At least in American English, the connotation of the word "arrogant" is so universally negative that it would only ever be used to express distaste for someone. Now whether he is arrogant or just (over)confident is another question but I think you acknowledge there is at least a good case for the former.
> We want this man to keep investing and running capital.
Why? If you ask the folks at the SEC, they probably wouldn't agree with you. From a public perspective, he hasn't exactly been great on regulatory compliance and market protection. From a shareholder/company perspective, he is a major liability. No company ever wants a CEO or any employee that picks fights with regulators, has a massively oversized media spotlight, and entangles the business in unrelated politics and personal fixations. That's textbook bad news for a business.