Our Show Got Renewed for Another Season Today, and I Immediately Started Panicking About Whether I Have Actually Grown as a Writer This Past Year

Our Show Got Renewed for Another Season Today, and I Immediately Started Panicking About Whether I Have Actually Grown as a Writer This Past Year – Good news arrived this morning. By the afternoon I had somehow turned it into an entirely different, considerably more anxious question about my own creative stagnation.

A Brand New Writers Assistant Pitched a Joke Today That Was Better Than Anything I Wrote All Week, and I Had a Real Moment of Reckoning With My Own Ego About It

A Brand New Writers Assistant Pitched a Joke Today That Was Better Than Anything I Wrote All Week, and I Had a Real Moment of Reckoning With My Own Ego About It – She has been in the room for exactly nine days. Her joke beat mine clean. I had to sit with that honestly rather than pretend it did not sting at all.

I Had to Write a Joke About a Story I Genuinely Found More Sad Than Funny Today, and I Am Still Not Sure I Actually Pulled It Off

I Had to Write a Joke About a Story I Genuinely Found More Sad Than Funny Today, and I Am Still Not Sure I Actually Pulled It Off – Some news stories resist comedy no matter how hard you work the angles. Today I had to try anyway, on a deadline, whether the material actually wanted to cooperate or not.

A Joke I Fought Hard to Keep in Tonight’s Monologue Got the Single Biggest Laugh of the Entire Show, and I Am Allowing Myself Exactly One Evening of Smugness About It

A Joke I Fought Hard to Keep in Tonight’s Monologue Got the Single Biggest Laugh of the Entire Show, and I Am Allowing Myself Exactly One Evening of Smugness About It – The room wanted to cut it. I dug in. Tonight the studio audience proved me right in the most satisfying way this job ever offers.

Our Writers Room Spent Six Hours Today Arguing About a Single Word in a Single Joke, and I Genuinely Do Not Think That Was a Waste of Time

Our Writers Room Spent Six Hours Today Arguing About a Single Word in a Single Joke, and I Genuinely Do Not Think That Was a Waste of Time – Six hours. One word. A debate that somehow never once felt like it was dragging, even six hours in.

I Turned Down a Genuinely Good Song Deal Today Because the Terms Would Have Meant Giving Up Too Much of the Publishing, and I Am Still Not Fully Sure I Made the Right Call

I Turned Down a Genuinely Good Song Deal Today Because the Terms Would Have Meant Giving Up Too Much of the Publishing, and I Am Still Not Fully Sure I Made the Right Call – A real offer, real money, and a contract I ultimately could not bring myself to sign. Tonight I am sitting with the specific uncertainty of whether that was principle or simple fear.

I Played a Bar Gig Tonight Where Literally Nobody Was Listening, and I Had to Decide Whether That Actually Mattered

I Played a Bar Gig Tonight Where Literally Nobody Was Listening, and I Had to Decide Whether That Actually Mattered – Three hours of background music for a room that never once looked up from its own conversations. A genuinely useful lesson in a specific kind of humility this town keeps teaching me.

My Co-Writer and I Had Our First Genuine Creative Fight Today After Four Years of Writing Together Without a Single Disagreement

My Co-Writer and I Had Our First Genuine Creative Fight Today After Four Years of Writing Together Without a Single Disagreement – Four years of easy, harmonious collaboration. Then one afternoon over a single chorus line, everything got considerably more complicated.

I Finally Got a Song Placed With an Artist I Have Been Pitching to for Three Years, and the Email Arrived While I Was Elbow Deep in Dish Soap

I Finally Got a Song Placed With an Artist I Have Been Pitching to for Three Years, and the Email Arrived While I Was Elbow Deep in Dish Soap – Three years of rejected pitches. One email that arrived at the least glamorous possible moment. I do not care even slightly.

A Writers Round Went Sideways Tonight When I Forgot My Own Lyrics in Front of the Exact Songwriter Who Inspired Me to Move to Nashville

A Writers Round Went Sideways Tonight When I Forgot My Own Lyrics in Front of the Exact Songwriter Who Inspired Me to Move to Nashville – Fifteen years of dreaming about this room. Thirty seconds of total blank silence the moment I actually got to play in it.