Despite being a franchise that has a league championship and has been called home by Hall of Famers like Kareem Abdul-Jabbar and Oscar Robertson, the Milwaukee Bucks have handed out their fair share of awful contracts in the years since.
And while it happens to every franchise at one point or another, the Bucks have made it a habit recently.
From Tim Thomas to Bobby Simmons, they've offered contracts that would raise the eyebrows of casual fans and make diehards cringe.
But do those names make the list of four contracts that stand out as the worst in franchise history?
Michael Redd - Six years, $91 million (2005)
During the 2004-05, Redd averaged 23.0 points, 4.2 rebounds and 2.3 assists per game and, at age 25, was well on his way to becoming one of the league's most elite scorers.
After the season, the Bucks offered him a deal that would net him $15.1 million per season over the course of six years.
And while that contract might have been on the steep side from day one, especially for a small-market team, Redd lived up to it during the 2005-06 season when he saw improvements in every major statistical category.
Unfortunately for the Bucks, and Redd, things would take a turn for the worse in a hurry, as he would play in just 186 games from the 2006-07 season through 2010-11.
It'd be ridiculous to suggest that the organization should have been able to predict the horrendous injury plague Redd would catch.
At the very least, though, they should have been smarter about how grandiose it was at the time.
Dan Gadzuric - Six years, $36 million (2005)
Dan Gadzuric was tall and athletic, and seemed to have an unprecedented amount of energy every time he stepped onto the court. He could block shots on defense and finish with solid consistency offensively.
Truth be told, he was the perfect example of a good backup center.
The problem is, he wasn't paid like one.
Paying $6 million a year to a guy who just came off career highs of 7.3 points, 8.3 rebounds and 1.3 blocks per game probably wasn't good business.
Not surprisingly, Gadzuric would never come close to reaching those numbers with the Bucks or any of the other three teams he played for after his tenure in Milwaukee.
These days Gadzuric can be found playing in Venezuela, where he's experiencing moderate success.
Bobby Simmons - Four years, $47 million (2005)
After a breakout season for the Los Angeles Clippers during the 2004-05 season, in which he averaged 16.4 points, 5.9 rebounds and 2.7 assists per game en route to winning the league's Most Improved Player award, Bobby Simmons became a hot commodity on the free-agent market.
That became evident when the Bucks threw a four-year, $47-million contract in front of him. Simmons, not surprisingly, signed the deal and began his short-lived tenure in Milwaukee.
And while he wasn't worthy of $11.7 million per year, Simmons looked solid during his first season with the team. He managed to average 13.4 points, 4.4 rebounds and 2.3 assists per game while shooting a respectable 45.3 percent.
The following year Simmons returned to earth, scoring just 7.6 points per game while also seeing a decline in rebounds and assists.
Since then, Simmons has failed to average double-digit scoring figures and is currently out of work. Neither of which are overly surprising.
It's amazing to think that the Bucks offered a combined 16 years and $174 million just eight years ago to guys who are no longer in the league.
Tim Thomas - Six years, $67 million
In his first full season with the team, Thomas averaged 11.8 points, 4.2 rebounds and 1.4 assists per game on 46.1 percent shooting from the field and was proving to be a decent role player coming off the bench.
But during the 2000 NBA playoffs, he convinced the Bucks he could be much more than that.
In five first-round games against the Indiana Pacers, Thomas averaged 15.4 points, 4.8 rebounds and 2.0 assists while knocking down an impressive 49.2 percent of his shots from the field.
Not too long after the Bucks were eliminated from the postseason, they offered Thomas a new six-year, $67-million contract, which he probably finished signing before the ink dried.
During his next three-and-a-half seasons with the team, Thomas averaged 12.9 points per game.
And while that isn't awful, it's likely not what management expected from a guy they were paying over $11 million a year.
After leaving Milwaukee, Thomas bounced around the league and never lived up to his status as the seventh-overall pick in the 1997 draft.