

The Herle Burly
Air Quotes Media
The Herle Burly podcast is a commotion of insights, arguments, opinions, and an impossibly loud laugh or two, hosted by David Herle.
Episodes
Mentioned books

Oct 30, 2025 • 60min
Winning Elections with Conservative Strategist Steve Outhouse
The Herle Burly was created by Air Quotes Media with support from our presenting sponsor TELUS, as well as CN Rail, PSAC, and the Canadian Nuclear Isotope Council.Greetings, you curiouser and curiouser Herle Burly-ites. Remember about 15 years ago, when the publicly-troubled-at-the-time actor Charlie Sheen went viral for invoking the word “WINNING!” all over the place and in some pretty odd ways. Even when he wasn’t winning.Charlie’s past that now. But let me submit our guest today has full rights to that word: Veteran PC and Conservative Party campaign manager, Steve Outhouse. He managed Premier Tony Wakeham’s majority winning campaign just a couple of weeks ago in Newfoundland. As well as Premier Smith’s UCP majority victory in Alberta.Steve hails from Freeport, Long Island in southwest Nova Scotia. He worked in various comms roles in the Harper government before moving on to helm 3 federal CPC Leadership campaigns, as well as provincial leadership campaigns in Nova Scotia, PEI and the aforementioned Newfoundland and Labrador. He’s the founder of the “Just Campaigns” consultancy and says he’s “a bad business person”, but winning elections isn’t exactly bad for business. We’ll talk today a little more about Steve’s background about what animates his political life. Then we’ll do a deep dive into modern campaign mechanics: What works today? What doesn’t? I want his thoughts on “hot button” issues and how best to use them. Then, and this particularly relevant because he was Chief of Staff to Pierre Poilievre prior to 2015, what advice would Steve give to the federal Conservatives?Thank you for joining us on #TheHerleBurly podcast. Please take a moment to give us a rating and review on iTunes, Spotify, Stitcher, Google Podcasts or your favourite podcast app.Watch episodes of The Herle Burly via Air Quotes Media on YouTube.The sponsored ads contained in the podcast are the expressed views of the sponsor and not those of the publisher.

Oct 25, 2025 • 52min
LIVE: Wab Kinew, Premier of Manitoba
The Herle Burly was created by Air Quotes Media with support from our presenting sponsor TELUS, as well as CN Rail, PSAC, and the Canadian Nuclear Isotope Council.Alright, you curiouser and curiouser Herle Burly-ites! Another special LIVE podcast for you today: My interview with The Honourable Wab Kinew, Premier of Manitoba!It was recorded on October 23rd with the Empire Club of Canada. And it felt really good – at least for a week – to trade in the ZOOM room for a big fancy BALLROOM with lots of engaged Canadians in attendance… and ready access to rum and coke.Premier Kinew doesn’t need much of an introduction from me. He’s the 25th Premier of Manitoba, leading the NDP to a majority government in 2023, becoming the province’s first, First Nations Premier. First elected as the MLA for Fort Rouge in 2016. He holds a BA in Economics from the University of Manitoba and a master’s degree in Indigenous Governance. From the Onigaming First Nation in northwestern Ontario, he’s a bestselling author, former broadcaster, devoted dad and husband.Premier Kinew joined me to talk a little more about his background and why he got into politics. His agenda for Manitoba. Charter rights and the notwithstanding clause. Nation building and the Churchill Project. Trade, tariffs and the state of our broader relationship with the U.S.Thank you for joining us on #TheHerleBurly podcast. Please take a moment to give us a rating and review on iTunes, Spotify, Stitcher, Google Podcasts or your favourite podcast app.Watch episodes of The Herle Burly via Air Quotes Media on YouTube.The sponsored ads contained in the podcast are the expressed views of the sponsor and not those of the publisher.

Oct 16, 2025 • 56min
Rahm Emanuel: "I don't want to go back. I want to build to the future."
The Herle Burly was created by Air Quotes Media with support from our presenting sponsor TELUS, as well as CN Rail, PSAC, the Canadian Nuclear Isotope Council, and the Ontario Real Estate Association.We have a particularly notable guest on the pod today, for all you curiouser and curiouser Herle Burly-ites. A man with one of those CVs that make you question why you even have a CV. Rahm Emanuel is here!Adviser to President Bill ClintonElected and then re-elected 3 more times to the U.S. House of RepresentativesHouse Democratic Caucus ChairChairman of the Democratic Congressional Campaign CommitteeWhite House Chief of Staff under President Barack Obama55th mayor of ChicagoFormer United States Ambassador to JapanIt’s a CV that’s still in progress!So, today I want to talk a little bit more about… Mr. Emanuel’s backstory and what continues to motivate his political life. The changing role the U.S. is playing on the world stage. How Democrats can reconnect with working people to form a new, winning voter coalition. And I want to explore the how Trump is changing the Canada/U.S. relationship and what our relationship into the future.Thank you for joining us on #TheHerleBurly podcast. Please take a moment to give us a rating and review on iTunes, Spotify, Stitcher, Google Podcasts or your favourite podcast app.Watch episodes of The Herle Burly via Air Quotes Media on YouTube.The sponsored ads contained in the podcast are the expressed views of the sponsor and not those of the publisher.

Oct 10, 2025 • 1h 24min
Premier Perspectives: Clark, McNeil, and Wynne
The Herle Burly was created by Air Quotes Media with support from our presenting sponsor TELUS, as well as CN Rail, PSAC, CPA Ontario, and the Ontario Real Estate Association.Greetings, you curiouser and curiouser Herle Burly-ites! A helluva lot of political gravitas with our guests on the pod today. We’ve convened our #PremiersPanel with 3 former 🇨🇦 premiers to help us sort through how we’re doing across the country to prepare for hard times ahead, and of course, how we’re dealing with Trump 2.0. So I'm pleased to welcome back to the pod:Christy Clark, the 35th Premier of B.C.Stephen McNeil, the 28th Premier of Nova Scotia.And Kathleen Wynne, the 25th Premier of Ontario.Thank you for joining us on #TheHerleBurly podcast. Please take a moment to give us a rating and review on iTunes, Spotify, Stitcher, Google Podcasts or your favourite podcast app.Watch episodes of The Herle Burly via Air Quotes Media on YouTube.The sponsored ads contained in the podcast are the expressed views of the sponsor and not those of the publisher.

Oct 3, 2025 • 1h 6min
"Can Canada Build Housing" with Gregor Robertson, Canada's Minister of Housing and Infrastructure
The Herle Burly was created by Air Quotes Media with support from our presenting sponsor TELUS, as well as CN Rail, PSAC, and the Ontario Real Estate Association.Greetings, you curiouser and curiouser Herle Burly-ites! A topic today we’ve been exploring from a few different angles these last few months: can Canada build (baby build) housing anymore?We convened a panel on it back in the early summer to talk policy and what’s happening in the real world – Meredith, Moffat and Butler. We had the Conservative housing critic on the pod, Scott Aitchison, who gave us his take on what needs to be done.Today, we get the government’s view of things with the Honourable Gregor Robertson, Canada’s Minister of Housing and Infrastructure.Mr. Robertson has a long and impressive CV, so please pardon my drastic précis here: He served as the Mayor of Vancouver for a decade, 2008 to 2018, where his focus was on transit and cycling infrastructure ... introducing modular housing to support unhoused residents ... leading on co-ops and supportive housing ... and starting the country's first successful empty homes tax. Prior to that, he was a Member of the B.C. Legislature for 3 years, 2005-2008. As well as the Co-Founder and CEO of “Happy Planet” Organic Foods.So, we’re going to talk about this new government agency “Build Canada Homes” and how it plans to “supercharge housing construction across Canada”. How will the programs work? What’s the timeline for success in a crisis? And we’ll get Mr. Robertson’s view on why he thinks government is the solution to this problem when most people think government IS the problem.Thank you for joining us on #TheHerleBurly podcast. Please take a moment to give us a rating and review on iTunes, Spotify, Stitcher, Google Podcasts or your favourite podcast app.Watch episodes of The Herle Burly via Air Quotes Media on YouTube.The sponsored ads contained in the podcast are the expressed views of the sponsor and not those of the publisher.

Sep 26, 2025 • 1h 7min
LIVE: "Look West" with David Eby, Premier of British Columbia
This special live episode was hosted by the Canadian Club of Ottawa and originally recorded on September 18, 2025. The Herle Burly was created by Air Quotes Media with support from our presenting sponsor TELUS, as well as CN Rail, Fidelity Investments Canada, and PSAC.Greetings, you curiouser and curiouser Herle Burly-ites! Today’s episode is a special LIVE podcast, recorded at the Canadian Club of Ottawa. Our guest: the Honourable David Eby, Premier of British Columbia!Premier Eby became leader of the BC NDP and the province’s 37th Premier in 2022. Before entering politics, he was a human rights lawyer and Executive Director of the BC Civil Liberties Association. First elected as MLA for Vancouver–Point Grey in 2013, he previously held key cabinet roles including Attorney General and Minister responsible for Housing.Premier Eby joined me to talk about his pitch to “Look West” for major resource projects; the experience of working with Prime Minister Carney's government and the previous one as well. And a bit of BC politics too!Thank you for joining us on #TheHerleBurly podcast. Please take a moment to give us a rating and review on iTunes, Spotify, Stitcher, Google Podcasts or your favourite podcast app.Watch episodes of The Herle Burly via Air Quotes Media on YouTube.The sponsored ads contained in the podcast are the expressed views of the sponsor and not those of the publisher.

Sep 18, 2025 • 1h 22min
"The Speech Carney Needs To Make" with The Chiefs: Brodie, Murphy and Topp
The Herle Burly was created by Air Quotes Media with support from our presenting sponsor TELUS, as well as CN Rail, Fidelity Investments Canada, and Nature Conservancy of Canada.Alright, you curiouser and curiouser Herle Burly-ites! Back in July, when we had our immensely popular “The Chiefs” panel on the pod for the 8th time, I very casually mentioned: “maybe we should give you your own show.” Well, I’m chuffed to announce that while The Chiefs are far too busy and successful with their productive, real careers to slum it in podcast-land every week like me, they have agreed to appear regularly, every quarter here on The Herle Burly, to give us their governance wisdom! Today on show: We’ll assess what each party tried to achieve post the election to the start of parliament. Were they successful? Prime Minister Carney’s major projects, the upcoming budget, and thoughts on the big speech the PM needs to make.So, a big huzzah to The Chiefs – 3 former Chiefs of Staff to some of Canada’s most accomplished heads of government:Ian Brodie – first Chief of Staff to Stephen Harper and central to the founding of the CPC. Now Professor of Political Science at the University of Calgary, and Senior Advisor at New West Public Affairs.Brian Topp – former Chief of Staff to Rachel Notley in Alberta, Deputy Chief to Roy Romanow in Saskatchewan, a co-architect of Jack Layton’s Orange Wave. Today he’s a founding partner at GT&co.And, Tim Murphy – former Chief of Staff to Paul Martin. Now EVP and Chief Strategic Affairs Officer at AECON.Thank you for joining us on #TheHerleBurly podcast. Please take a moment to give us a rating and review on iTunes, Spotify, Stitcher, Google Podcasts or your favourite podcast app.Watch episodes of The Herle Burly via Air Quotes Media on YouTube.The sponsored ads contained in the podcast are the expressed views of the sponsor and not those of the publisher.

Sep 13, 2025 • 1h 7min
Frances Donald: State of the Canadian Economy in Shock?
The Herle Burly was created by Air Quotes Media with support from our presenting sponsor TELUS, as well as CN Rail, and Fidelity Investments Canada.Alright, you curiouser and curiouser Herle Burly-ites, today on the show, the unofficial Herle Burly in-house economist ... Frances Donald is here! As I referred to her last time out, she’s the Economist Explainer in Chief. The person who puts the FUN in economic fundamentals. The Senior Vice-President and Chief Economist at The Royal Bank of Canada. I’m super happy Frances is here because it feels like everything is changing with regard to our economic relationship with the United States. So today, I’d like her to explain this to me: What is the state of the Canadian economy in the context that new reality. Thank you for joining us on #TheHerleBurly podcast. Please take a moment to give us a rating and review on iTunes, Spotify, Stitcher, Google Podcasts or your favourite podcast app.Watch episodes of The Herle Burly via Air Quotes Media on YouTube.The sponsored ads contained in the podcast are the expressed views of the sponsor and not those of the publisher.

Sep 5, 2025 • 55min
Trump 2.0 with Margaret MacMillan
The Herle Burly was created by Air Quotes Media with support from our presenting sponsor TELUS, as well as CN Rail, and Fidelity Investments Canada.Alright you curiouser and curiouser, Herle Burly-ites. I love it when we have a guest who comes back to the podcast. Especially one who gave us such a fascinating hour the first time around.Just about 4 years ago, deep into COVID, the noted historian and author Margaret MacMillan joined me here. We talked about the pandemic, Trump in his first term, and the relevant historical lessons we could use to understand the context we were in at the time. Well now, here we are again.Trump 2.0. Emboldened in every way that could matter. And I use the term “emboldened” almost euphemistically. Everything we thought about the world order in the latter half of the 20th century and first 2 decades of the 21st ... seems to be dissolving in front of our eyes.THAT is the rather large discussion I want to have with Ms. MacMillan today. And who better?She is emeritus Professor of History at University of Toronto and emeritus Professor of International History at Oxford University. Her publications have been translated into 26 languages, and she gave the CBC’s Massey Lectures in 2015 and the BBC’s Reith Lectures in 2018.Thank you for joining us on #TheHerleBurly podcast. Please take a moment to give us a rating and review on iTunes, Spotify, Stitcher, Google Podcasts or your favourite podcast app.Watch episodes of The Herle Burly via Air Quotes Media on YouTube.The sponsored ads contained in the podcast are the expressed views of the sponsor and not those of the publisher.

Aug 15, 2025 • 1h 5min
Daniel Debow: Build Canada
The Herle Burly was created by Air Quotes Media with support from our presenting sponsor TELUS, as well as CN Rail, and Fidelity Investments Canada.Greetings you curious, you courageous, Herle Burly-ites. The guy driving the online initiative, Build Canada, is here... Daniel Debow.Build Canada bills itself as a community of entrepreneurs, leaders, and motivated citizens who are committed to driving Canada’s growth. The hub of it all is a website that allows Canadian “builders” to take their ideas – bold, courageous, policy ideas, and publish them as specific, actionable memos that people can read and react to. That would include government and public policy people.I’ve talked about them on the pod before. About 5 months ago when I had on the pod journalist David Skok from The Logic.But now, the volunteer Chair, co-creator, and “chief cheerleader” (as he calls himself) of the whole thing. Daniel Debow has quite a CV: ridiculously successful entrepreneur, early investor in over 50 tech companies, board director, educator and mentor. We’re going to find out more about his backstory, because I want to start the interview there. What he’s learned in business and what lessons are applicable to making Canada better. What he’s trying to achieve with Build Canada. How much, and in what ways, does he think Canada needs to change. And does he see a new government that can help us grow (and I’m quoting from the website now) ... “fast and fearlessly ... to become the most prosperous country in the world”?Thank you for joining us on #TheHerleBurly podcast. Please take a moment to give us a rating and review on iTunes, Spotify, Stitcher, Google Podcasts or your favourite podcast app.Watch episodes of The Herle Burly via Air Quotes Media on YouTube.The sponsored ads contained in the podcast are the expressed views of the sponsor and not those of the publisher.


