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Home > NBA Trade Rumors > Milwaukee Bucks Trade Rumors > 5 Tough Trades The Milwaukee Bucks Should Make If They Lose Early In The Playoffs

5 Tough Trades The Milwaukee Bucks Should Make If They Lose Early In The Playoffs

The Milwaukee Bucks should consider making some important trades during the upcoming summer if they exit early from the 2024 NBA playoffs.

Fran Leiva
Apr 26, 2024
13 Min Read
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Credit: Fadeaway World

The Milwaukee Bucks are at a critical juncture in the playoffs, tied 1-1 against the Indiana Pacers. With superstar Giannis Antetokounmpo sidelined for an uncertain period—potentially missing the entire series—the stakes couldn’t be higher. 

Contents
  • Bucks Land Andrew Wiggins In A Simple Trade
  • Finding Two Defenders For Brook Lopez
  • A Bobby Portis Move For A Great Sixth Man
  • Blockbuster Trade For Zach LaVine If It All Fails
  •  A High-Level Defender Next To Giannis

This is the team’s first postseason run with Damian Lillard, and an early exit would not only be a huge letdown but also a signal for potential major changes. As the Bucks face the prospect of navigating these challenging waters without their key player, the pressure mounts to rethink strategies and possibly reshape the roster.  


Bucks Land Andrew Wiggins In A Simple Trade

Andrew Wiggins, Moses Moody - Milwaukee Bucks

Since clinching the championship in 2021, the Milwaukee Bucks have experienced their fair share of highs and lows. In a significant move during the offseason, they traded Jrue Holiday for Damian Lillard, shaking up their core. However, Khris Middleton’s performance throughout the regular season has been underwhelming, raising questions about his future with the team. Given these circumstances, it might be time for the Bucks to consider sending Middleton to a new home.

Trade Details

Bucks Receive: Andrew Wiggins, Moses Moody

Warriors Receive: Khris Middleton

This trade proposal sends Khris Middleton to the Golden State Warriors in exchange for Andrew Wiggins and Moses Moody. Wiggins, a 2022 NBA champion, could serve as a solid third scoring option and defender for the Bucks, complementing Giannis Antetokounmpo and Damian Lillard. His championship experience and defensive prowess would be invaluable. Adding Moses Moody into the mix brings a touch of youth and potential, bolstering the Bucks’ depth with his developing skill set.

On the other side, the Warriors would receive Middleton, who, despite a disappointing year, still averaged 15.1 points, 5.3 assists, and 4.7 rebounds per game. His ability to create plays and score could mesh well with Stephen Curry, Klay Thompson, and Draymond Green, potentially restoring Golden State’s dynamic offense. Meanwhile, Andrew Wiggins’ performance this season—averaging 13.2 points, 4.5 rebounds, and 1.7 assists—hasn’t lived up to expectations, making this swap a strategic move for the Warriors to refresh their lineup and deepen their scoring threats. Moses Moody, contributing 8.1 points, 3.0 rebounds, and 0.9 assists per game, also shows promise but might find a better growth trajectory in a new environment.


Finding Two Defenders For Brook Lopez

Day’Ron Sharpe, Dorian Finney-Smith - Milwaukee Bucks

In a bold move to adapt to the evolving dynamics of the NBA, the Milwaukee Bucks retained Brook Lopez, outbidding the Houston Rockets who had shown a keen interest in signing him during the offseason. The Bucks offered Lopez $23 million, a heftier salary than initially anticipated to secure his continuity on the team. At 36, Lopez’s tenure in the league has been illustrious, but recent seasons hint at a decline in his ability to compete effectively against the rising tide of young, athletic centers dominating the paint. His diminishing physicality and slower pace on the court pose a challenge for Milwaukee as they aim to retool their roster for a deeper playoff run.

Trade Details

Bucks Receive: Day’Ron Sharpe, Dorian Finney-Smith

Nets Receive: Brook Lopez

This trade scenario would see Brook Lopez making a sentimental return to the Brooklyn Nets, where he has etched his name as the franchise’s all-time leading scorer. Such a move could serve as a fitting conclusion to his successful NBA career, providing the Nets with a seasoned veteran who brings leadership and scoring ability. For Lopez, it would be a return to familiar territory, where he has already left a significant legacy.

Conversely, the Bucks would receive a fresh injection of youth and vigor with Day’Ron Sharpe and Dorian Finney-Smith. Sharpe, though still a backup to Nic Claxton on the Nets, has demonstrated solid potential in limited minutes. Averaging 6.8 points and 6.4 rebounds in just 15 minutes per game, he shows promise as a future cornerstone in the rim-protecting department. His youth and energy could be precisely what Milwaukee needs to revamp their interior defense.

Dorian Finney-Smith adds a different dimension to the Bucks. Known for his robust defensive skills and capable three-point shooting, Finney-Smith could seamlessly slot into the Bucks’ system as a versatile forward. With averages of 8.5 points, 4.7 rebounds, and a commendable 36% from beyond the arc, he could provide invaluable flexibility, playing as a power forward or stepping into the wing rotation. His defensive acumen would also be crucial, potentially taking on the responsibility of guarding larger perimeter players, thus alleviating some of Damian Lillard’s defensive burdens. This trade could strategically bolster the Bucks’ lineup, addressing both immediate and future needs while maintaining competitiveness in a tough Eastern Conference.


A Bobby Portis Move For A Great Sixth Man

Caris LeVert, Dean Wade - Milwaukee Bucks

Bobby Portis has carved out a niche as one of the league’s premier sixth men, contributing significantly off the bench with his scoring and energy. However, as the Milwaukee Bucks look to recalibrate their roster, particularly with an influx of new forwards and centers, they might need to shift their focus towards bolstering their backcourt scoring. Portis, while valuable, could be leveraged to bring in specialized talents that fit this new strategic direction.

Trade Details

Bucks Receive: Caris LeVert, Dean Wade

Cavaliers Receive: Bobby Portis, Pat Connaughton

In this proposed trade, the Bucks would acquire Caris LeVert and Dean Wade from the Cleveland Cavaliers. LeVert would bring a dynamic scoring ability similar to what Malik Monk and Jordan Clarkson offer their teams, capable of coming off the bench and making an immediate impact. His addition would be particularly beneficial behind a starting lineup that features Damian Lillard, Moses Moody, Andrew Wiggins, Dorian Finney-Smith, and Giannis Antetokounmpo, providing Milwaukee with a potent scoring option to keep the offense flowing without skipping a beat.

Caris LeVert’s average of 14.0 points, 5.1 assists, and 4.1 rebounds per game demonstrates his capability to handle the ball and contribute across multiple facets of the game. His versatility would allow the Bucks to rest their starters without losing offensive momentum, a key factor in sustaining performance throughout the grueling NBA season.

Dean Wade would also be a valuable addition, offering depth at the power forward position. His improved play this season, including averages of 5.4 points, 4.0 rebounds, and a solid 39% from three-point range, suggests he can be a reliable stretch-four off the bench. Wade’s ability to spread the floor and contribute defensively would complement the Bucks’ existing rotation, providing them with more options to match up against diverse lineups.

Meanwhile, the Cavaliers would receive Bobby Portis and Pat Connaughton, two players known for their hustle and ability to impact games. Portis’ intensity and scoring prowess would help Cleveland in situations where they need a boost offensively, while Connaughton’s all-around play and experience add depth to their wing rotation, making this trade a strategic reshuffle for both teams as they aim to optimize their rosters for future challenges.


Blockbuster Trade For Zach LaVine If It All Fails

Zach LaVine - Milwaukee Bucks

If the Milwaukee Bucks decide that a major shake-up is necessary rather than minor tweaks to their roster, targeting a proven star could be the way forward. Zach LaVine emerges as a compelling option under these circumstances. Despite his high profile, LaVine hasn’t gained much traction in the market during the 2023-24 season, partly due to an underwhelming performance and a season-ending foot injury in January.

Trade Details

Bucks Receive: Zach LaVine

Bulls Receive: Khris Middleton, Bobby Portis, MarJon Beauchamp

This proposed trade would see the Bucks acquiring Zach LaVine, who, despite a challenging season, managed to post averages of 19.5 points, 5.2 rebounds, and 3.9 assists over 25 games. His ability to create his own shot and score in bursts could significantly enhance Milwaukee’s offensive firepower, particularly in high-stakes playoff scenarios where additional scoring options become crucial.

LaVine’s potential addition would provide the Bucks with a high-caliber athlete who can take on substantial scoring responsibilities, possibly alleviating the pressure on Giannis Antetokounmpo and Damian Lillard. This move could reshape the Bucks into a formidable trio in the Eastern Conference, injecting a fresh dynamic into their gameplay.

In return, the Chicago Bulls would receive Khris Middleton, Bobby Portis, and MarJon Beauchamp. Middleton’s experience and ability to impact games through his scoring and playmaking could serve as a stabilizing force for the Bulls, while Portis’ energy off the bench has proven to be a valuable asset in critical moments. Additionally, young MarJon Beauchamp offers potential and could thrive with increased opportunities in a rebuilding environment. This trade not only addresses immediate needs for Chicago but also sets them up with assets that could contribute significantly, both now and in the future.


 A High-Level Defender Next To Giannis

Jonathan Isaac

In pursuit of replicating their defensive dominance from their 2021 championship run, the Milwaukee Bucks could consider bolstering their frontcourt with Jonathan Isaac. Known as one of the league’s premier defenders when healthy, Isaac’s integration with Giannis Antetokounmpo could potentially recreate the Bucks’ formidable paint presence. However, Isaac’s injury history is a significant concern, as his ability to stay on the court has been sporadic, which could be a risky gamble for Milwaukee.

Trade Details

Bucks Receive: Jonathan Isaac

Magic Receive: Bobby Portis, Andre Jackson, TyTy Washington

This trade scenario sends Jonathan Isaac to the Bucks, a move that could significantly uplift their defensive capabilities. Isaac, despite playing only 58 games, posted averages of 6.8 points, 4.5 rebounds, and 1.2 blocks per game. His defensive instincts and ability to alter shots make him a valuable asset alongside Giannis, potentially creating a no-fly zone in the Bucks’ frontcourt.

For the Orlando Magic, acquiring Bobby Portis, Andre Jackson, and TyTy Washington could address different needs. Portis brings scoring and rebounding off the bench, along with playoff experience and a relentless motor. Andre Jackson offers potential as a developmental prospect with his athletic prowess. TyTy Washington, a young guard, presents an opportunity for Orlando to cultivate backcourt talent, adding depth and versatility to their roster.

The proposed trade aims to strike a balance between the Bucks’ immediate need to shore up their defense and the Magic’s focus on building for the future. Milwaukee’s gamble on Isaac’s health could pay off dramatically, especially if he regains his best form and stays injury-free, helping the Bucks reclaim their status as one of the NBA’s defensive juggernauts.

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ByFran Leiva
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Francisco Leiva is a staff writer for Fadeaway World from Buenos Aires, Argentina. He is a recent graduate of the University of Buenos Aires and in 2023 joined the Fadeaway World team. Previously a writer for Basquetplus, Fran has dedicated years to covering Argentina's local basketball leagues and the larger South American basketball scene, focusing on international tournaments.Fran's deep connection to basketball began in the early 2000s, inspired by the prowess of the San Antonio Spurs' big three: Tim Duncan, Tony Parker, and fellow Argentinian, Manu Ginóbili. His years spent obsessing over the Spurs have led to deep insights that make his articles stand out amongst others in the industry. Fran has a profound respect for the Spurs' fanbase, praising their class and patience, especially during tougher times for the team. He finds them less toxic compared to other fanbases of great franchises like the Warriors or Lakers, who can be quite annoying on social media.An avid fan of Luka Doncic since his debut with Real Madrid, Fran dreams of interviewing the star player. He believes Luka has the potential to become the greatest of all time (GOAT) with the right supporting cast. Fran's experience and drive to provide detailed reporting give Fadeaway World a unique perspective, offering expert knowledge and regional insights to our content.
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