The argument for Ballmer is he was an investor in the company, the company was in bad shape, the company went around looking to raise more money, and he (along with other investors) put more money into the company to try and save it. That's totally plausible, it happens all the time. Rich people make lots of investments in startup companies and try to hit a home run. An additional $10 million investment from a guy like Steve Ballmer is like literal couch cushion money. (For context; the guy makes about $1.1 billion a year purely in dividends from his MSFT stock)
And hey! Maybe he really did just give them more money to funnel to Kawhi. Also totally plausible.
To me, the real issue would be that since Aspiration had other sham endorsement deals with celebs where the celebs donated money and then Aspiration then paid them a little bit more (booking the donation as revenue and hiding the expense of the endorsement deal) that its totally possible they had a similar deal with Kawhi, in which case there wouldnt really be any circumvention (there would be fraud!) . If so, there should be evidence Kawhi gave them money. If there isn't, then it just looks like Aspiration paid the guy $28 million to do nothing and got...nothing out of it? That seems petty bad!
I'm not making any conclusion on the Ballmer case. Could be legit **** ery, may not be legit. Furthermore, the NBA and its owners may have various agendas on how they want to proceed. I don't trust Uncle Dennis, he's slimy, so he could be behind demanding things... or he may not be, So I'm not getting invested.
That being said the first thing to look at if I was investigating would be the following:
What is the share value of Ballmer's investment relative to others who invested right at the same time.
- if Ballmer invested as part of a private placement where multiple investors get shares at the exact same $x price, its hard to implicate Ballmer in any shenanigans. That pretty much clears him or makes him difficult to implicate.
- Or if he made a one off investment whereby the share value he was receiving was close to others around that time, again its hard to implicate him.
Things would get shady if Ballmer is making investments at different $ values than others. If he is putting money and getting shares at $5/share, while everybody else is getting in at $2/share, one has to wonder why he is getting so few shares for the equity he is putting in. Arguable the excess "equity" he is putting in is being used for other purporses.
Alternatively if these were investments with a convertible debt element that is unique to Ballmer as an investor, it could also be shadier.
I don't know the answers to any of the above. I know in Canada some private placements and private financings get publicly filed for certain reasons but not all. So who knows how easy it is to find or get access to that info.