that weight/psi table is only applicable up to a certain weight. if you're more than ~175lbs the best you can do is inflate to max rated psi as stated by your tire manufacturer.

as for checking air pressure, i hate to do it so frequently, but it beats getting a pinch flat in BFE or the hoodz during a night ride. usually i pump up once a week but if there's an interesting group ride or whatever i'll top off just for that. kinda sucks because i rotate between 3 bikes (roadie, fixie, foldie) and i don't put enough saddle time across all 3 so i'm doing pressure checks/top offs more frequently.