PodcastsArtsChallenger Cities

Challenger Cities

Iain Montgomery
Challenger Cities
Latest episode

93 episodes

  • Challenger Cities

    Challenger Cities EP91: Expanding Your Luck Surface Area with Matt Ballantine

    02/07/2026 | 47 mins.
    In this spirit of being the world's most eclectic podcast about cities and places, this episode is a bit random. Which is good, because it's with Matt Ballantine and he's written a book, called Random with Nick Drage.
    Some might say 120 short stories that can be shuffled into any order isn't actually a book, but I read it as one, and it's excellent. Plus many of the stories are about cities, places and people in them.
    In a world where we spend so much time filtering out opportunities for luck, serendipity or just the unplanned ... this is a conversation that is very important for dragging people that feel everything can be perfectly zoned or planned, back into the real world.
  • Challenger Cities

    Challenger Cities EP90: It Only Sounds Mad Because We Think Small with Shiv Malik

    29/06/2026 | 1h 4 mins.
    This is an episode about a big, ambitious idea. Which is why people are quick to label it as crazy. But Britain, like many developed nations has a housing crisis. The country simply doesn't build enough good homes for the people who want to live there, and incremental approaches are going to solve for it.
    So along comes Shiv Malik, a journalist by trade, with an idea for a new city, not too far from Cambridge, becoming a place one million people will call home. Naturally, he's had a lot of scrutiny, but he's steadily winning people over. This conversation explores where the idea came from. why it's needed, the biggest challenges, and the reasons to believe something like this could actually happen.
    One of an incoming Prime Minister to consider perhaps!?
  • Challenger Cities

    Challenger Cities EP89: To Do, Not Just Be with Gil Penalosa

    25/06/2026 | 1h 34 mins.
    This episode is a zinger. Because Gil Penalosa came in ready to talk!
    He doesn't hold back as he discussed the issues with Toronto municipal projects, where the city could be amazing but is often found lacking in ambition. We explore ideas from the absolute basics of providing space to walk, why we might want to reframe the idea of the NIMBY to the one of the CAVE person - Citizens Against Virtually Everything!, and how rather than debating an idea to death ... maybe we just try it and see what happens.
    As Toronto comes up to the mayoral election, Brad Bradford or Olivia Chow might actually want to pay some attention.
  • Challenger Cities

    Challenger Cities EP88: The Neighbourhood is the Amenity with Alicia Pederson

    21/06/2026 | 58 mins.
    Alicia Pederson went from a Renaissance literature PhD and a two-year stint as an au pair in Florence to becoming one of the best voices on a deceptively simple idea: the courtyard in the middle of apartments.
    After watching family friends priced out of Chicago one by one - not because they disliked the city, but because the only family housing on offer was a million-dollar house with a private yard - she started asking why North America builds apartments as huge, hotel-like buildings when European cities solved this centuries ago. Her answer is the courtyard block with apartments that live like houses, with a front door onto the street and a back door onto a shared green courtyard. It's a housing idea that's genuinely lovable, demonstrably doable and cheaper to build ... and, as we get into, almost entirely illegal to build in many North American cities.
    In this conversation we dig into why a shared courtyard somehow feels more private than a fenced backyard, why your kids don't actually want a yard (they want friends to play with), and why the amenity-stuffed apartment building — gym, dog wash, rooftop — is starving the very neighbourhood that should be the amenity. Alicia and Iain make the case that density is a feeling before it's a number, that the cities which kept their apartments are the ones that proved resilient, and that the fix isn't masterplanning but handing cities back their oldest tool: lay the streets, cut the right parcels, and let a hundred small builders fill them in.
    We also push on where it's hardest — the cold-start problem, who governs the shared space, the parking question — but suspect you will come away convinced this is a concept every Challenger City should be looking at as it reimagines the home, the street and the shape of a life.
  • Challenger Cities

    Challenger Cities EP87: Bringing Sexy Back to Transit with Mark Salsberg and Jonathan English

    15/06/2026 | 1h
    Canada is about to spend more on transit and rail than the oil sands are worth, and it's doing it without a national rulebook, a training pipeline or much recent memory of how to build well. So is that a crisis, or the best shot a country has ever had at becoming a genuine transit Challenger? This episode is a double act with two people who think about this for a living.
    Mark Salsberg is co-founder of TRACCS (the Transit Rail Association for Canadian Contractors, Maintainers, Operators and Standards), and his mission is the unglamorous connective tissue Canada skipped: standards, training, and procurement assurance. Jonathan English leads Infrastory Insights, holds a doctorate in urban planning from Columbia, was previously policy director at the Toronto Region Board of Trade, and the person who reminds us of the "Toronto Model" ... the heretical idea that good service is what actually drives transit demand, not the other way round.
    It starts a little dry and then gets properly good. We get into why Canada is one of the most expensive places on earth to build, why benchmarking against the United States ("the worst in the developed world," per Jonathan) imports all the wrong lessons, and why we keep trying to force passenger rail into a freight-shaped hole. But this isn't a kicking. There's a real opportunity buried in here for Canada acting as a bridge between a mature-but-complacent Europe and a car-choked North America that badly needs another way for its cities to grow.
    What we get into:
    The three things Canada never built: standards, training, procurement assurance
    Why we "learn bad lessons" and never close the loop on projects
    The one genuinely remarkable thing Toronto did after the war — and still benefits from
    Infrastructure vs service, and why Canada has both problems
    "Is this an engineering problem, or a phone-call problem?"
    Bringing sexy back to transit: careers, signal engineers, and the passion the industry side-eyes
    The biggest possible future and the smallest possible thing — including just running the buses more often
More Arts podcasts
About Challenger Cities
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.
Podcast website

Listen to Challenger Cities, Fresh Air and many other podcasts from around the world with the radio.net app

Get the free radio.net app

  • Stations and podcasts to bookmark
  • Stream via Wi-Fi or Bluetooth
  • Supports Carplay & Android Auto
  • Many other app features