One of the best thing's Ive learned from stand up is I don't care what strangers think of my material. As you said it takes a lot of work to get your timing, which is just as, if not more important than a well written joke. I draw a lot of my inspiration from dudes like Kyle Kinane and Jim Jefferiee, offensive but self deprecating story tellers.
Jeselnik probably has the best timing I've ever seen though.
I do generally three sets a week, sometimes up to five. Im performing for the first time out of state next week and luckily going on tour this year. Recording a one hour interview as a featured artist on a podcast next week and have two huge sold out shows this wekend and next week I'm headlining a show named after me and doing thirty minutes, I've been fucking busy.