think you should be showing Dipoto more than Moreno. Since 2010, general managers under Moreno have been puppets.

[@raidernica310]

Paul Konerko trade was also bad on my dodgers behalf

[@bartyoung2655]

Babe Ruth is a no brainer and being a Dodger fan I've always rued #2

[@rvgprodss]

Are we just not gonna talk about how slow this current offseason is

[@DawsonWright]

Its been like this the last few years, the way the market is I would've expected things to be worse than they are right now

[@CharmCityGamer]

I repeat, the pandemic screwing up the season open messed up Davis, he would've been amazing with a full normal schedule, spring training was awesome for him.

[@TheLockdownKidNYC]

Did anyone really benefit from the Pineda Montero swap in 2011/2012? I mean maybe the Yankees but Pineda didn't even throw a pitch until 2014.

[@pandoralover21]

This hurts man

[@malcolmwolfe8879]

Insert cardinals and left handed relievers lol

[@danisi76]

Nolan Ryan (Mets) for Jim Fregosi (Angels)

[@SadmanBaseball]

HI DAWSON

[@DawsonWright]

HI SADMAN

[@BiG_JJ227]

Can you do a vid on best magical carpet ride teams ever

[@gregdiamond5355]

As a Braves fan I’d say the signing of BJ Surhoff should've been in the list.

[@Hacksaw_HIM_Thuggin]

I love Pujols but his deal was incredibly stupid. Although he deserved every bit of that money he got since the cardinals fleeced him on money in St. Louis. Like how acuna is getting fleeced in Atlanta same thing going to happen there

[@philthornton1382]

Acuna isn’t getting fleeced though. He has gone from the insecurity of a year to year deal (career ending injury could happen any time), to having a long term contract, yes he’s potentially missing out on dollars but to him the insurance factor of it must have made sense, plus he will get extended anyway. So it’s not like he’s truly lost out

[@Hacksaw_HIM_Thuggin]

@@philthornton1382 the point being those years he could be even more but he got the assured route instead of the gambling on yourself

[@tRiEtHANDTHeKiDD]

HOW is Jason Bay not on here??

[@KinkESizemore]

The Uptons in Atlanta were “an uttah disgrace”

[@steveb106]

Justin wasn't awful, BJ on the other hand.....

[@KinkESizemore]

I can’t remember anything Justin did in Atlanta that meant anything other than being above average on a playoff team that didn’t advance

[@grizzgrizzly7208]

Justin was ok but BJ was a legitimate bust for the Braves, which hurt even more because he wasn’t the only albatross in their books, they also had to pay Dan Uggla and he was just as bad

[@bmon85ify]

Rangers traded Ian Kinsler for 1 good year of Prince Fielder who had to retire at 32 due to neck issues. They haven't been good since

[@jasonodd774]

Yesst

[@samssportsshop]

Mets signing Jed Lowrie oof nine games and also he is back in Oakland oof oof

[@samortiz3443]

Hello... Jason Bay!!! What a bad deal!

[@boogsjr2000]

Angels signing Mo Vaughn in 1999. Angels letting Nolan Ryan leave in 1979

[@davyt0247]

Kinda surprised you didn’t pick Elsbury

[@DawsonWright]

Yeah his contract was bad, but it didn't hold as much of a burden on the Yankees as I thought

[@davyt0247]

@@DawsonWright fair enough

[@jayscards8640]

Ouch Sandoval....

[@tbrays0612]

Lol Randy arozarena for Matt liberatore

[@benjaminoberdorfer4482]

Oh my god I didn’t even know the Orioles differed money for Chris Davis. That makes it so much worse

[@DjDobleU809]

Oliver Perez with mets was atrocious.

[@BlackJaxxx]

Orioles and Albert Belle

[@FrogOf4Chan]

Signing Hanley was one of the worst moves the Sox ever made, talk about a big oof.

[@kyleellis8665]

Carl Crawford 2011 - Red Sox fan

[@mikemclintock3893]

Braves trading David Justice and Marquis Grissom to Cleveland for Kenny Lofton and Alan Embree. Lofton played 1 whole season for the Braves before resigning with Cleveland, and Embree was nothing special. Trading Justice was a huge loss for the Braves, he was clutch in October and had quite a few good years in Cleveland and New York. Grissom was great in Atlanta too.