NBA Underdog Story: Merrill’s Journey from Last Pick to Richest Deal

NBA Underdog Story: Merrill's Journey from Last Pick to Richest Deal

(DailyVantage.com) – Former 60th overall pick Sam Merrill has shattered NBA draft position expectations, becoming the highest-paid final draft selection in league history with his new $38 million Cleveland Cavaliers contract.

Key Takeaways

  • Sam Merrill has agreed to a four-year, $38 million contract with the Cleveland Cavaliers, making him the highest-paid 60th overall pick in NBA history.
  • The 29-year-old sharpshooter averaged 7.2 points per game while shooting 37.2% from three-point range during the 2024-25 season.
  • Cleveland’s commitment to Merrill comes despite operating above the second luxury tax apron, increasing their projected tax penalty to $143 million.
  • The Cavaliers’ backcourt restructuring includes acquiring Lonzo Ball while likely losing free agent Ty Jerome.
  • Merrill’s journey from a 10-day contract in 2023 to a multi-year deal worth nearly $10 million annually demonstrates Cleveland’s commitment to shooting specialists.

From Last Pick to Multi-Millionaire

Sam Merrill’s remarkable NBA journey has culminated in a financial windfall that few could have predicted when he was selected with the final pick of the 2020 NBA Draft. The Cleveland Cavaliers have secured their sharpshooter’s services with a four-year, $38 million contract, as first reported by ESPN’s Shams Charania on June 29, 2025. This investment represents a staggering commitment to a player who began his Cavaliers tenure on a humble 10-day contract just two years ago before earning a multi-year deal through his consistent performance.

The 29-year-old guard’s new contract will bring his career earnings to approximately $45.7 million by its conclusion, establishing him as the highest-paid 60th overall selection in NBA history. This financial milestone underscores how dramatically Merrill has outperformed the typical expectations for a player chosen with the draft’s final pick. After brief stints with Milwaukee and Memphis early in his career, Merrill found his professional home in Cleveland, where his specialized shooting skills earned him both playing time and now, generational wealth.

Shooting Specialist in High Demand

Merrill’s value to the Cavaliers stems primarily from his elite three-point shooting ability in an NBA increasingly dependent on perimeter scoring. During the 2024-25 season, he averaged 7.2 points and 2.2 rebounds across 71 games while connecting on 37.2% of his three-point attempts. This followed a 2023-24 campaign where he shot an even more impressive 40.4% from beyond the arc, establishing himself as one of the team’s most reliable floor-spacers.

https://youtu.be/_YaOn-rbbL4

The Cavaliers’ willingness to invest so heavily in a role player with a specialized skill set reflects the premium value placed on shooting in today’s NBA. Despite never starting more than a handful of games, Merrill’s ability to stretch defenses and provide instant offense off the bench has become increasingly vital to Cleveland’s offensive system. His playoff contributions during the Cavaliers’ 2025 Eastern Conference Semifinals run, where he averaged 5.8 points in 20 minutes per game, further cemented his importance to the team’s competitive aspirations.

Luxury Tax Consequences

Cleveland’s commitment to Merrill comes with significant financial ramifications beyond just his salary. The Cavaliers are already operating above the NBA’s second luxury tax apron, and this new contract is projected to increase their tax bill by approximately $50 million. With their total luxury tax penalty now expected to reach a staggering $143 million, the organization is demonstrating an extraordinary willingness to spend in pursuit of championship contention.

“This is the price of competing at the highest level in today’s NBA,” said a Western Conference executive who requested anonymity. “When you find specialized talent that fits your system, sometimes you have to overpay by traditional metrics. The alternative is losing that skill set and potentially watching your competitive window close faster than expected.”

Backcourt Restructuring

Merrill’s extension represents just one piece of Cleveland’s broader backcourt restructuring. The team recently traded for former lottery pick Lonzo Ball, signaling their intention to revamp their guard rotation. These moves coincide with the expected departure of free agent Ty Jerome, who developed into a Sixth Man candidate during his time with the Cavaliers but is now seeking a contract approaching the $14.1 million mid-level exception elsewhere.

The financial constraints created by Merrill’s contract and the team’s luxury tax situation will likely limit Cleveland’s ability to retain other free agents. This calculated gamble by the front office prioritizes specialized shooting and continuity in specific roles over maintaining overall roster depth. For conservative taxpayers watching another example of professional sports’ salary inflation, Merrill’s contract represents yet another instance of the disconnection between athlete compensation and everyday economic reality.

The Value of Specialized Skills

While casual observers might question paying $38 million to a player averaging just over 7 points per game, NBA insiders understand the premium placed on specialized skills in today’s game. Merrill’s elite shooting creates spacing that allows Cleveland’s stars to operate more effectively, making his impact far greater than basic statistics suggest. His journey from afterthought to essential component mirrors the league’s evolution toward valuing specific skills over traditional statistical production.

As the NBA continues its arms race of talent acquisition and retention, contracts like Merrill’s will become increasingly common for role players who excel in specific areas. The Cavaliers’ willingness to invest so heavily in a shooting specialist reflects both the changing economics of the league and the organization’s commitment to building around complementary talents. Whether this approach translates to championship success remains to be seen, but Cleveland has clearly identified their path forward—and Sam Merrill will be a well-compensated part of that journey.

Copyright 2025, DailyVantage.com