Guten Tag, drones, and by the way, there’s a puzzle in the title that I bet all you little smartasses from The Request Line will figure out quicker than a cocaine heartbeat.
It’s Monday morning, (assuming I scheduled this correctly), and it’s time for mock drafting. I was ready to go with a suggestion from RTD from earlier this year, (patience, Rikki, I’ll run out of my own ideas again next week), but then the Fahckin’s Bahstahn Red Sawx traded Raffy Fahckin Dehvahs to the gawddam San Francisco Giawnts and what the fahck even is that? No know mwah suffahrin’!!!
No, really, the day after finishing a sweep of the Yankees, (who seem right on time with their annual ‘Tribute to the Titan Submersible’ implosion, but that’s a rant for another time), the Red Sox traded one of the best left-handed power hitters in baseball, Rafael Devers, to the San Francisco Giants for a whole big bucket of nothing,* except for the Giants being willing to pick up the rest of the Devers’s $250 million contract.
Now, this appears to be an absolutely terrible trade for the Red Sox. I suspect, however, that in 4-5 years Red Sox fans will look at this as something of a relief, because even if none of the guys they get back today pan out, (and odds are they won’t), Boston did just unload a fat malcontent who can’t field and whose contract will almost certainly be a disaster by then, and at a minimum they won’t be paying Devers $30 million a year for another 4-5 years of below average production. We’ll see: maybe Devers will be inspired to get and stay in shape on the Best Coast and this trade will be even worse for Boston. I certainly hope so, although I doubt it.
This is a long-winded way of bringing us to today’s topic: Worst Trades Ever.
Only rule is it has to be sports; the Lenape trading Manhattan for $24 worth of beads and cloth, while indeed a bad trade, does not qualify. That unnamed woman who traded her dignity, and sheets, for my virginity does not either, although even the Lenape look like mercantile geniuses in comparison to that one.
Anyway…
with the first pick I’ll take the obvious one, Babe Ruth to the Yankees in return for cash to allow Harry Frazee, Boston’s owner, to finance a Broadway play.* Putting aside the ‘Curse of the Bambino’ nonsense, that was just a terrible ‘fuck you’ to the fans, and definitely a totally one-sided benefit to the Yankees.
Which rules.
The rest of you are on the clock.
*This apparently isn’t true. As documented here, Ruth got into a contract dispute with the Red Sox and refused to play unless they doubled his salary. Frazee noted that the Red Sox had finished 6th with Ruth, and could probably finish 6th without his as well. His statements in that link also indicate he intended to spend the money he got from New York on players, not the theater, and that not only did the Yankees pay $100K-$125K for Ruth directly, Jacob Ruppert, (Yankees owner), also later made a personal loan to Frazee, (secured by Fenway Fahckin’ Pahk), of $300K.


I lived in Dallas in the early 2000s and was a Cowboys and Rangers fan (I like pain!) so I have a few
A-Rod going to the Yankees on Valentines weekend. Nothing like our missus having to cheer us up because he went to the yankees for what our owner at the same said was “Financial flexibility”. He then spent less on the Rangers than the A’s and at one point bought Liverpool FC and tried running them like the Rangers until forced to sell and he responded by suing them….. in Texas. Did I mention he failed to make payroll afterwards and MLB had to run our club until it was sold to it’s current owners via auction
Cowboys traded 2 firsts for Joey Galloway, who blew out his knee in the first game, meanwhile Seattle got Sean Alexander with one of the picks, which allowed Seattle man the opportunity to continue talking shit after baseball season. Then we later traded 2 first round picks for what we nicknamed the “Good” Roy Williams and he flopped.
Jay cutler for 2 first round picks.
I liked Cutler, but he wasn’t worth the frustration and singular playoff appearance
Not sure the Cardinals can best Carolina in this competition but in the 2018 draft, “Sober” Steve Keim shipped the No.15 overall pick, a third-rounder (79th overall) and a fifth-rounder (152nd) to the Raiders to move up to No. 10 to get QB Josh Rosen.
The following season, the Cardinals again earned the no.1 overall pick and took Kyler Murray, dumping Rosen. Then Arizona like scrubbed it’s entire instagram of Rosen like right when the pick was made.
2. Let’s start a run on the Bears:
Basically, the Bears gave up all that stuff for *nothing* – not even a decent quarterback prospect.
Boca manhandling Benfica 2-0. Incidentally, free DAZN works.
Oop, sorry.

A few years ago Steelers traded away Chase Claypool to the Bears for a 2nd rounder. With that 2nd rounder, they got Lil Peezy Jr.
Chase was a headcase & has been out of the league for a year or so now.
Lil Peezy’s shaping into a good CB.
In 1995, the Pittsburgh Penguins sending a young, talented, very quick skater and puck-handler Markus Naslund to the Vancouver Canucknuckleheads for… Alej Stojanov in return.
Naslund went on to become a Vancouver legend over the next decade-plus. Having a talent like that on the Pens’ bottomel-six would have been enough for the franchise to beat the Florida Panthers in the ’96 Eastern Conference Finals, and put Lemiuex and Jagr into one more Stanley Cup Final appearance.
Stojanov was out of the NHL entirely within two seasons.
In 1971 the Mets traded young pitcher Nolan Ryan to the Angels for Jim Fregosi.
Of course, the Angels would fuck up later by letting him walk in free agency. Famous quote from the GM (after Ryan had gone 16-16 that year): “We can replace him with a couple of 8-8 pitchers”
Did anyone besides Donovan, Danny Boy, and whichever eunuch Danny had as GM at the time actually think that was going to work successfully?
I think the DeShaun Watson trade probably counts here. It doesn’t even matter who Houston took with those….6 picks including 3 first rounders. Watson’s contract and criminality make Houston a YUGE winner in that lopsided trade.
Not bad for an imaginary team!
& the rest of us got a jolly good laugh out of it.
Al Michaels for Oswald the Rabbit
https://ibb.co/21FVqZ7L
The Yankees trading Jay Buhner to the Mariners for Ken Phelps still burns me up.
https://www.youtube.com/watch?v=cUwSxqnRW-8
Gonna yinzer it up a bit and go with Bettis. Steelers got The Bus from St. Louis for a 2nd & 4th. I would say he was worth that & then some.
Wasn’t he from Detroit?
I’m not sure. Nobody ever talks about his origins. He’s kinda mysterious that way…
Is he the guy from Detroit? I fell like that isn’t mentioned enough.
My youth, tons of money wasted on my pick of a wife, the one who became my ex. The kids are keepers though.
The Clippers aquire Paul George for…
7 first round draft picks, Danilo Galinari AND….Shai Gilgeous-Alexander.
Trade looks great now, Clips.
Is this the trade you’re referring to in the title, Horatio?
Magic Facing Backlash for Blockbuster Desmond Bane Trade
https://athlonsports.com/nba/orlando-magic/nba-news-desmond-bane-trade-magic-grizzlies
No.
You’re on the right path, but the mystery trade does not involve sports.
Just Jack the Giant Killer?
Nailed it. Trading cows for a handful of “magic beans.”
What an asshole.
& as usual I overthink it and get too clever. Magic “Banes”, indeed… 🙄
See, where you went wrong was thinking I was clever enough to come up with that, because that would have been way better.
Would magic beans give you magic farts?
That’s really funny, I literally just started watching that movie yesterday.
The Chicago Black Hawks had no idea what they had on their hands in 1991 so they gave away Dominik Hasek to the Sabres for a no-name goalie and forward. Hasek immediately started accumulating hardware, including 6 Vezinas, 2 MVP’s and 2 Stanley Cups. He’s one of only eight goalies to win the Hart (twice) going all the way back to 1928.
I remember seeing Hasek play for Czechoslovakia in some international tournament and wondering why he wasn’t in the NHL.
Apparently the Hartford Whalers management didn’t watch that tournament.
I’ve read that teams shied away from him because he was so unconventional. Might be a justification after the fact though.
1993 Dodger trade future Cy Young winner and Don Zimmer tackler to the Expos for Delino DeShields.
*Pedro Martinez. Late correction.
St. Louis trading the Rams to LA for $790 million and not having to deal with Stan Kroenke
needs a trigger warning for internet dad
In 1965 the Cincinnati Reds traded Frank Robinson to the Baltimore Orioles for Jack Baldschun, Milt Pappas, and Dick Simpson.
Robinson won the Triple Crown and MVP in 1966 and played 6 years in Baltimore, finishing in the Top 10 for the MVP three more times, hitting 179 HRs with over 400 RBIs. Robinson was elected to the Hall of Fame on his first ballot.
None of the three players he was traded for remained with the Reds past 1968, although Pappas managed to finish 9th in Cy Young voting a few years later, while pitching for the Cubs.
Ok, now we’ll go the other way where the Cubs won a trade (h/t modern medicine). George Bell for Sammy Sosa. Suck it, White Sox.
https://www.nbcsports.com/mlb/news/today-in-baseball-history-the-white-sox-trade-sammy-sosa-to-the-cubs
Sosa would go on to later trade his dark skin for a lighter one.
Luka Dončić to the Los Angeles Lakers. What the fuck were the Mav’s thinking???
“Ziaire Williams of the Brooklyn Nets was so sure the news wasn’t real that he bet multiple teammates that it was fake news. Now he’s hundreds of dollars in debt to his teammates. Sure, it’s a drop in the bucket for an NBA player making $6 million this season, but nobody likes to lose a bet or be reminded that they could be traded at any moment.”
How about the showboating asshole Mike Ditka trading away his entire draft and some future picks for Ricky Williams? What a fool. At least Saints fans got this pic for their troubles.
I’ll never forget him smoking a cigar, his feet up on his desk and a huge shit-eating grin on his face as though he had just pulled off some 9th dimensional chess move.
/crumbles up paper marked “pick #3”, throws it towards waste basket
//also misses
Herschel Walker trade: https://en.wikipedia.org/wiki/Herschel_Walker_trade
Is it a Blair Witch if it’s timestamped the same?
Of course!
I vote no… It’s a time warp.
Been on the receiving end of a couple of those myself.
Yeah, unless we go to Olympic timing here, (which let’s not rule out), both coming in at 9:55 am keeps the Blair Witch in her basement.
Reminds me of the time Salem traded Goodwife Parr to Burkittsville Township for a few figurines made out of sticks and twine and a basket full of bees.
I assume you intentionally left me the Herschel Walker trade.
Enjoy your 90’s dynasty, Dallas.
Courtesy, Minnesota.
Great minds think alike! Then there’s us…
Lou Brock. Fucking terrible decision by the Cubs, especially since it helped the worst fans in baseball.
https://en.m.wikipedia.org/wiki/Brock_for_Broglio
1. Ron Francis. I mean come on: he was traded to the Pittsburgh Penguins on March 4, 1991, with Ulf Samuelsson and Grant Jennings, in exchange for Jeff Parker, Zarley Zalapski, and John Cullen. The Penguins won the next two Stanley Cups. The Whalers continued to wallow in their on-ice crapulence.
/Crumples up paper marked “Pick #2”, throws it into trashcan
/misses
Given the buffoonery that everyone has seen from the Senators front office this is a bit of a surprise. In 2000 Ottawa sends perennial malcontent Alexei Yashin for Zdano Chara (Hall of Famer), Bill Muckalt (meh) and a 1st round pick (Jason Spezza) that ends up being the Sens all-time career scoring center. The trading partner was the clown Mike Milbury-he immediately signed Yashin to a silly contract, ran him out of town a few years later and the Isles were still paying him 2 million + 15 years later.
On February 9, 2023, the Brooklyn Nets traded Kevin Durant, along with T. J. Warren, to the Phoenix Suns in exchange for Mikal Bridges, Cameron Johnson, Jae Crowder, four unprotected first-round picks, and a 2028 first-round pick swap.
Just this decade’s shoot-yourself-in-the-foot move by a franchise that historically sucks because they can’t get out of their own way in the first place.