Challenger Cities

Iain Montgomery and Greg Lindsay explore the intersection of urbanism and technology, discussing how screens and AI are reshaping cities. They delve into the implications of surveillance, the concept of the 15-minute city, and the importance of social equity in urban planning. The discussion also touches on Estonia's digital governance model and the challenges posed by the Saudi urban experiment. Ultimately, they emphasize the need for community engagement and a reimagined approach to urban living.

Takeaways

Urbanism is about creating spaces that foster community and connection.Screens and technology have significantly altered urban life and social...

Duration: 01:05:21

In this conversation, Iain Montgomery and Anupam Yog delve into the concept of urban mindfulness and its implications for city design. They explore how mindfulness can enhance urban living, the importance of community engagement, and the potential of lesser-known cities like Ramsgate as models for transformation. The discussion emphasizes the need for compassion in urban planning and the idea that cities should facilitate a balance between movement and stillness. Anupam shares insights from his experiences in Singapore and other cities, advocating for a new paradigm of urban living that prioritizes well-being and connection with nature.

Takeaways

...

Duration: 00:58:52

Summary

In this conversation, Charles R. Landry discusses the concept of creative cities, emphasizing the importance of imagination, psychology, and human-centered design in urban planning. He explores how cities develop identities, the psychological complexities they face, and the impact of gentrification on urban evolution. Landry highlights the need for spaces that foster connection and the role of curiosity in understanding urban dynamics. He concludes with thoughts on the future of cities and the importance of simplifying complex ideas without losing their essence.

Takeaways

The creative city concept focuses on imagination in urban planning.Psychology...

Duration: 00:56:25

In this conversation, Iain Montgomery and Rashiq Fataar delve into the complexities of urbanism in South Africa, particularly focusing on Cape Town. Rashiq shares his journey from actuarial science to becoming a self-appointed urbanist, emphasizing the need for innovative urban solutions that address social and spatial inequalities. They discuss the current state of South African cities, the lessons learned from global urbanism, and the challenges faced in urban development. Rashiq highlights the importance of public spaces, transportation, and housing, while also envisioning a future where Cape Town can thrive as a model for urban living. The conversation concludes with...

Duration: 00:52:53

In this conversation, Iain Montgomery speaks with Luca Ballarini about Utopian Hours, a festival in Turin that celebrates urbanism and creativity. They discuss Luca's journey from architecture to graphic design, the challenges of transforming urban narratives, and the unique identity of Turin as a city. The conversation highlights the emotional connection people have with their cities and the importance of community engagement in urban development. Luca shares insights on the festival's diverse speakers and topics, as well as his vision for a more accessible and imaginative approach to urbanism.

Utopian Hours is a festival celebrating urbanism and creativity...

Duration: 00:43:13

aniel Herriges joins us to explore one of the most underestimated levers for better cities: parking reform. A longtime Strong Towns writer and co-author of Escaping the Housing Trap, Daniel explains how the post-war American obsession with car storage has quietly shaped—and often strangled—urban life.

From zoning codes that make beloved main streets illegal, to the $127 billion annual subsidy for “free” parking, Herriges walks through the cultural, financial, and environmental costs of designing places around peak car demand. But more importantly, he makes a compelling case for a bottom-up approach to urban change: one that values s...

Duration: 01:06:55

Andy Nulman is a man who’s seen Montreal through every era — and he’s not afraid to call out what’s gone wrong. In this no-holds-barred conversation, the Just for Laughs co-founder shares his frustrations with small-minded politics, lost ambition, and a city that’s forgotten how to dream big. We talk about Montreal’s golden ages, its identity crisis, and what it would take to fix the city’s flow, literally and metaphorically.

From language laws to bike lanes, bad branding to bold leadership, this episode is about what happens when cities stop being bold … and how to bring...

Duration: 01:01:52

Takeaways

Michael Wexler's journey into urbanism began unexpectedly.He transitioned from cycling-focused projects to broader transit planning.Cargo bikes represent a gap in North American urban mobility.Infrastructure is crucial for increasing cycling and cargo bike usage.Copenhagen's cycling culture serves as an inspiration for Montreal.Mulo aims to fill the cargo bike market gap in Montreal.Community partnerships are essential for Mulo's success.E-bikes have transformed the cargo bike experience.The political landscape significantly impacts urban mobility initiatives.A multi-faceted approach is needed for sustainable urban transportation.

Summary

In this conversation, Michael Wexler shares...

Duration: 01:01:32

Exploring Urban Evolution with Diana Lind

Join host Iain Montgomery in a captivating conversation with Diana Lind, renowned urbanist and author, as they delve into the complexities of modern cities. From the challenges of zoning reform to the potential of urban public education, this episode offers a thoughtful exploration of how cities can transform and thrive.

Key Topics:

The evolution of cities post-pandemic The role of Starbucks in urban development Zoning reform and its impact on housing The concept of co-living and its future The importance of urban public education

Guest...

Duration: 00:53:39

What if commuting from Niagara to Toronto didn’t mean hours in traffic or waiting on a slow, infrequent train? Erika Potrz thinks there’s a better way, and it involves a military‑grade hovercraft gliding across Lake Ontario in just 30 minutes.

In this episode, we talk about why Hoverlink could change more than just the QEW commute: from making travel joyful again (yes, DJs on board), to giving people their time back, to rethinking the connection between transport, tourism, and housing. Erika also shares her “magic wand” for making Canada bolder about big ideas and why sometimes...

Duration: 00:48:36

Northern has long been the UK’s biggest rail operator by stations—and one of its most under-loved. But under Alex Hornby, it’s getting a dose of something different: warmth, character, and a clear sense of purpose.

In this episode, we talk to Alex about his journey from making buses in Burnley genuinely desirable to leading a railway that serves some of the North’s most complex and underserved places. We explore why he believes public transport should be treated like a product people love, not just a utility they endure, and what Northern’s “30 by 30” plan means for...

Duration: 00:58:28

Every city tells itself a story. In Kansas City, it’s one of manageability: there’s parking when you want it, space to drive, and just enough shine in a few key places to make it feel like things are ticking along. But scratch the surface—or take a walk down the streets that aren’t newly polished—and another story emerges. One of unrealised potential, oversized roads, empty sidewalks, and neighbourhoods running on a fraction of their former energy.

In this episode, we sit down with Kevin Klinkenberg, architect-turned-place-maker and Executive Director of Midtown KC Now, who has sp...

Duration: 00:57:31

The City’s Recipe Book: Borrow the Technique, Use Your Own Ingredients with Guillermo Bernal

Cities don’t work because of glossy plans or polished renderings. They work because people use them, reshape them, and often subvert them in ways no planner predicted.

That’s the world Guillermo Bernal inhabits. A political scientist turned place-maker, Guillermo has spent the past decade helping communities across Mexico reclaim their public spaces — not through sweeping vision statements, but through small, tangible acts of change.

In this episode, we explore:

Why cookbook urbanism (copying the look of other...

Duration: 01:02:28

What happens when you take someone fluent in corporate innovation and drop them into the world of council-led adult social care? A surprising amount of clarity on what actually counts as value.

In this crossover episode, Iain Montgomery is joined by his usual SIDEBAR co‑conspirator, Charlie Rowat, to explore how innovation changes when you swap corporate executives for councillors, consumers for citizens, and quarterly shareholder updates for public accountability.

Charlie has spent the past few months working with councils in London and Essex on an adult social care innovation programme with Rainmaking and Thames Ga...

Duration: 01:01:36

What does it take to make a city work after dark?

In this episode, we're speaking with Mathieu Grondin, Ottawa’s first-ever Nightlife Commissioner, about why nightlife isn’t just parties and late bars, it’s infrastructure.

The conversation explores why Ottawa created this role, what mid-sized cities can teach their bigger siblings about cultural development, and how better policy can make cities safer, more vibrant, and more economically resilient. From public transit to zoning reform, and from the loss of mid-size venues to Canada’s image problem abroad, Grondin makes the case for treating nightlif...

Duration: 00:57:06

The Magnetic, Messy Cities People Don’t Leave — with Sofia Song

What actually keeps people in cities? It isn’t just housing supply, transit plans, or economic growth. It’s something far less tangible, emotional connection.

In this episode, we speak with Sofia Song, Head of Global Cities Research at Gensler, about the City Pulse study, one of the most ambitious looks at urban life anywhere in the world. Drawing on insights from 65 cities, 30 countries, and over 100,000 people, it explores what makes a city truly magnetic … and what drives people away.

We cover:

Why peop...

Duration: 01:01:13

What if cycling policy wasn’t about bike lanes but about joy, dignity, and connection? In this episode of Challenger Cities, we sit down with Michela Grasso — Italian researcher, urbanist, and co-author of the Urban Cycling Manifesto — to explore how cities can rethink mobility through culture, inclusion, and imagination.

We talk about:

Why benches might matter more than bike lanes.How e-bikes are transforming independence for older riders.Mama Agatha’s migrant cycling lessons in Amsterdam.Bologna’s 30 km/h revolution — and how small policy shifts save lives.Why she’d let children redesign our cities.

Michela’s insi...

Duration: 00:52:49

We talk a lot about fixing cities—but less about why we’ve let them decline in the first place. This conversation with civic pride expert Jeff Siegler is a deep, uncomfortable, and often inspiring look at how we got here and what it takes to turn it around.

Jeff doesn’t believe in sugar-coating. He’s spent his life fighting against civic apathy and calling out the ways we’ve outsourced care, maintenance, and even meaning in our places. We talked about what happens when people stop seeing their city as theirs, why shame and pride are two si...

Duration: 00:53:46

Russell King didn’t start out in transport. But somewhere between regenerating Battersea and reforming Sydney’s transit system, he became—by his own admission—“a transport tragic.”

In this wide-ranging conversation, Russell shares what it actually takes to build infrastructure that shapes cities, why most governments lose the capability they’ve just built, and how our obsession with roads and cost-cutting gets in the way of good transport policy. We get into:

– Why rail lines define what kind of city you get – The real reason most transit projects don’t integrate with housing – Lessons from London, Sydney, a...

Duration: 01:02:56

Episode Description: Dave Cairns used to sell downtown towers. Then he left the city—and the real estate orthodoxy behind. In this episode, the former poker pro turned office space contrarian explains why remote work is not a trend but a paradigm shift, how most cities are clinging to outdated myths, and why the real challenge isn't return-to-office—it's return to relevance.

We talk about: – Why cities must now earn our presence – Atlassian and Pinterest as models for modern work – The slow death of co-working (and the lie of flexibility) – How mental health, AI, and autonomy are reshaping va...

Duration: 01:01:27

Architect and urban planner Naama Blonder didn’t set out to be a suburban revolutionary. She’s raised her kids in a condo, doesn’t own a car, and rides her bike everywhere. But now she’s challenging the idea that suburbia has to be bad—and that density has to be boring.

In this episode, we dig into her award-winning Sub-Divillage project, why charm is a strategic tool (not a luxury), and how even transit-oriented developments suffer from car-first thinking.

We also cover:

Why Toronto’s biggest TODs feel like vertical suburbsThe myth that midrise...

Duration: 00:52:18

If you’ve ever tumbled down a YouTube rabbit hole about public transportation, chances are you’ve come across Reece Martin — the sharp, relentless mind behind RMTransit. With over 1,000 videos filmed across dozens of cities, Reece has quietly become one of the most insightful, entertaining, and occasionally exasperated voices in the transit world.

In this episode, we talk about:

Why North America — and Toronto in particular — keeps getting transit so wrongThe difference between places that treat transit like infrastructure vs. places that treat it like an expensive hobbyHow insecure leadership stops smart people from fixing obvious problemsWh...

Duration: 00:59:53

In this conversation, Iain Montgomery interviews Mike Schreiner, the leader of the Ontario Greens, focusing on the pressing issue of housing in Ontario. They discuss the challenges of housing affordability, the Ontario Greens' comprehensive housing policy, and the importance of community engagement in addressing these issues. Mike emphasizes the need for a multi-faceted approach that includes both market and non-market solutions, as well as the role of infrastructure in housing development. The conversation highlights the necessity of public consultation and the importance of local economies in creating sustainable housing solutions. Mike also shares his vision for the future of...

Duration: 00:57:57

This was never meant to be a podcast with a “Series 3.”

Challenger Cities started as a bit of a rant, with a hint structure. I was living in Toronto, feeling stuck. Not just physically, but mentally. Stuck in a city full of potential but seemingly allergic to risk, creativity, or even a dash of novelty. A city that calls itself “world-class” while making it nearly impossible to build homes, run transit, or try something new without a multi-year process and a public consultation full of professional naysayers.

So I hit record. I found some unconventional voices...

Duration: 00:08:54

Policy may not be sexy. But it is what shapes your city — or keeps it stuck.

In this episode, I talk with Tom Goldsmith, one of the sharpest minds on innovation and public policy in Canada, and the writer behind Orbit Policy’s must-read Deep Dives. Together, we explore why cities can’t just wait for permission — they need to start shaping policy on their own terms.

Tom cuts through the usual fog, arguing that good policy lives at the messy intersection of evidence, politics, and money. It’s not just about having the right ideas — it...

Duration: 01:00:47

When we think about building better cities, nature rarely gets top billing. Jan Sumner wants to fix that.

As Executive Director of the Wildlands League, Jan makes a powerful case that urban nature isn’t just nice to have — it’s critical infrastructure. From wetlands that reduce flood risk to green corridors that support biodiversity and mental health, she’s helping cities across Canada reconnect with the natural world, one park, prairie, and paddling trip at a time.

In this episode, we explore how National Urban Parks are becoming a unifying thread for a fragmented country...

Duration: 00:53:57

What if your city’s most underused asset wasn’t a park or a waterfront—but an office tower?

In this episode, I talk with Steven Paynter, Global Lead for Building Transformation and Adaptive Reuse at Gensler, who’s made it his mission to turn tired, half-vacant office blocks into vibrant places to live. Before "Is Downtown Dead?" became a post-pandemic cliché, Steven and his team were building the model that could help bring it back to life.

From Calgary to Baton Rouge, they’ve studied over 2,000 buildings in 150 cities, mapping which ones are ripe for convers...

Duration: 00:56:27

Rik Adamski doesn’t believe in big, dusty plans. He believes in action.

In this episode, we sit down with the unorthodox but deeply practical urban planner and designer Rik Adamski, who’s made a career out of helping cities do rather than just plan. His approach? Start small. Start now. Test it. Prove it. Then go big.

Rik shares stories from his journey—from growing up in walkable Midwest neighbourhoods, to working with the Congress for the New Urbanism, to transforming a dollar store in DeSoto, Texas into a thriving micro-business hub. He champions tactic...

Duration: 01:02:51

The Newcomer Perspective: What Works and What Could Be Better in Toronto with Arthur Smith

In this episode, we flip the perspective and hear from a newcomer to Toronto—Arthur Smith. With a background in micro-mobility and a fresh set of eyes on the city, Arthur shares what drew him here, what he loves about Toronto, and where he sees untapped potential.

What We Discussed:

🔹 Why Toronto? Arthur’s journey to the city and what made it an attractive place to call home.

🔹 Transit Strengths & Gaps – A love for Toronto’s streetcars, bu...

Duration: 00:54:35

In a world where healthcare systems strain under ageing populations, chronic diseases, and practitioner shortages, innovation has never been more critical. In this episode, we explore how cities can rethink health through the lessons of Sault Ste. Marie.

Healthcare: The Urban Blindspot

Healthcare often sits on the periphery of urban planning—a blindspot that Anna Foat, with her wealth of experience, helps illuminate. “People often think healthcare is free, but nothing’s truly free,” she begins, describing how systems designed decades ago are struggling to adapt. Longer lifespans, chronic diseases, and shifting practitioner roles have created...

Duration: 00:55:48

Urban design often focuses on hardcore infrastructure—but what about the people who use it? In this episode, we explore how psychology, neuroscience, and philosophy can make urban spaces work better for everyone.

From Oboist to Urban Innovator

“Musicians handle time—we take a note from the future, play it in the present, and it instantly becomes the past.”

Nick Tyler’s journey into urban design began in an unconventional place: as a professional oboist. His musical background taught him to think creatively about time, space, and human experience—lessons that would later shape his in...

Duration: 01:14:41

Summary

In this conversation, Iain and Nick Tyler explore the intricate relationship between urban design, human behavior, and well-being. They discuss how cities can be designed not just for efficiency but for human flourishing, emphasizing the importance of empathy and social connectivity in urban planning. Nick shares insights from his background in music and engineering, illustrating how these disciplines intersect to create better urban environments. The discussion also delves into the psychological aspects of urban spaces, the challenges of mobility, and the need for innovative solutions that prioritize human experiences.

Takeaways

Urban design impacts...

Duration: 01:14:41

In this conversation, Iain Montgomery speaks with Mary Rowe, the head of the Canadian Urban Institute, about the importance of local engagement in urbanism, the challenges faced by cities, and the role of community in fostering resilience and innovation. They discuss the need for a ground-up approach to urban development, the significance of local economies, and the mission of the Canadian Urban Institute in connecting urban practices across the country. The conversation emphasizes the value of mutual aid, decentralized solutions, and the potential for revitalizing Main Streets as vital community hubs.

takeaways

Local engagement is crucial...

Duration: 00:46:58

In this episode of Challenger Cities, host Iain Montgomery sits down with Chris Eby, Executive Vice President of Northcrest, to explore one of Toronto’s most ambitious urban redevelopment projects: the transformation of the Downsview lands (YZD). Chris shares the vision for this 520-acre project, which promises to shift Toronto’s center of gravity north, creating a network of vibrant, walkable neighborhoods centered around sustainability, public spaces, and transit integration.

From reimagining a 2.1-kilometer runway into Toronto’s answer to New York’s Highline to tackling stormwater management with a groundbreaking “sponge city” approach, Chris explains how YZD is redef...

Duration: 00:55:40

Iain Montgomery sits down with Chris Bruntlett of the Dutch Cycling Embassy to explore how cycling infrastructure can transform urban life. Chris shares insights from the Netherlands, where bikes are seamlessly integrated into daily life, and discusses how other cities can adapt these principles to their unique contexts. From leadership lessons to e-bike revolutions, this conversation uncovers what it takes to build cities that are healthier, happier, and more livable.

What We Cover in This Episode:

Chris’s journey from advocating for bike lanes in Vancouver to working with the Dutch Cycling Embassy in Delft.Why cy...

Duration: 00:56:16

In this conversation, Iain and Hayden discuss the complexities of urban transit systems, the historical context of public transportation in North America, and the political dynamics that affect transit development. They explore case studies like La Sombrita, the need for reform in institutions, and the importance of public trust in transit systems. The discussion also touches on international comparisons, the role of the private sector, and the vision for future transit systems that are interconnected and efficient. Ultimately, they emphasize the need for a new democratic urban agenda that prioritizes building and delivering effective transit solutions.

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Duration: 00:56:30

What some cities get so right about transportation, why others get it so wrong, and how we can make the whole thing much better.

In this episode of Challenger Cities, Thomas Ableman, a leading voice in transportation innovation, takes us on a journey through the world of urban mobility. From the seamless efficiency of Swiss trains to Oslo’s ambitious integration of electrification and autonomy, Thomas shares lessons from cities that are getting transportation right—and the pitfalls of those that aren’t.

We dive into:

🚉 Why public transport isn’t just about moving peop...

Duration: 01:01:48

Iain Montgomery of Now or Never Ventures speaks with Paul Kalbfleisch, author of The Joy Experiments: Reimagining Mid-Sized Cities to Heal Our Divided Society.

Paul shares his unique journey from marketing executive to accidental urbanist and his mission to reimagine cities as spaces for connection, joy, and belonging. Drawing from his experiences in Ontario’s Waterloo Region and beyond, Paul offers fresh perspectives on the transformative power of public spaces and why cities that prioritize play are the key to building stronger, more resilient communities.

What You'll Learn in This Episode

How Paul’s back...

Duration: 01:07:32

In this episode of Challenger City TO, host Iain sits down with Chris Spoke, a partner at Toronto Standard and a vocal advocate for smarter urban development. Chris shares his journey from the world of software to real estate, diving deep into the challenges and opportunities facing Toronto's housing market. The discussion covers a range of critical topics, including the impact of restrictive zoning laws, the need for bold leadership in city planning, and the importance of simplifying Toronto’s official plan and zoning bylaw to foster more inclusive growth.

Chris also offers his vision for the fu...

Duration: 00:44:54

In this episode of Challenger City TO, we sit down with Antoine, a seasoned transit professional with global experience, to dive deep into the complexities of Toronto's transit system. Antoine shares his unique insights into the city's current challenges and opportunities, drawing on examples from his work across Europe and North America.

Key Topics Discussed:

Toronto's Identity Crisis: Antoine discusses why Toronto needs to embrace its unique character rather than constantly comparing itself to other global cities.Governance and Accountability: The conversation explores the fragmented nature of Toronto's transit governance and the urgent need for a...

Duration: 00:54:31

In this insightful episode of "Challenger City TO," Iain Montgomery sits down with Hilton Barber, a seasoned marketer and thought leader, to explore the transformative power of culture in shaping Toronto’s future. Hilton discusses the critical role that bold, courageous decisions play in driving cultural change, emphasising the need for Toronto to shift from a mindset of playing it safe to one of striving for greatness. He shares his thoughts on what it means to have a winning strategy, how culture impacts execution, and why defining Toronto’s unique version of “gold” is essential for the city's success.

Key...

Duration: 00:50:49

In this enlightening episode of Challenger City TO, host Iain Montgomery sits down with Aileen Nandy, an expert in digital marketing, community building, and former journalist. Recorded amid the tranquil sounds of a camping trip, the conversation delves deep into what makes a city truly family-friendly and how Toronto can rise to the challenge. Aileen shares her unique perspective on urban development, the importance of affordable housing, and the concept of "extroverted spaces" that foster community interaction. Tune in to explore the complexities and possibilities of designing a city that supports families, and gain valuable insights on urban planning...

Duration: 00:45:25

In this episode of Challenger City TO, Iain welcomes Jordan Ostapchuk, a pioneering capital designer, to explore the transformative role of capital design in urban investment. Jordan, who often finds himself as the "token capitalist in a room full of designers" and the "token designer in a room full of capitalists," shares his unique perspective on integrating creative thinking with traditional finance to address the complexities of modern urban challenges.

Key Discussion Points:

Introduction to Capital Design:Jordan explains the concept of capital design, blending the rigor of investment with the creative logic of design.The...

Duration: 00:50:03

Episode Summary:

In this episode of Challenger City TO, we sit down with Hans Bathija, a seasoned consultant with a rich history in Toronto. Hans shares his insights on the city's evolving identity, the impact of amalgamation, the importance of public safety, and the need for a renewed focus on arts and culture. Join us as we explore what it means for Toronto to be a Challenger City and how it can reclaim its status as a dynamic, innovative, and inclusive urban center.

Key Topics Discussed:

Hans' Journey to Toronto:Moving from London to...

Duration: 00:54:39

In this episode, futurist Nik Badminton shares his insights on the future of cities, emphasizing the need for human-centric, community-focused urban planning. Drawing from his global experiences, Nik discusses the challenges of balancing legacy systems with innovative solutions and highlights the importance of creating resilient, vibrant cities like Toronto.

Key Topics Discussed:

Introduction to Nik Badminton:Background and experience in futurism and strategic planning.Nik's travels and comparisons between cities like Toronto and Vancouver.Challenger Cities Concept:Definition and importance of Challenger Cities.The need for cities to be more human-centric and community-focused.Accretive Legacy Systems...

Duration: 00:39:00

In this episode of Challenger City TO, we sit down with Chris Burchett, a telecommunications expert turned transit visionary, to explore the transformative potential of train stations. Chris shares his journey from Wi-Fi to transit hubs, highlighting the often-overlooked importance of stations in shaping the overall passenger experience. He discusses the challenges of the engineering-centric approach in transit agencies and the untapped economic potential of integrating retail and real estate into station designs. Discover how rethinking land use and adding unique amenities can turn stations into vibrant, multi-functional urban hubs.

Key Topics Discussed:

The Importance of...

Duration: 00:39:28

In this episode of "Challenger Cities," host Iain Montgomery sits down with two influential figures in Toronto's creative landscape: Tabassum Siddiqui, a freelance journalist and communications specialist, and Faisal Siddiqui, founder of the Creative Business Company. Together, they delve into the strengths, challenges, and future prospects of Toronto's vibrant arts and culture scene.

Key Topics:

Toronto's Vibrant Arts Scene: Tabassum highlights how Toronto excels in hosting a plethora of cultural events at all cost levels, driven by its diversity. "This is what people flock to cities for," she notes.Threats to Creativity: The discussion touches on...

Duration: 00:51:35

In this enlightening episode, we sit down with Ramy Nassar, a leading expert in foresight and urban innovation, to discuss his vision for Toronto as a Challenger City. Drawing inspiration from his favourite movie Back to the Future, Ramy shares his thoughts on why foresight is essential for shaping the future we want rather than having it imposed on us. From tackling AI fatigue to addressing the city’s affordability and transit issues, Ramy offers a comprehensive blueprint for making Toronto a more liveable and innovative city.

Key Topics Discussed:

Introduction to Ramy Nassar:Ramy’s insp...

Duration: 00:38:19

In this episode of Challenger City TO, host Iain Montgomery sits down with Alex Tribe to discuss Toronto's transformation from a vibrant entertainment hub to a growing global city. They explore the city's evolving challenges, including housing affordability, risk aversion, and cultural mediocrity. Alex shares his unique insights from his journey as a DJ turned entrepreneur and small business consultant, highlighting the need for clear vision and ambitious leadership to navigate Toronto's growing pains and unlock its full potential.

Key Topics Discussed:

Alex's Background:Transition from DJ to entrepreneur.The value of experimentation and taking risks...

Duration: 00:34:10

Episode Description

In this episode, we sit down with Laura Manes, a strategic change agent with over 20 years of experience in retail and consumer brand innovation. Laura shares her insights on how Toronto can reclaim its status as a Challenger City. We discuss the importance of human-centric design, the need to focus on often overlooked stakeholders, and how vibrant local neighborhoods can foster community engagement. Laura also highlights successful urban planning examples from other cities and offers her vision for a more dynamic and inclusive Toronto.

Key Topics:

Toronto’s Transition: How the city lo...

Duration: 00:50:32

Summary

In this conversation, Iain interviews Jasmine about the concept of Challenger City and how cities can embrace this mindset to drive innovation and growth. They discuss the unique challenges and opportunities for cities in Canada, particularly smaller and mid-sized cities. They also explore the current state of Toronto and the need for the city to redefine itself and create a more vibrant and accessible downtown. Jasmine suggests the idea of a Challenger City accelerator to bring together stakeholders and drive action towards a shared vision. They also discuss the importance of creating diverse and inclusive spaces...

Duration: 00:39:35