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Iain Montgomery of Now or Never Ventures interviews urbanists, creatives, transit and development types to explore how cities can punch above their weight and create distinctive new futures outside of the tired playbooks.
| Episode | Date |
|---|---|
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Challenger Cities EP79: The Best Practice Industrial Complex with Gerald Babel-Sutter
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May 05, 2026 |
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Challenger Cities EP78: Saying Yes More with Jen Angel
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May 01, 2026 |
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Challenger Cities EP77: The Will To Build with Alex Bozikovic
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Apr 28, 2026 |
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Challenger Cities EP76: Urban Troubleshooting with Heath Gledhill & Tom Shield
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Apr 23, 2026 |
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Challenger Cities EP75: What a Rock Off a Rock Can Teach the Rest of Us with Tasha Freidus
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Apr 21, 2026 |
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Challenger Cities EP74: Embrace the Chaos with Bronwyn Williams
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Apr 17, 2026 |
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Challenger Cities EP73: Showing a City to Itself with Phil Tabah
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Apr 14, 2026 |
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Challenger Cities EP72: The Case for Civic Joy with Ilana Altman
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Apr 07, 2026 |
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Challenger Cities EP71: Welcome to Your Agentic City with Alistair Croll
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Mar 30, 2026 |
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Challenger Cities EP70: Building a Village in the Sky with Anson Kwok
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Mar 16, 2026 |
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Challenger Cities EP69: Designing for Intimacy with Paul Meyers
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Mar 16, 2026 |
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Challenger Cities EP68: The Bus Deserves Better with Ray Stenning
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Mar 03, 2026 |
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Challenger Cities EP67: Watching a World From Behind the Window with Füsun Aydın
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Feb 25, 2026 |
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Challenger Cities EP66: Urbanism Without the Excuses with Mikael Colville-Andersen
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Feb 19, 2026 |
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Challenger Cities EP65: Sitopia with Carolyn Steel
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Feb 16, 2026 |
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Challenger Cities EP64: Tourism as a Stress Test with Maryam Siddiqi
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Feb 10, 2026 |
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Challenger Cities EP63: The Pub Is a Public Service with Pete Brown
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Feb 06, 2026 |
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Challenger Cities EP62: Cities for People Who Want to Try Things with Patti Baston
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Feb 02, 2026 |
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Challenger Cities EP61: Sweat and the City with Glenn Auerbach
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Jan 27, 2026 |
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Challenger Cities EP60: Designing Cities in Pencil, Not Pen with Jasmine Palardy (again)
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Jan 19, 2026 |
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Challenger Cities EP59: Building Faster Than Memory with Ruchita Bansal
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Jan 19, 2026 |
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Challenger Cities EP58: The World's Best Cities with Chris Fair
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Jan 19, 2026 |
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Challenger Cities EP57: Young People and the New Rules of Money with David Akermanis
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Jan 19, 2026 |
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Challenger Cities EP56: Why Empty Space Is Never Neutral with Evan Snow
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Jan 19, 2026 |
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Challenger Cities EP55: Impossible City - Paris in the 21st Century with Simon Kuper
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Jan 19, 2026 |
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Challenger Cities EP54: Rethinking Ireland, the Too Often Misunderstood Challenger Country with Peter Ryan
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Jan 19, 2026 |
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Challenger Cities EP53: The Logic Beneath the Madness of Transport with Marcus Mayers
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Dec 03, 2025 |
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Challenger Cities EP52: Culture as a Form of Wealth with Paul Owens
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Nov 24, 2025 |
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Challenger Cities EP51: Women Changing Cities with Melissa Bruntlett
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Nov 10, 2025 |
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EP50: If a City Can’t Handle a Little Kink ... with Lady Valeska
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Oct 29, 2025 |
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Challenger Cities EP49: How the Screen Has Killed the City with Greg Lindsay
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Oct 27, 2025 |
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Challenger Cities EP48: Live, Move, Rest ... The Conscious City with Anupam Yog
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Oct 20, 2025 |
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Challenger Cities EP47: Cities on the Couch with Charles Landry
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Oct 02, 2025 |
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Challenger Cities EP46: Stitching the Fragmented City with Rashiq Fataar
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Oct 01, 2025 |
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Challenger Cities EP45: Utopian Hours - Turin’s Festival of the Possible with Luca Ballarini
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Sep 26, 2025 |
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Challenger Cities EP44: Your City Isn’t Crowded, It’s Just Full of Cars with Daniel Herriges
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Aug 19, 2025 |
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Challenger Cities EP43: Daring To Be Different with Andy Nulman
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Aug 19, 2025 |
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Challenger Cities EP42: Hauling Towards the Future with Michael Wexler
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Aug 01, 2025 |
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Challenger Cities EP41: Cities in Limbo with Diana Lind
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Jul 29, 2025 |
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Challenger Cities EP40: Hovering Above the Status Quo with Erika Potrz
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Jul 25, 2025 |
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Challenger Cities EP39: A Public Service Steeped in Northern Soul with Alex Hornby
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Jul 24, 2025 |
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Challenger Cities EP38: The City Fixer's Guide to Messy Momentum with Kevin Klinkenberg
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Jul 24, 2025 |
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Challenger Cities EP37: The Recipe Book for Cities with Guillermo Bernal
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Jul 24, 2025 |
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Challenger Cities EP36: From Corporate Innovation to Council Budgets with Charlie Rowat
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Jul 24, 2025 |
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Challenger Cities EP35: After Dark and Into the Future with Mathieu Grondin
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Jul 24, 2025 |
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Challenger Cities EP34: The Magnetic, Messy, Cities People Don’t Leave with Sofia Song
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Jul 24, 2025 |
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Challenger Cities EP33: Riding Through Stories, Not Just Spaces with Michela Grasso
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Jul 23, 2025 |
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Challenger Cities EP32: How to Love a Town Back to Life with Jeff Siegler
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Jul 11, 2025 |
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Challenger Cities EP31: Building Transit, Trust and Capability with Russell King
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Jul 09, 2025 |
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Challenger Cities EP30: Is the On-Site, the New Off-Site? Real Estate, Remote Work and Reinventing Cities with Dave Cairns
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Jun 09, 2025 |
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Challenger Cities EP29: The Charming Housing Rebellion with Naama Blonder
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Jun 06, 2025 |
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Challenger Cities EP28: Why North American Transit is Mediocre ... and How to Make it Actually Good with Reece Martin
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May 28, 2025 |
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Challenger Cities EP27: A Housing Plan for Ontario with Mike Schreiner
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May 22, 2025 |
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Challenger Cities Interlude: One Year Later ... Still a Podcast, but Maybe Something Bigger?
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May 20, 2025 |
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Challenger Cities EP26: The Policy Playbook for Challenger Cities with Tom Goldsmith
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Apr 21, 2025 |
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Challenger Cities EP25: How Nature Can Make Our Cities Thrive with Jan Sumner
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Apr 21, 2025 |
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Challenger Cities EP24: Reinventing Cities, through Office to Residential Conversions with Steven Paynter
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Apr 21, 2025 |
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Challenger Cities EP23: Fixing Cities Through Momentum, Not Just Masterplans with Rik Adamski
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Apr 21, 2025 |
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Challenger Cities EP 22: The Newcomer Perspective, What Works and What Could Be Better in Toronto with Arthur Smith
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Feb 19, 2025 |
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Challenger Cities EP21: Learnings from 'the Soo' for Future Healthy Cities with Anna Foat
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Feb 18, 2025 |
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Challenger Cities EP20: Rethinking Cities Through Lessons from Music, Psychology and Engineering with Nick Tyler
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Feb 18, 2025 |
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Challenger Cities EP20: Rethinking Cities Through Lessons from Music, Psychology and Engineering with Nick Tyler
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Jan 22, 2025 |
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Challenger Cities EP19: Why Localism Fuels Challenger Cities with Mary Rowe
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Jan 13, 2025 |
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Challenger Cities EP18: How Downsview is redefining Toronto's future by shifting the centre of gravity with Chris Eby
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Jan 07, 2025 |
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Challenger Cities EP17: Cycling, Leadership and the Future of Urban Living with Chris Bruntlett
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Dec 19, 2024 |
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Challenger Cities EP16: Red Tape to Results; Rethinking Governance for Better Cities with Hayden Clarkin
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Dec 17, 2024 |
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Challenger Cities EP15: Trains, Pains and Automobiles with Thomas Ableman
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Dec 13, 2024 |
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Challenges Cities EP14: Exploring Joyful Cities with Paul Kalbfleisch
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Nov 25, 2024 |
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Challenger City TO EP13: Envisioning Future Housing with Chris Spoke
|
Aug 19, 2024 |
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Challenger City TO EP12: Governance to Growth in Transportation with Antoine Belaieff
|
Aug 12, 2024 |
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Challenger City TO EP11: Developing Toronto's Winning Culture for a Golden Future with Hilton Barbour
|
Aug 09, 2024 |
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Challenger City TO EP10: Future Family-Friendly Cities with Aileen Nandy
|
Aug 07, 2024 |
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Challenger City TO EP9: The Role of Capital Design in Better, Future Cities with Jordan Ostapchuk
|
Aug 05, 2024 |
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Challenger City TO EP8: A blueprint for a better future through Safety, Leadership & Culture with Hans Bathija
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Jul 31, 2024 |
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Challenger City TO EP7: Balancing the best of tradition and big futures for city planning with Nik Badminton
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Jul 26, 2024 |
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Challenger City TO EP6: Swallowing the Orange Pill and Rethinking Train Stations with Chris Burchett
|
Jul 25, 2024 |
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Challenger City TO EP5: Going beyond 'Toronto the good' to discover a city's new cultural identity with Faisal and Tabassum Siddiqui
|
Jul 22, 2024 |
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Challenger City TO EP4: Foresight-led Future with Ramy Nassar
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Jul 22, 2024 |
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Challenger City TO EP3: Toronto's Growing Pains with Alex Tribe
|
Jul 16, 2024 |
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Challenger City TO EP2: Rekindling Toronto’s status through the eyes of a retailer with Laura Manes
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Jul 12, 2024 |
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Challenger City TO EP1: Embracing the Challenger City spirit with Jasmine Palardy
|
Jul 09, 2024 |