227: Conquering Hollywood w/ Kylie Brakeman

237: The great and hilarious Kylie Brakeman joins us on Hollywood Blvd for an instant classic of an episode. Guests include a confident woman from Fresno who is eager to cut people out of her life, a young screenwriter who mines his own tragic life for ideas, and a sweet loner accountant who sounds A LOT like Fred Armisen. Filmed on 2/22/26 on Hollywood Blvd in Los Angeles, California.Follow Kylie here!Go to https://Quince.com/podoutside for free shipping and 365-day returns!Sign up for a $1 per month trial period at https://shopify.com/outside !Visit https://Betterhelp.com/outside today to get 10% off your first month!Go to https://hims.com/OUTSIDE for your personalized ED treatment options!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

226: Are you ready for a blast from the past but also a brand new unreleased episode of our show!? Cole Hersch is resurrected for one hour and our old friend Courtney Miller drops by to chat with the patrons at a hip music festival. Guests include a young social worker trying to help the most vulnerable, a woman who almost tore her close friend group apart by falling in love with one of them, and an awesome father who works on a soap opera and has SIX EMMY AWARDS. Recorded on 08/10/2024 at Outside Lands Music Festival in Golden Gate Park, San Francisco!NIRVANNA THE BAND THE SHOW THE MOVIE. Only in theaters February 13th.Sign up for a $1 per month trial period at https://shopify.com/outsideRefresh your winter wardrobe with Quince. Go to https://Quince.com/podoutside for free shipping on your order and 365-day returns. Now available in Canada, too.Go to http://hims.com/OUTSIDE for your personalized ED treatment options.This show is sponsored by BetterHelp. Visit Betterhelp.com/outside today to get 10% off your first month.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

225: Bonsoir and happy new year to you all! Andrew's awesome girlfriend Lauren joins the podcast as they set up outside of the hottest nightclub in Paris and chat with wild French partygoers until 3AM. Guests include a young guy who gets kicked out of the club for a major party foul, two girls drunkenly debating the existence of god, and France's premiere social media influencer slash night club doorman, Isaak Dessaux. Recorded on 05/16/2025 in front of La Fête in Paris, France!Refresh your winter wardrobe with Quince. Go to https://Quince.com/podoutside for free shipping on your order and 365-day returns.Go to hims.com/OUTSIDE for your personalized ED treatment options.This show is sponsored by BetterHelp. Visit Betterhelp.com/outside today to get 10% off your first month.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

224: One orange chicken with a side of podcast, please. Sean Clements and Hayes Davenport from the amazing Hollywood Handbook podcast join us in front of Panda Express to talk to all the awesome people walking by. Guests include a musician / Uber driver who turned giving a ride with Lil' Flip into a collab on his next album, young excited tourists from Taiwan who love LA, and a very sweet man experiencing homelessness who generously shared his vulnerable story with us. Recorded on 07/18/25 on Sunset Blvd in Los Angeles.Go listen to Hollywood Handbook! https://podcasts.apple.com/us/podcast/hollywood-handbook/id720832183Donate to SELAH here! https://www.selahnhc.org/donateGo to https://Quince.com/podoutside for free shipping on your order and 365-day returns. Now available in Canada, too.Go to hims.com/OUTSIDE for your personalized ED treatment options.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

223: Ready, set, PODCAST!!! The great Moshe Kasher joins us on an active track field to chat with athletes as they practice for a championship track event. Guests include a really fast young female runner who maybe didn't like us, a different really fast runner who for sure DID like us, and an inspirational coach guiding his athletes through the physical and emotional whirlwind of competition. Thank you to USATF for bringing us to Oregon to interview these awesome people! Recorded on 07/30/25 on Hayward Field in Eugene, Oregon.Go to https://www.usatf.org/ to get tickets to an event in person or become a member of USA Track and Field today!Go to quince.com/podoutside for 365-day returns, plus free shipping on your order!The best way to cook just got better. Go to HelloFresh.com/OUTSIDE10FM now to Get 10 Free Meals + a Free Item for Life!Go to hims.com/OUTSIDE for your personalized ED treatment options.This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on Podcast But Outside via Gumball.fm.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

222: Ni hao, outsiders! The very talented Gianmarco Soresi joins us on the streets of Chinatown to interview some fascinating characters in the vibrant city. Guests include a recently divorced gaffer with a heart and hair of gold, two young actress roommates thriving in the big city, a formerly incarcerated father navigating life on the outside, and a man on the endless quest for big booties. Some truly incredible life stories on this one, don't miss it. Recorded on 05/07/25 on Grand St in Manhattan's Chinatown.Go to quince.com/podoutside for 365-day returns, plus free shipping on your order!The best way to cook just got better. Go to HelloFresh.com/OUTSIDE10FM now to Get 10 Free Meals + a Free Item for Life! * One per box with active subscription. Free meals applied as discount on first box, new subscribers only, varies by plan .Ready to say yes to saying no? Make the switch at mintmobile.com/outside .Get your copy of Richard Fain’s Delivering the WOW—available for pre-order now on Amazon, or wherever you buy your books.Visit Betterhelp.com/OUTSIDE today to get 10% off your first month.This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on Podcast But Outside via Gumball.fm.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Gooooooooal! Premier League, the world's eminent football club, invited us to a Summer Series game at MetLife Stadium in New Jersey! Guests included an uplifting father son duo, a young couple who both felt they had found their future spouse the night they first met, and a couple of scrappy lads who sometimes throw hands at the pub. Recorded on 7/26/25 in front of MetLife Stadium in East Rutherford, New Jersey.This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on Podcast But Outside via Gumball.fm.Go check out the great Lisa Gilroy on social media and in the new season of Twisted Metal!Visit Betterhelp.com/OUTSIDE today to get 10% off your first month.Keep it classic and cool this fall — with long-lasting staples from Quince. Go to Quince.com/podoutside for free shipping on your order and 365-day returns.Visit Betterhelp.com/OUTSIDE today to get 10% off your first month.The best way to cook just got better. Go to HelloFresh.com/OUTSIDE10FM now to Get 10 Free Meals + a Free Item for Life! * One per box with active subscription. Free meals applied as discount on first box, new subscribers only, varies by plan.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

220: Very special episode time! The Headgum podcast network is turning double digits and to celebrate, cofounder Amir Blumenfeld joins us on the street to interview Headgum cohosts and some random strangers walking by. Guests include Nicole Byer, Kristen Schaal, two high school friends turned lovers, and a WeHo actor with an enviable amount of confidence. Plus a heated stand-off with a food delivery robot! Recorded on 07/24/25 in front of Headgum on Sunset Blvd in Los Angeles.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

219: It's konnichiwa time yet again! Friend of the podcast Lyle the Therapy Gecko helps us interview folks on the busy streets near Tokyo's Shibuya Crossing. Guests include a Dutch author in a long distance friendship turned relationship, a young computer scientist with an impressive pokémon haul, and a kind Australian child therapist helping kids and their families navigate psychosis. Recorded on 03/03/25 at Shibuya Crossing in Tokyo, Japan.This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on Podcast But Outside via Gumball.fm.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

218: Trains: something you will mostly find outside! Our comedian pal Lizzy Cooperman joined us as we set up at a bustling local train station and met some locomotive commuters and enthusiasts. Guests include a young Honda employee looking for lesbian love in the desert, an aspiring pop solo artist focusing on himself right now, and a train-obsessed sober widower with a secret first name and a really inspirational life story. Recorded on 06/04/25 at the Fullerton Metrolink Station in Fullerton, California.Ride the Metrolink trains this summer please, we demand it!Go to hims.com/OUTSIDE for your personalized ED treatment options.Follow Lizzy here!: https://www.instagram.com/lizzycooperman/?hl=enThis is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on Podcast But Outside via Gumball.fm.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.