If you only had 1 year left to live, what would you do? Do that. If it gets old, switch gears immediately. As far as we all know, today could be the last for any of us. Less planning, more living/doing/going.
Questions like “what would you do if you won the lottery” feel too unrealistic, so I would just dream about wild startup ideas.
The “one year left to live” question is better than the lottery question, but thinking about retirement may provide another perspective.