
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.
| Publishes | Twice weekly | Episodes | 83 | Founded | 2 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | DesignSociety & CultureArtsPlaces & Travel | |||

If you liked our episode with Ilana Altman about The Bentway, then you'll like this one with Ken Greenberg, because he's part of that origin story. Ken is a legend in Toronto urbanism circles, as someone who did pioneering work in his early career in... more
This is a bit of a different episode because we're talking about what cities are made of, rather than how we make our cities.
I had the pleasure of meeting Saurabh Mangla on a day where I was hot, tired and just wanted a beer. But getting the story... more
Gerald Babel-Sutter is the founder of Urban Future, a 14-year-old event that has grown from a workshop for ten city officials in Graz to a gathering of 2,000 people from 290 cities in 48 countries. The premise hasn't changed: get the actual project m... more
Jen Angel thinks Canada is closer to a moment of triumph in how it builds than it has been in her lifetime. The conditions are there. What's missing is enough people in positions of authority with the permission to say yes.
Jen leads Evergreen, the ... more
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Love Iain’s breadth and interview style.
Look forward to every episode
Key themes from listener reviews, highlighting what works and what could be improved about the show.
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
Apple Podcasts | #36 | |
Apple Podcasts | #172 | |
Apple Podcasts | #186 | |
Apple Podcasts | #240 |
Recent interactions between the hosts and their guests.
Listeners, social reach, demographics and more for this podcast.
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A thoughtful exploration of urban life, infrastructure, and cultural expression, with recurring emphasis on how design, policy, and community action shape livable, distinctive cities. Episodes cycle through public-transport aesthetics, inclusive urbanism, food systems in cities, tourism, and the social roles of third spaces like pubs, saunas, and maker spaces, often highlighting practical, human-centered design and the social impacts of planning decisions. A notable strength is its willingness to challenge conventional planning playbooks by centering marginalized voices, grassroots initiatives, and real-world case studies from cities around the world, making it a compelling listen for practitioners, policymakers, and creatives curious about... more
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These podcasts share a similar audience with Challenger Cities:
1. The Messy City Podcast
2. The Strong Towns Podcast
3. The Urbanist
4. Upzoned
5. The Urbanist Agenda
Challenger Cities launched 2 years ago and published 83 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Challenger Cities include:
1. Ken Greenberg
2. Saurabh Mangla
3. Gerald Babel-Sutter
4. Jen Angel
5. Alex Bozikovic
6. Heath Gledhill
7. Tom Shield
8. Tasha Freidus
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