10 MLB Front Offices That Treat the Salary Cap Like Monopoly Money

Technically, there’s no hard salary cap in MLB—but there is a luxury tax, and some teams treat it like a polite suggestion instead of a rule. These front offices spend like they found a stack of free parking cash and a Get Out of Jail Free card.

Whether it’s handing out decade-long contracts like party favors or backing up the Brinks truck just because they can, these teams go big—and sometimes go broke. Here are 10 MLB front offices that treat their budget like Monopoly money.

10. Chicago Cubs

Chicago Cubs
Flickr

The Cubs love to act like they’re rebuilding, but then turn around and drop massive checks when the mood strikes. It’s like they’re bargain hunting at Gucci.

9. Philadelphia Phillies

Philadelphia Phillies
Flickr

The Phillies saw the luxury tax and said, “Cool story, bro.” This team builds rosters like a fantasy league with no budget limit.

8. New York Mets

New York Mets
Flickr

Steve Cohen treats the payroll like an art project. One year in, it’s chaos with vibes—another year, it’s a $300 million tab and no October baseball.

7. San Diego Padres

San Diego Padres
Wikimedia Commons

The Padres keep handing out contracts like Oprah handing out cars. No one’s sure how it all fits, but they keep spending and swinging.

6. Texas Rangers

Texas Rangers
Flickr

They went from thrift store energy to making it rain in free agency. The front office decided to speedrun relevance using piles of cash and pure vibes.

5. Boston Red Sox

Boston Red Sox
Flickr

Some years, they act broke, and others open the vault like they’re printing money at Fenway. It’s the most unpredictable big-market energy in the game.

4. Los Angeles Angels

Los Angeles Angels
Wikimedia Commons

They’ve paid a fortune for stars and somehow built a roster that feels like a Hollywood reboot—big names, no results. The spending is wild, even if the win total isn’t.

3. Toronto Blue Jays

Toronto Blue Jays
Wikimedia Commons

Canada’s team is swiping the credit card as if it doesn’t convert to USD. They’re not afraid to buy big pieces, even if the puzzle doesn’t fit.

Read More: 10 NFL Front Offices That Make Other Fan Bases Jealous

2. New York Yankees

New York Yankees
Wikimedia Commons

The Yankees invented the concept of flexing your payroll. If money could win titles on its own, they’d never lose.

Read More: 10 NFL Front Offices That Keep Doubling Down on Bad Ideas

1. Los Angeles Dodgers

LA Dodgers
Openverse

The Dodgers don’t just ignore the luxury tax—they dare it to stop them. Their front office is running a premium subscription version of MLB.

Read More: Ranking the 10 Best Front Offices in the NFL

Related Articles
Sep 19, 1999; Baltimore, MD, USA; FILE PHOTO; Baltimore Ravens quarterback Scott Mitchell (19) in action against the Pittsburgh Steelers at PSINet Stadium. Mandatory Credit: Lou Capozzola-USA TODAY NETWORK
13 NFL Defenses That Bullied Their Way Into History
Here are 13 NFL defenses that made history by simply being meaner, tougher, and nastier than everyone...
Read More
Sep 9, 2018; Foxborough, MA, USA; New England Patriots quarterback Tom Brady (12) talks with head coach Bill Belichick and offensive coordinator Josh McDaniels during warm ups before the start of the game against the Houston Texans at Gillette Stadium. Mandatory Credit: David Butler II-USA TODAY Sports
14 Quarterbacks Who Hated Their Head Coach
From icy stares on the sidelines to full-on public meltdowns, here are quarterbacks who clearly couldn’t...
Read More
February 8, 2019; Pebble Beach, CA, USA; Ho-sung Choi hits his tee shot on the 14th hole during the second round of the AT&T Pebble Beach Pro-Am golf tournament at Spyglass Hill Golf Course. Mandatory Credit: Kyle Terada-Imagn Images
15 Golfers With Swings That Defied Physics
From homemade swings to unexplainable body motion, these 15 golfers made you pause and ask, How is that...
Read More
Apr 23, 2022; Ottawa, Ontario, CAN; Montreal Canadiens goalie Carey Price (31) is unable to stop a shot from Ottawa Senators center Josh Norris (not pictured) in the second period at the Canadian Tire Centre. Mandatory Credit: Marc DesRosiers-Imagn Images
The 13 Most Overrated NHL Goalies of All Time
Some goalies were propped up by strong teams, while others lived off a reputation that never quite matched...
Read More
Apr 20, 2014; St. Petersburg, FL, USA; New York Yankees shortstop Derek Jeter (2) reacts during the seventh inning against the Tampa Bay Rays at Tropicana Field. Mandatory Credit: Kim Klement-Imagn Images
25 MLB Players Who Had That Unbothered Aura
Whether it was style, swagger, or just pure chill, these 25 guys always gave off that effortlessly unfazed...
Read More
Ozzie Smith
20 MLB Fielders Who Had Hands Like Magic
These 20 MLB fielders legends, from slick shortstops to fearless outfielders, turned glove work into...
Read More

As an Amazon Associate, The Quick Report earns from qualifying purchases.

Part of the Castaway Studios media network.