Rather than improve my logical side I've mostly come up with mechanisms that let me avoid System 2 thinking.

For example, to improve my overall communication skills I practiced writing on forums with an upvote mechanism. This let me get feedback pretty rapidly, and over time my communication skills improved significantly-even when it came to explaining how I had developed System 1 skills.

For strategy, I mostly rely on conversations with my friends. I can get myself to strategize if I sit down and concentrate but it's very tiring, whereas when I talk to smart people they are usually able to quickly see holes in my long-term plans and point them out to me.

For forcing myself to actually use System 2 around 5% of the time...I know I have shifted from thinking consciously <1% of the time, to being able to use System 2 on command (though it is still very tiring). But I'm not really clear what enabled the change. One possible explanation: throughout the last 5 years I have been part of several board game meetups where I would have the opportunity to play a game just once or just a few times. So I was forced to think consciously if I wanted to have any chance of winning.