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August 19, 2025 25 mins
No matter how long you’ve lived in Portland, someone’s always been here longer — and swears the city used to be better. But is Portland really “over”? Today we’re digging into that question with comedian Jay Flewelling and some of the city’s sharpest comics — many of whom you can see live this Friday at Kickstand Comedy in the Park, presented with City Cast Portland! Join us at Kickstand Comedy in the Park, hosted by Julia Corral and Rachelle  Cochrane, at Laurelhurst Park this Friday, August 22 at 6:30 p.m.! City Cast Portland is hiring a social media manager! If you have experience creating incredible social content, and want to help make your neighbors more engaged and informed, we’d love to hear from you. Applications are due August 22nd — find more information and apply here. Become a member of City Cast Portland today! Get all the details and sign up here.  Who would you like to hear on City Cast Portland? Shoot us an email at portland@citycast.fm, or leave us a voicemail at 503-208-5448. Want more Portland news? Then make sure to sign up for our morning newsletter, Hey Portland, and be sure to follow us on Instagram.  Looking to advertise on City Cast Portland? Check out our options for podcast and newsletter ads at citycast.fm/advertise. Learn more about the sponsors of this August 19th episode: Montavilla Jazz PaintCare Oregon Health Authority Visit Walla Walla Oregon Coast Visitor Association - Use code 50off for 50% off
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