If I was going to take on Microsoft I would say a lot of things that were not “I’m going to take on Microsoft,” best not to wake the sleeping giant. You can fix a lot of orgs by attacking them. Also I think Valve is set up as a bit of an anti-Microsoft, a flat(ish?) org structure as opposed to the matrix org structure. Having worked at MSFT I was definitely thinking that these people are going to fumble and a getting into position ready to pick up the ball when that happens might be a good strategy - though clearly a long term one.
I don’t think it’s a coincidence that the story in so many of Valve’s early games—Half-Life 1, Portal, Team Fortress 2—is about how corporate work environments are amusingly terrible.
