We had the good fortune of connecting with Cait Madry and we’ve shared our conversation below.

Hi Cait, what role has risk played in your life or career?
Risk is such an interesting thing in my life. I feel like in my career I take “risks” all the time. I mean improv in itself is just risk after risk. When I’m interviewing someone and I ask them a candid question ,that’s a risk. What I’ve learned is that doing nothing is the biggest risk of all. 

I used to get stuck in analysis paralysis where I would assess my options to the point of being frozen. What I learned from being stagnant is that along with not experiencing “failure”, you don’t experience success either. Not allowing yourself to take those leaps, those chances, that opportunity…not moving means you risk it all being for nothing.

Alright, so let’s move onto what keeps you busy professionally?
On November 28th, 2020 I got sober. My entire life changed. My perspective, goals, and creative process changed with it. If we’re being honest, I think I’m only at the beginning of my career. I’m still learning how to navigate the industry without a drink in hand. When you get sober, you realize just how often you had that drink in hand and how many choices were fueled by booze. I love comedy – but the only time I had been on stage doing standup was when I was drunk. I love improv, but the only times I would ask “for a one-word suggestion” was after a minimum of one tequila shot and a warm free beer. So now, I’m learning what I love when those drinks are removed. Here’s what I’ve learned: I love listening. I love asking questions. I love being present. It’s the polar opposite of who I was while drinking but it’s who I am now. All of this to say that I’m still getting where I want to get professionally. I’m learning, that if I’m lucky, life is long. Careers are long. They change and they shift and they blossom… but only if you let them. I’m at a point where I view all the hurdles that have come up, and will continue to come up, like bumpers on a bowling lane. It might knock me and make me spin a little, but they’re saving me from going in that gutter.

Any places to eat or things to do that you can share with our readers? If they have a friend visiting town, what are some spots they could take them to?
An afternoon drive destination MUST: Lake Hollywood. The views are incredible and the energy feels like magic. I’m a huge fan of a stroll around Larchmont village – Larchmont Wine & Cheese sandwiches are iconic.
I love Osteria La Buca for dinner! They have the BEST Bucatini Carbonara and know how to make a delish N/A cocktail.

The Shoutout series is all about recognizing that our success and where we are in life is at least somewhat thanks to the efforts, support, mentorship, love and encouragement of others. So is there someone that you want to dedicate your shoutout to?
My partner Sara Ashcraft – she’s been my partner in sobriety, creativity, and life. She makes me feel safe enough to keep growing and evolving and I will always be thankful for that.

The Wave Podcasting Studios – They’ve given me so many tools and knowledge to feel confident in sharing my voice.

Shelli Azoff – I met her at such a fragile point in my life and she taught me to be strong, not take “no” for an answer, and to go after what I want. I owe all of my stamina and perseverance to learning from her.

Catt Sadler – She’s given me the best gift you can ever give someone – an opportunity to learn. She’s guided me so much and helped me bloom into the person I am today.

Tarryn Feldman – My sister, bestie, and biggest fan, She was the first person to make me feel genuinely talented and continues to sometimes be the only one laughing at my jokes.

Website: theclearheadedpodcast.com

Instagram: caitmadry

Other: my podcasts instagram @clearheadedpodcast

Image Credits
Morgan Lieberman

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