Hey @unclemantis, this could be for many reasons apart from Jack Dorsey's personal interest in Bitcoin.

It could be in hopes that 2018 struggle is never repeated for the company.

It could be because Dorsey personally believes Bitcoin will be the only internet currency (which it already isn't)

The world ultimately will have a single currency, the internet will have a single currency. I personally believe that it will be bitcoin,

It is important to note that Dorsey himself doesn't believe Bitcoin is functional as a currency - it's worthwhile asking why he's still pushing for Bitcoin if that's the case.

It’s not functional as a currency. The peaks and troughs are like an investment asset and are equivalent to gold

Here's the article