The NBA world is buzzing with speculation after Gilbert Arenas’ controversial comments about salary cap circumvention resurfaced amid the Kawhi Leonard-Clippers investigation. Arenas’ months-old suggestion that Steve Ballmer should “find creative ways” to pay players beyond cap limits now appears shockingly prescient.
As the league probes allegations of $28 million in off-the-books payments through Ballmer’s Aspiration company, questions mount about how common such practices truly are. The scandal highlights the NBA’s ongoing challenge of enforcing financial rules against its wealthiest owners.
- Gilbert Arenas sparked controversy by suggesting Steve Ballmer should circumvent NBA salary cap rules months before the Kawhi Leonard-Aspiration scandal emerged.
- The NBA is investigating allegations that Ballmer used his fintech company Aspiration to funnel $28M annually to Leonard outside official salary cap limits.
- Ballmer denies wrongdoing, claiming Aspiration independently offered Leonard the endorsement deal after his Clippers contract was finalized.
- Experts argue this case highlights the league’s ongoing struggle to enforce salary cap rules equally across billionaire owners.
- Arenas maintains the NBA operates on a double standard, where cap circumvention is common but punishments are inconsistently applied.
Did Gilbert Arenas Inspire the Clippers’ Alleged Salary Cap Scandal with Kawhi Leonard? NBA Investigation Update
The Controversial Comments That Started It All
Months before the Kawhi Leonard salary cap scandal made headlines, former NBA star Gilbert Arenas dropped a bombshell on his podcast that now appears eerily prophetic. The three-time All-Star suggested that wealthy owners like Steve Ballmer should simply “pay players whatever they want” by circumventing the NBA’s salary cap rules through creative financial arrangements.
His exact words: “You’ve got billionaires pretending to care about salary caps while they buy yachts and private islands. If Ballmer wants Kawhi, he should just write him a check from one of his other companies.” At the time, most listeners dismissed this as typical Agent Zero bravado. But just four months later, reports emerged alleging Ballmer did exactly that – using his fintech company Aspiration to funnel $28 million annually to Leonard outside the official salary structure.
The NBA’s current investigation centers on whether this arrangement constitutes clear salary cap circumvention or simply savvy business. League rules strictly prohibit teams from providing any form of compensation not accounted for in the cap, whether directly or through third parties.

Breaking Down the Kawhi Leonard Compensation Package


When Kawhi Leonard signed with the Clippers in 2019, the reported terms included:
| Component | Details | Cap Impact |
|---|---|---|
| Base Salary | 3 years, $103M | Full amount |
| Aspiration Deal | Reported $28M/year | Under investigation |
| Perks | Private travel, housing | Permitted |
The Aspiration partnership became controversial because Ballmer was both Clippers owner and a major investor in the fintech firm. Documents show the deal was signed just 11 days after Leonard’s Clippers contract finalized, with payments structured similarly to his NBA salary installments. This timing and structure is what raised red flags about possible circumvention.



NBA’s History of Selective Cap Enforcement
Notable Past Cases
- 2000 Timberwolves: Lost 5 first-round picks for secret Joe Smith deal
- 2017 Heat: Fined for premature contact with Gordon Hayward
- 2021 Bucks: Investigated (but cleared) over Bogdan Bogdanovic negotiations
The NBA has historically treated cap violations with varying degrees of severity. Minnesota’s punishment in 2000 remains the harshest in league history, while more recent cases often result in minor fines or no action. This inconsistent approach creates confusion about what constitutes acceptable behavior.
What makes the Clippers case unique is the staggering amount involved – the alleged $28M annual Aspiration payments would represent nearly a full max salary outside the cap. No previous case approaches this scale of potential circumvention.



The Legal Tightrope of Owner-Player Business Deals


The NBA permits legitimate business relationships between owners and players, creating a gray area that teams increasingly exploit. Ballmer’s defense hinges on claims that:
- Aspiration independently pursued Leonard as a brand ambassador
- No Clippers officials were involved in negotiations
- The partnership aligns with Leonard’s environmental interests
However, the timing and payment structure make these claims questionable. The deal’s value also vastly exceeds typical endorsement contracts for players of Leonard’s marketability. Most tellingly, Aspiration collapsed into bankruptcy just two years later, raising doubts about whether this was ever a legitimate business arrangement rather than a salary supplement.



The Potential Fallout for the NBA’s System
Possible League Responses
- No Action: Sets dangerous precedent for unlimited circumvention
- Fines: Maintains status quo of selective enforcement
- Draft Picks: Minnesota-style penalty could deter future violations
- Rule Changes: New restrictions on owner-player business deals
The NBA faces a no-win situation. Punishing the Clippers harshly would acknowledge systemic problems they’ve long ignored. Doing nothing invites more blatant circumvention. The likely outcome is a modest fine and quiet rule changes to prevent such obvious loopholes being exploited in future.
The bigger issue is how this affects competitive balance. If billionaire owners can effectively double a player’s salary through side deals, small-market teams become permanent also-rans. This undermines the entire purpose of the salary cap system.



Gilbert Arenas: Prophet or Provocateur?
Arenas’ prescient comments raise uncomfortable questions about how common such arrangements really are. His assertion that “every big market team does this, just smarter about hiding it” resonates at a time when player movement increasingly favors wealthy franchises.
The former Wizard’s insider knowledge suggests three troubling realities about modern NBA roster building:
- Salary cap circumvention is more prevalent than publicly acknowledged
- The methods have grown more sophisticated to avoid detection
- The league turns a blind eye unless evidence becomes undeniable
Whether Arenas was merely speculating or revealing open secrets, his comments forced the NBA to confront uncomfortable truths about how the game’s financial rules are really being played.



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