Ultimately it depends on the boss - how popular it is and how often it typically spawns. If your in a crowded server and everyone is trying to mount or unlock the midnight panther for example, you should try to check the boss as much as you can. I know when I would check for the midnight panther I would logout near the spawn and go to check probably 5x a day every chance I could. When I would check 4 out of 5 of those times someone would either also be checking or there would be dead creatures nearby indicating they already checked. Dont be fooled by this as you can still compete for bosses. You just can never give up. I also recommend checking tibiabosses as this fansite has really great information on bosses. Happy boss hunting!
Ps- if a boss hasn't spawned in a while on your server and its showing most likely to spawn on tibiabosses.com it doesnt hurt to check for the boss every chance you can. I know of friends who would also check every hour for bosses that are bound to spawn soon. I know of someone who would also check the midnight panther every 30 minutes because they really wanted the mount. Try not to stress yourself out but if you really want to see a boss you will make sure you find him eventually!
Here's a the tibiabosses link to there boss time checker. for spawning times:
https://www.tibiabosses.com/spawning-times/
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