The majority of conversation around the free agency season revolves around the decisions players, teams, and front offices made. However, some of the most important moves come when teams sign players for too long, for too much money, or ones that don’t fit their systems. These bad decisions can cripple teams financially, restrict future cap space, and ultimately put a team in a tailspin. Let’s take a look at the five worst free agency signings so far in this year’s offseason.

Reggie Jackson, Detroit Pistons

File this move under “prospective at best.” The Detroit Pistons re-signed point guard Reggie Jackson for 5 years at $80 million, ensuring that he stuck around for the long term. However, Jackson hasn’t exactly proved himself worthy of such a contract, and the general consensus is that the team overpaid. The move could work, as Jackson was moderately successful towards the end of the season, but now without Greg Monroe, the offense could take a hit. Throw in that Brandon Jennings is still on the roster and on the mend from injury and you could see a log-jammed backcourt in Detroit. The future is still reasonably bright for Jackson, and the move could turn out to be a slam-dunk. For now, though, the Pistons outbid themselves in this fight, and could have ended up limiting their spending power on free agents in the future.

Rajon Rondo, Sacramento Kings

Speaking of bidding against themselves, the Sacramento Kings went all-in on Rajon Rondo, signing him to a 1-year, $9.5 million contract. In this case, neither the length nor the money seems to make sense. The Kings appeared to be the only suitor for Rondo, and by signing him to only a 1-year deal, they are allowing him to showcase that he is back in prime form to bolt and make more money in a better situation next summer. With Rondo, the Kings’ situation becomes even more combustible, as he is a noted hothead and that was on full display in Dallas last season. Overall, he is a point guard upgrade, but Sacramento spent too much money (which they did have in hand, mind you), to not lock him down for more than one season. It seems that the best-case scenario here is a .500 level team, which won’t get you into the playoffs in the West, and then Rondo will have proven his worth to the rest of the league. With next year’s skyrocketing salary cap, he’d be worth $10 million; this year, however, he was definitely not.

Amir Johnson, Boston Celtics

This move by the Celtics screamed desperation, as they swung and missed on signing Kevin Love. Johnson played a small-ball four in Toronto and also took minutes on the wing. However, he doesn’t add deep shooting, which Boston needed from the wing/power forward spots, and the deal they gave him is higher than what he should have received: 2 years for $24 million. The kicker of the deal is that the second year is unguaranteed, so they might not even have to pay, and he could serve as a trade chip or roster filler next year. However, Boston still seemed to miss out on the free agents they really wanted, and settled for Johnson as cover. The roster is stacked in front of him with Jared Sullinger and Kelly Olynyk in front of him at the four, and Jae Crowder and Jonas Jerebko there at the three. Overall, Johnson might end up being the most overpaid odd-man-out in the NBA.

Omer Asik, New Orleans Pelicans

The Pelicans were feeling generous this offseason, dishing out huge cash left and right. New Orleans gave Anthony Davis the biggest contract in NBA history, and justifiably so, but the deal they gave Omer Asik is downright indefensible. Five years for $60 million, for an above average defender with little to any offensive game does not make any sense. His lack of offense is noted, and with the team also bringing back Alexis Ajinca, a younger big man with more potential both offensively and defensively, it doesn’t make sense to give Asik $12 million a season. Now the team has less wiggle room with other players both in free agency and for re-signing in the future, and it remains to be seen how Asik fits in with new coach Alvin Gentry’s system. Gentry was once the coach of the Suns, a historically fast-paced team, and was just an assistant on the NBA Champion Golden State Warriors, who didn’t exactly take it slow. For a plodding big man like Asik, the move just doesn’t make sense.

DeMarre Carroll, Toronto Raptors

Finally, the Raptors decided to boost their wing play by signing DeMarre Carroll to essentially replace Amir Johnson on the wing. The move is a sign that they believe playoff Carroll is who he really is, and that they have little faith in Terrence Ross. Carroll signed a 4-year, $60 million contract and cashed in on a career season in Atlanta. However, he was also the fifth option on the Hawks, and the star power around him gave him more open looks than he will get in Toronto. His defense is superb, and he can hit the three well, but those looks may not come like they did last year. Carroll and the Raptors are banking on him repeating his successes late in the season, a prospect that has potential but doesn’t work out more often than not. The verdict is still out on the move, but Toronto essentially doubled Carroll’s career earnings with this contract. For that, he’d have to do more than just equal last year’s performance to justify it – a tall task for any free agent.