I honestly thought about calling this episode "Why All Bookers Are Assholes." 

Don't even stress about whether you are getting booked if you are less than two years in. Some Bookers have rules about "time served." It won't matter how well you land with an audience at an open mic. Your stats could be amazing and they still won't book you until you have a couple years under your belt. Especially in bigger cities.

I refer you to previous episodes:

E2 - Basic Rules of Stand Up Comedy

E3 - What the F To Wear

E4 - What Makes A Good Set

E6 - What I Look For As A Booker.

If you listen to these four episodes and are confident you are hitting all of these marks then it's time to talk to the Booker. Any Booker should be happy to honestly communicate with you about what you can do better. Take this feedback openly and without being defensive. This feedback is important.