I don't think that there's much comparison between bull run and bear run, both of them are at the extreme end of each other. Preference among the two can change for an investor depending on what will be more profitable for him at any of the seasons. If you've accumulated enough Bitcoin during the bear run then you'll be looking forward to the bull run and it'll be your preference. On the other hand if you have funds to invest and you're looking for opportunities to load your bags for massive ROI on the long term then bear run will become your preference. But among the two seasons the one that makes most investors to be happy is bull run because price will skyrock and it's a time to harvest ROI.
Investor behavior is sometimes difficult to predict. They can buy at high prices and accumulate at low prices. Their goals can also vary, including making bitcoin a store of value asset instead of storing fiat in banks. Bitcoin certainly has many uses that are increasingly popular among investors, so their goals can differ from one to another. Maybe the end goal remains the same, it is to get returns in the long term.
I wonder how long Saylor will hold bitcoin without throwing it into the market. He has a lot of bitcoins and continues to accumulate them, so people will probably put him on the list of the most influential investors in the market.