Fintech. The NBA. Funny stories of fraud.
[Dame Julie Andrews singing voice] These are a few of my favorite things!
And we got all of them in Kawhi Leonard’s bizarre no-work contract with Aspiration.
Clippers owner Steve Ballmer reportedly invested ~$50M in Aspiration, and then (conveniently) his star player wound up with a nearly identical payday: $24M in cash plus $20M in equity, with zero work required. Kawhi could literally opt out of any and all work and still collect his quarterly checks … which he allegedly did.
What makes this story more than tabloid fodder is what it revealed: the fragility of the rules designed to keep systems fair.
Apparently, in the NBA, it is permissible to have companies sponsor teams, even if those companies have been invested in by the team owners and/or the companies strike separate sponsorship deals with the players on those teams.
This feels like a massive conflict of interest to me, but if it’s not against the rules, you can see why the sponsoring companies are interested in it.
We see something similar in fintech (and tech startups more broadly): getting your customers, suppliers, and partners to invest in your company in order to wring better commercial terms out of them.
Wells Fargo and Bilt is a good example. Wells Fargo invested in Bilt and then inked a co-brand deal so lopsided for them that it turned into one of the worst economic trades in recent memory. Bilt got growth, Wells got mounting losses, which is why they’re in the process of parachuting out.
Entanglement blurred judgment: was Wells making a sound business deal, or subsidizing the growth of a card portfolio because it was also an investor?
And that raises harder questions we don’t always like to ask in financial services. Like, should banks ever sit on both sides of the table when the terms they sign will ripple into credit losses or consumer pricing?
And at what point does “aligning incentives” become a conflict of interest that blinds boards and risk management teams to basic realities?
In the same way Kawhi’s no-work contract should make the NBA question how enforceable its rules really are, Wells Fargo’s co-branded deal with Bilt should make financial services companies examine whether our own guardrails are strong enough to withstand the pressures of entanglement.