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Reinvention

Arlene Dickinson

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Life is unpredictable and requires constant adaptation. No one knows this more than Dragons’ Den star, investor, and author Arlene Dickinson. Having lived through major business disruptions throughout her career, and reinvented both her business and herself, Arlene shares advice and tips from her journey. Join her weekly as she speaks with leaders from a variety of industries to discuss the ways they’ve reinvented themselves and what they’ve learned through the process.
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The Wealthy Barber Podcast

The Wealthy Barber Inc.

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The Wealthy Barber Podcast is Canada’s go-to source for approachable, entertaining, and free financial education. Hosted by none other than David Chilton—former Dragon on CBC’s ”Dragons’ Den” and the best-selling author of ”The Wealthy Barber” and ”The Wealthy Barber Returns”—this podcast is here to help Canadians manage their money better. Much better. Dave Chilton has spent over 35 years demystifying personal finance, offering understandable, unbiased, and actionable advice that has empowe ...
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51
The Business of Life

Jann Arden, Arlene Dickinson

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Join Jann Arden and Arlene Dickinson every week as they talk about everything; being entrepreneurial, being a mom, a business woman, a songwriter, an author— It’s about being single and trying to figure out how to navigate life while things are changing around you.
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Our guest this week is Jim Chuong—better known online as “The Lazy Canadian Investor.” With over 1 million followers across TikTok and Instagram, Jim has built a massive audience by breaking down investing concepts in a clear, no-BS way. In this episode, Dave and Jim cover a wide range of investing topics—from how Jim first got into real estate inv…
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Our guest this week is Kelley Keehn—best-selling author, personal finance expert and media personality who is on a mission to help Canadians build healthier relationships with money. In this episode, Dave sits down with Kelley to unpack some of the most pressing financial challenges people face today. From the emotional weight of debt to the psycho…
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Our guest this episode is the legendary Canadian comedian Gerry Dee! You know him as the creator and star of “Mr. D” and the host of “Family Feud Canada”—but did you know “The Wealthy Barber” is one of the five books he’s ever read? In this 15ish minute episode, Gerry sits down with Dave to talk about the lessons he learned during his early career …
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Welcome to the very first “Office Hours” episode of The Wealthy Barber Podcast where Canadians call in with real financial questions and Dave Chilton offers guidance through his signature mix of wisdom, wit and practical advice. From coast to coast, listeners asked about everything from budgeting for big home repairs to whether “Pay Yourself First”…
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Our guest this episode is Winnipeg Jets star Mark Scheifele! Mark was given a copy of “The Wealthy Barber” early in his career and it still influences the way he manages his finances today. In this 15ish minute episode, Dave and Mark chat about Mark’s experience playing the NHL, what he likes to spend his money on, his approach to investing and, mo…
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In our very first 15ish-minute episode, we cover a big question: TFSAs or RRSPs? To help answer it, we’ve got Mark McGrath—Associate Portfolio Manager at PWL Capital and co-host of the “Rational Reminder” podcast—who’s spent plenty of time looking at all of the pros and cons. In this podcast, Mark and Dave break down key points including why RRSPs …
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Our guest this episode is Robb Engen—creator of the Canadian personal finance blog “Boomer & Echo” and advice-only financial planner based in Lethbridge, AB. In this podcast, Dave and Robb discuss navigating retirement and the world of advice-only financial planning—what it is, why it’s not as common in Canada and Robb’s unconventional career path …
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Our guest this episode is none other than Arlene Dickinson—famed businesswoman, investor, author and the longest-serving Dragon on CBC’s "Dragons’ Den." In this episode, Dave and Arlene reminisce about their time on "Dragons’ Den" together and chat about everything from Arlene’s early career struggles to the potential US tariffs to the current econ…
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We’re joined this episode by Dan Bortolotti—Portfolio Manager at PWL Capital, creator of the hugely popular “Canadian Couch Potato” blog, author of “Reboot Your Portfolio: 9 Steps to Successful Investing with ETFs” and co-host of the “Rational Reminder” podcast. In this episode, Dan and Dave dive deep into index investing, covering everything from …
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Our guest this episode is Ron Butler—a 30-year veteran of the mortgage industry and owner of Butler Mortgage. Some of you may recognize Ron from his social media rants or his “Angry Mortgage Podcast” where he uses colourful language and profanity to express his opinions (and share his wisdom!) on the world of real estate and mortgages. In this epis…
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Our guest this episode is Richard Coffin—better known to many as "The Plain Bagel." Richard is a CFA and CFP professional working as a Portfolio Manager in Ottawa. He has nearly 1 million subscribers on his YouTube channel where he creates entertaining and educational videos on finance, investing and economics. In this episode, Dave and Richard dis…
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Our guest this episode is Barry Choi, the ultimate expert on all things credit card points and loyalty programs in Canada. You may also know him from his frequent TV appearances or his personal finance website www.moneywehave.com. In this episode Dave asks Barry everything Canadians need to know about credit card points and loyalty programs includi…
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Our guest this episode is Ben Felix—Chief Investment Officer at PWL Capital and co-host of “The Rational Reminder” podcast. You might also know him from his popular YouTube channel where he creates meticulously researched videos on investing, financial decision-making and living a good life (although you may not recognize his stunning new hairstyle…
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Our guest this episode is Jessica Moorhouse—a Canadian personal finance creator, host of the “More Money Podcast,” and soon-to-be-published author of the book “Everything but Money: The Hidden Barriers Between You and Financial Freedom.” In this episode Dave and Jessica discuss how our emotions and past experiences affect our relationship with mone…
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Our guest this episode is Rob Carrick—one of the most well-known personal-finance experts in the country through his 30+ years as a financial writer and columnist for The Globe and Mail. In this episode Dave and Rob discuss how personal finance in Canada has changed over the last 35 years including how more parents are helping their adult-age child…
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Our guest this episode is Robin Taub—a financial educator focused on helping parents teach their kids to be responsible, independent and money-smart for life through her award winning book “The Wisest Investment” and public speaking engagements. In this episode we discuss all things parents should know when teaching their kids about money, from all…
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Welcome to the inaugural episode of The Wealthy Barber Podcast! Our first guest is Preet Banerjee—one of the top financial educators in Canada, having been a regular for years on CBC's The National, renowned speaker and author of the bestselling book, “Stop Overthinking Your Money.” Recently, Preet completed a doctorate with his research focusing o…
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The Wealthy Barber is back! Dave Chilton has spent over 35 years demystifying personal finance, offering understandable, unbiased, and actionable advice that has empowered millions of Canadians to achieve their financial goals. Now, he’s bringing that same wisdom to your favourite podcasting platforms, with regular episodes designed to make persona…
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Cameron Bailey, CEO of the Toronto International Film Festival, has a mission to change the way people see the world through film. He discusses the massive economic impact the event brings each year and their contribution to society. We also spoke to him about the effects of the current actors’ strike and other challenges in the industry. TIFF is t…
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Will that bubble ever burst? Vancouver’s real estate prices had a brief dip but are climbing again, and bidding wars are back. Kelly Ryan chats with veteran real estate agent David Richardson about the wild, wild West – and when buyers might see relief (can you say never?). David also talks about the new players in the game, and how they’re upping …
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This Dragon may not breathe fire, but it’s still easy to warm up her. Arlene Dickinson, long-time investor and entrepreneur from TV’s Dragons’ Den, sits down with podcast hosts Rob Driscoll and Kelly Ryan to discuss her biggest venture yet. Arlene also talks about the risks facing mainstream media, impacts of the pandemic, and why “men need to get …
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Innovation in the energy services sector – Enterprise Group Inc. takes efficiency and sustainability to new levels at drill sites. In this episode of On the Edge, our guest is Desmond O’Kell, Senior VP of Enterprise Group. He explains how his company brings everything from generators to medical facilities to Canada’s oil and gas work sites. Des als…
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In episode 35, Arlene chats with Canadian TV Personality and Author, Rick Mercer. While it is often believed that preparation is key, Rick shows us that sometimes the less you know, the better the outcome. It was after Rick went blindly into some of the most influential gigs of his life, that he found himself co-creating one of the most influential…
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In episode 34, Arlene chats with author, Joanne Molinaro - popularly known on social media as The Korean Vegan. Starting her successful career as a partner at a top law firm, Joanne's reinvention began when she decided to go vegan and could find no recipes that adhered to her Korean background. Her ability to be vulnerable, paired with her incredib…
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In episode 33, Arlene chats with Design Director & Investor, Ram Castillo. Their conversation speaks about humble beginnings, daring to dream through life’s challenges, and pursuing your goals even when you aren’t exactly where you want to be. Ram is a breath of fresh air and his life story will leave you feeling like you can achieve anything.…
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In episode 32, Arlene chats with platinum recording artist and punk rock legend, Bif Naked. Born in secret to two teenagers studying in India, and adopted by two American missionaries, Bif is no stranger to adapting to your circumstances. Struggling with drug abuse early in her life, followed by surviving breast cancer, she is the reminder we all n…
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From washing windows when he was a kid, to founding Hootsuite - one of the world’s most widely used social media management tools - Ryan Holmes is no stranger to rolling up his entrepreneurial sleeves. In episode 30, Ryan and Arlene discuss “the next big thing” and realize that learning a new skill, even at a young age, shows us our innate ability …
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On social media, things aren’t always what they seem, and no one knows this better than Journalist and Self-Love Advocate, Danae Mercer. This week, she chats with Arlene about why she began sharing the many different ways influencers contort their bodies and edit images for Instagram. A process which has helped her, and countless others, reinvent t…
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Platinum-selling singer-songwriter, Serena Ryder, joins Arlene on Episode 26 to discuss the overwhelming pressure that came with her rise to international stardom. From the highs of releasing chart-topping music to the lows of being admitted to a psychiatric ward, Serena opens up on her battles with mental health and how she overcame. Follow Arlene…
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Need to reduce stress and anxiety in your life? This week’s guest can help you with that. Tamara Levitt is the Head of Mindfulness at Calm - an app for meditation and better sleep. Known for her tranquil voice that relaxes millions of people every day, Tamara’s journey to success was quite the opposite. Follow Arlene Dickinson on Twitter. Follow Ta…
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Previously homeless, Daniel Mazzone is one of Canada’s most talented visual artists. Known for his easily recognizable pop-art style, Daniel’s journey hasn’t always been picture perfect. On Episode 24, Daniel shares with Arlene how the lowest parts of his life helped him find the clarity to push himself to one he was proud of. And when a stranger r…
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Life has twists and turns similar to that of a thriller – and no one knows thrillers as good as Linwood Barclay does. On Episode 22, Linwood reveals to Arlene how even though he was one of those lucky people who knew what he wanted to do from a young age, life threw obstacles at him that he had to overcome before being able to follow his passion. F…
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Digital Creator Matthew Santoro chats all things social with Arlene on Episode 21. Having reinvented himself from an accountant to a YouTube sensation, Matthew is no stranger to the process and shares the reinvention he is in the middle of right now. Follow Arlene Dickinson on Twitter. Follow Matthew Santoro on Twitter.…
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President of Shopify, Harley Finkelstein, joins Arlene on this week’s episode to discuss how being turned down a DJ job at the age of 13 sparked his journey as an entrepreneur and brought him to his current state. Follow Arlene Dickinson on Twitter. Follow Harley Finkelstein on Twitter.By Arlene Dickinson / Harley Finkelstein
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Arlene chats with Artistic Director & Co-Head of the Toronto International Film Festival (TIFF), Cameron Bailey, on this week's episode of Reinvention. As head of one of the world's largest film festivals, Cameron shares what he and his team had to do to keep programming alive during the pandemic along with how reinvention is needed to ensure the f…
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One of TV’s most familiar faces and 1/2 of the Property Brothers, Drew Scott, joins Arlene on this week’s episode of Reinvention. Always eager to follow his dreams in becoming an actor, Drew discusses juggling multiple jobs at a time and never giving into the negative pressure that comes from friends – which ultimately helped him reach that goal. F…
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On this week’s episode, Arlene speaks with Paul Langlois from The Tragically Hip ahead of the third anniversary of Gord Downie’s death. Speaking on the impact of Gord’s passing and what’s next, Paul leaves those looking to reinvent with wise words: look for it, wait for it and work for it. Follow Arlene Dickinson on Twitter. Follow Paul Langlois on…
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The OG of Canadian rap and hip-hop, Kardinal Offishall, joins Arlene to talk about his rise to fame in a country which had no history in the genre, providing insight on how you need to pave the way when there isn’t a path forward. The two also discuss what societal reinvention is needed to ensure racial injustice becomes a thing of the past. Follow…
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Tareq Hadhad joins Arlene on this week’s episode to share his journey from war-torn Syria to Nova Scotia, where he and his family started Peace by Chocolate – a chocolate company which directs proceeds to peace-building projects around the world. Follow Arlene Dickinson on Twitter. Follow Peace By Chocolate on Twitter.…
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Canada’s Queen of R&B, Jully Black, chats with Arlene on this week’s episode of Reinvention. She speaks to how a positive mindset leads to favourable results and shares terrific gems of advice her mom left with her. Follow Arlene Dickinson on Twitter. Follow Jully Black on Twitter.By Arlene Dickinson / Jully Black
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On this week’s episode of Reinvention, we bring you part two of Arlene’s conversation with rock legend Randy Bachman. Randy shows us that with immense highs comes equally immense lows. After living like a rock star for years, he found himself depressed, divorced, broke and even contemplating suicide. He didn’t accept what many would deem their fate…
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