Challenger Cities

Iain Montgomery
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Feb 2, 2026 • 1h 7min

Challenger Cities EP62: Cities for People Who Want to Try Things with Patti Baston

Most cities are designed around a surprisingly narrow idea of who gets to feel comfortable in public.In this episode of Challenger Cities, Iain Montgomery chats with Patti Baston, who runs a feminisation makeover service in Manchester. On the surface, her work might sound niche. In practice, it turns out to be a sharp and unexpected lens on how cities really work, who they quietly exclude, and how play, permission, and experimentation get designed out of adult life.We talk about growing up without space to express yourself, getting ready in café toilets, the freedom cities can offer through anonymity and density, and why permission might be one of the most overlooked forms of urban infrastructure. Along the way, the conversation touches on femininity, masculinity, power, vulnerability, internet culture, gentrification, and what happens when cities mistake control for care.This isn’t a culture-war conversation. It’s a human one. About joy, play, and what it means to feel at ease in public.Expect some swearing.
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Jan 27, 2026 • 51min

Challenger Cities EP61: Sweat and the City with Glenn Auerbach

Iain Montgomery talks with Glenn Auerbach about why sauna, bathing and cold-water culture has suddenly gone mainstream in cities around the world, and why the reasons go far beyond health trends or wellness hype. From floating saunas and mobile heat rooms to dawn swims in urban rivers and harbours, we explore how shared rituals of heat, cold and recovery are reintroducing forms of social connection that cities have quietly lost. Glenn traces sauna’s roots as everyday civic infrastructure rather than luxury amenity, reflects on the risks of gatekeeping and elitism as the scene grows, and explains why inclusive, well-held sauna culture can strengthen community, public trust and even environmental stewardship. The conversation reframes sauna not as a fad, but as a clue to how cities might better balance pressure, release, togetherness and solitude.
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Jan 19, 2026 • 50min

Challenger Cities EP60: Designing Cities in Pencil, Not Pen with Jasmine Palardy (again)

We reconnect with Jasmine Palardy almost eighteen months after our very first conversation to reflect on what has changed in how we think and talk about cities, and what hasn’t. Exploring why real progress in cities comes not from imposing control but from embracing uncertainty, loosening the grip of over-planning and letting “accidental urbanists” and informal city builders shape change on the ground. Jasmine reframes urbanism as a messy, lived practice rather than a rigid discipline, and highlights how everyday friction and irritation are often the beginning of meaningful change. This episode reframes control, imagination and experimentation in the design of cities.
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Jan 19, 2026 • 54min

Challenger Cities EP59: Building Faster Than Memory with Ruchita Bansal

Ruchita Bansal discusses what happens when modern infrastructure projects are built at speed but don’t connect with the deep, informal systems that make cities work. Drawing on her experience across Indian urban planning and large-scale delivery, we explore how cities in India are being transformed rapidly with metros, highways and ambitious timelines, yet often miss the connective tissue of everyday life such as first-mile/last-mile walking, informal transport, street life and safety. We dig into whether building faster actually deepens resilience or erodes memory, how imported models can misfit local context, and what it means to design infrastructure that truly serves people rather than object-centric headlines.
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Jan 19, 2026 • 53min

Challenger Cities EP58: The World's Best Cities with Chris Fair

Chris Fair, CEO of Resonance and publisher of "World's Best Cities" talks about what really separates the world’s cities. As Chris explains, obsessively measured performance isn’t enough to explain why some cities feel magnetic and others feel interchangeable. We unpack the World’s Best Cities framework and how liveability, prosperity, and a often-overlooked dimension of lovability shape both the experience of place and its global perception. We explore the gap between performance and perception, why most cities lack resonance on the world stage, and how the interplay between infrastructure and experience may determine the future of urban successhttps://www.worldsbestcities.com/
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Jan 19, 2026 • 56min

Challenger Cities EP57: Young People and the New Rules of Money with David Akermanis

Researcher and strategist David Akermanis talks about how young people are navigating a world where traditional financial stability has eroded and cities themselves shape economic life. We explore why the familiar narratives about youth finance, savvy versus reckless, miss the deeper tension underneath. Across stories of early career precarity, the blending of gambling and investing, the limitations of traditional banking advice, and how mobility and access matter as much as income, we dig into how young people are improvising within a system that no longer feels trustworthy. The conversation reframes stability, money, and the urban experience, and challenges cities and institutions to rethink how they build opportunity and trust for future generations.https://www.fasterhorses.ca/blog/young-people-amp-money
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Jan 19, 2026 • 50min

Challenger Cities EP56: Why Empty Space Is Never Neutral with Evan Snow

Evan Snow, co-founder of Zero Empty Spaces talks about why vacancy in cities isn’t a neutral pause but an active force shaping how we feel, move and connect in urban places. We explore how empty storefronts, abandoned commercial spaces and obsolete interiors drain confidence and disrupt movement, and how creative, low-risk activation can turn them into meaningful places without waiting for the “perfect tenant” or a grant. Evan’s work reframes empty space as opportunity, showing how activation builds momentum, restores “muscle memory” on streets, and creates social and economic life where there was none. This episode reframes how we think about vacancy, placemaking and the everyday infrastructure of cities.
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Jan 19, 2026 • 48min

Challenger Cities EP55: Impossible City - Paris in the 21st Century with Simon Kuper

In this episode of Challenger Cities, Iain Montgomery talks with journalist and author Simon Kuper about his book Impossible City: Paris in the Twenty-First Century and what modern Paris really is beneath its postcard reputation. We start with Simon’s accidental arrival in the city and the surprising affordability and vibrancy Paris once had, and then explore how it has changed into a global powerhouse of luxury and culture while still maintaining a remarkable commitment to social housing and dense urban life. Paris’s paradoxes become a lens for thinking about cities more broadly: its suburbs are Europe’s largest urban agglomeration, massive infrastructure projects like the Grand Paris Express shape new futures, and everyday urban rituals, from playgrounds to meals, reveal a collective culture that defies typical Anglo planning assumptions. Along the way we touch on politics, identity and what it means to belong to a city that so many outsiders try to perform as insiders.
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Jan 19, 2026 • 1h 8min

Challenger Cities EP54: Rethinking Ireland, the Too Often Misunderstood Challenger Country with Peter Ryan

In this episode of Challenger Cities, Iain Montgomery is joined by economist and commentator Peter Ryan for a wide-ranging conversation about Ireland, a country that is often talked about but rarely understood.We dig into why Ireland’s global reputation, from tax haven clichés to headline GDP figures, obscures the lived reality on the ground. Peter unpacks how the country’s early post-independence history shaped a cautious institutional culture, why Ireland’s real constraints are political and regulatory rather than natural or financial, and how GDP growth has failed to translate into housing, infrastructure, and everyday quality of life.The conversation ranges across energy, industry, transport, housing finance, and party politics, exploring how Ireland became wealthy without becoming fully equipped, and what that tells us about the gap between economic success and civic capacity.It’s a discussion about national myths, institutional inertia, and the challenge of turning prosperity into places that actually work for people.
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Dec 3, 2025 • 49min

Challenger Cities EP53: The Logic Beneath the Madness of Transport with Marcus Mayers

Iain Montgomery and Marcus Mayers discuss the complexities of transport systems, focusing on the balance between passenger experience and operational efficiency. They explore the impact of government regulations, the role of technology, and the need for a mindset shift in transport management. The discussion emphasises the importance of understanding passenger needs, improving accessibility and rethinking marketing strategies in the transport sector. The conversations leads to a call for a more human-centred approach to transport innovation that prioritises quality of life and effective communication.TakeawaysPassenger experience is often overlooked in transport operations.Operational efficiency is prioritized over passenger needs.Government regulations can complicate transport management.Technology can enhance the passenger experience.Quality of life should be a key focus in transport planning.Transport systems need to adapt to changing commuting patterns post-COVID.Accessibility is crucial for improving public transport usage.Marketing strategies in transport should focus on consumer needs.Innovative solutions are needed for better station navigation.Cultural challenges within transport organisations hinder progress.Chapters00:00 Introduction to Railway Innovation and Urbanism03:39 Passenger Needs vs. Operational Efficiency06:31 The Impact of Government Decisions on Train Operations09:12 Reforming Transportation Governance12:01 The Role of Digital Infrastructure in Transportation14:28 Quality of Life and Transportation Efficiency17:16 Addressing Anxiety in Public Transport20:03 The Future of Public Transport Management25:18 The Disconnect Between Governance and Transport27:14 Consumer-Centric Marketing in Transport29:37 Navigating Station Environments: The User Experience31:37 Innovative Signage Solutions for Accessibility36:27 The Impact of Historical Design on Modern Transport40:45 Rethinking Transport: A Customer-Centric Approach44:31 The Need for Bureaucratic Reform in Transport

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