Ashley Hamilton does not enjoy holding people hostage

Ashley Hamilton is a stand up comedian and writer from Chicago, IL who started performing in sunny Los Angeles. In LA, she ran a monthly show at UCB Franklin, hosted regularly at the Chatterbox in Covina, CA, and performed at the Hollywood Improv. Recently, she relocated to New York City and can be seen performing 7 nights a week all around New York. She contributes writing and videos to and hosts a podcast called Hold on One Second We’re Talking About Britney Spears, the world’s only oral history of Britney Spears in podcast form. She has performed all around the country and recently appeared at the Broke LA festival in Los Angeles and The Big Sky Comedy festival in Billings, MT. Follow her!

What’s the best way for standups to level up from open mics + “bringer” shows to “real” shows?

Support rooms, be funny, don’t try to tailor a good “show set.” Just work on getting funnier in general and it’ll happen.


Describe your worst gig.

I would say surviving any gig where people very specifically want to be doing anything other than watching standup is a victory. Its not that fun to feel like you’re holding people hostage.

On your deathbed, what transcendent advice would you croak at a young (female/LGBTQI) comedian?

Just keep doing it.

What’s your first impulse when someone says “women aren’t funny”?

Just wait until one takes pity and finally talks to you.

When you were coming up in comedy, what helped you stick with it? 

This probably sounds dumb but I just like doing it so much. Writing a joke and then having that joke work in front of strangers is great.

Best comedy advice you ever got?

Be funny.

Worst comedy advice you ever got?

Be something else (any advice about trying to fit into the mold of a female comedian who is already successful is bad advice).

How has being funny helped you in your offstage life, either recently or when you were younger?

I was extremely shy growing up but making my friends laugh was always a huge confidence booster.

Was there one person who inspired you to become a comedian? If so, who, why, how?

I don’t think any one person inspired me to be a comedian. It was a pretty windy path before I decided I even wanted to try it. My dad introduced me to all of the comedy that wound up inspiring me.

Feelings about the word “comedienne”?

Too many letters.