I carry the same thing everyday all year. Jeans, work pants, or shorts. Front right pocket has a leatherman surge dropped in it, and a knife clipped on it. Front left pocket has a phone and notepad slid in it, flashlight clipped on it and a fountain pen dropped in it sitting next to the phone/notepad. Rear pocket has a wallet. If I'm not at work there's a glock on my waistband.
Thats the religious standard. You won't find me with less than that if I'm awake and dressed. It's generally enough to do the basic tasks I run into but not enough I notice anything and its not a bother to keep with me. All pants have pocket space for that so I don't have to have a loose bag or accessories to keep track of, or change what I carry for certain clothes. Which would leave me one day thinking I have say a multitool on me but don't and needing it.
Edit: I also wear a watch everyday.