EP 329 Strategic Partnerships and Real Estate Insights
The Cash Rich Exit Podcast
In this episode of The Cash Rich Exit Podcast, host Colleen O’Connell-Campbell sits down with Ashley Hopkins, President & CEO of Paradigm Commercial Group, and Sarah Vandenbelt, Broker of Record & Founder of Paradigm Commercial Real Estate. Together, they share how their unexpected journeys into real estate led to a powerful partnership under the Paradigm brand. We discuss: The winding career paths that brought them into real estate. Why building strategic partnerships and strong networks is critical in a male-dominated industry. How property management is more than...
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EP328 Intentionality, Identity, and the Exit Journey
The Cash Rich Exit Podcast
What happens when your exit strategy is about more than just money? In this episode, host Colleen O’Connell-Campbell talks to April Harbottle, a highly experienced M&A advisor and business transition specialist. April has spent years helping small and mid sized business owners unlock the value of their companies and transition successfully, whether through exits or by scaling with new partnerships. Together, they explore how values, identity, and leadership evolution shape the founder journey - especially when it's time to let go. 🔍 Key Highlights Start with an...
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EP327 Rethinking Succession - Why Employee Ownership Might Be your Legacy Move
The Cash Rich Exit Podcast
With over $2 trillion in business assets at stake and 91% of Canadian business owners without a succession plan, we’re facing a real crisis. In this episode, host chats with Charlie Iscoe, whose venture - CommonShares - is flipping the script on business exits. Charlie brings Wall Street investment experience and a mission to keep Canadian businesses local by transitioning ownership to employees. He explains how their model allows retiring owners to receive fair market value while protecting their teams and communities. If you’re a founder who says, “I’ll deal with it...
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EP326 Identity, Reinvention and Entrepreneurial Grit
The Cash Rich Exit Podcast
In this candid and energizing episode of ‘The Cash Rich Exit Podcast’, host sits down with author, educator, and tech entrepreneur . From academia to publishing to leading a fast-scaling SaaS platform, Lindy shares her story of transformation and what it really takes to walk away from one professional identity to build another. Together, they dig into what motivates bold career pivots, the value of knowing your numbers (and knowing your worth), and how to preserve optionality - especially as a woman founder in Canada. 🔑 Key Highlights Why letting go of sunk cost...
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EP325 A Scenic Exit - How Peter Deitz Turned an Eight-Year Journey into Shared Prosperity
The Cash Rich Exit Podcast
In this episode, host chats with Peter Deitz, social entrepreneur and founder of Canada’s first-ever employee ownership trust (EOT) transition at Grantbook. Peter shares how his scenic, eight-year exit journey created space for new ventures, empowered employees, and protected the company’s B Corp values. The episode is a roadmap for any founder looking to exit with both financial return and community impact. 🔑 Key Highlights The Long Game: Peter’s exit took 8 years - twice the time he spent actively running the business. He stayed in a governance role and planned a...
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EP324 Community Impact and Resilient Legacies Through Employee Ownership
The Cash Rich Exit Podcast
In this final segment of a powerful three-part conversation, Colleen O’Connell-Campbell and Jennifer Williams explore the community-level impact of employee ownership for Canadian business owners - beyond the dollars and deal terms. If you're a founder who wants to leave behind more than just a net worth number, this episode offers compelling reasons to consider how your exit plan could strengthen your community, not just your portfolio. Key Highlights 💼 Employee-Owned Companies = Stability During Volatility Data shows these businesses are more likely to retain staff...
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EP323 The Tax-Smart Exit - Why Employee Ownership Trusts Are Gaining Ground
The Cash Rich Exit Podcast
In part two of this three-part series, Colleen welcomes back to explore the financial power behind Employee Ownership Trusts (EOTs). This isn't just a values-based feel-good exit. EOTs now offer significant tax advantages that can rival, and even exceed, traditional business sale routes. From how to qualify for the new $10M lifetime capital gains exemption to why Canada introduced this legislation, Jennifer breaks it all down - plus, the importance of doing it right with guidance from experts. ✨ Key Highlights and Timestamps 🕓 02:35 Why the federal government introduced...
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EP322 The Case for Employee Ownership (Part 1)
The Cash Rich Exit Podcast
Host: Colleen O’Connell-Campbell Guest: Jennifer Williams, Founder of Firefly Insights In part one of a three-part series, Colleen sits down with , a passionate advocate for employee ownership and founder of Firefly Insights. This episode explores how business owners can transition their companies to employees - preserving their legacy, values, and community roots - expanding their options beyond the default of private equity or selling to competitors. Jennifer shares why employee ownership is gaining traction in Canada, how it can stabilize businesses post-exit, and why it’s...
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EP321 Employee Ownership could be your Best Exit Strategy
The Cash Rich Exit Podcast
👋 at RBC Dominion Securities In this episode, host Colleen O’Connell-Campbell, Wealth Advisor, sits down with , CEO of , and a pioneer in bringing Employee Ownership Trusts (EOTs) to Canada. Tiara explains how EOTs offer a compelling, tax-efficient option for business owners who want to protect their legacy, empower their employees, and still achieve full value in an exit - without selling to a third party or private equity. Tiara shares how she helped champion Canada's EOT legislation, inspired by robust models in the US and UK, and outlines how Canadian business owners can now...
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EP320 Valuing Digital Assets for a Smarter Exit
The Cash Rich Exit Podcast
Welcome back, Self Made Nation! In this episode, I reconnect with , co-founder of seoplus+, to explore a topic that’s fast becoming essential to business exit strategy: how to identify, measure, and maximize the value of your digital assets. Brock shares how seoplus+ developed a proprietary Digital Asset Valuation program designed to help business owners understand the true value of their online presence - think websites, social media, ad accounts, email lists, and more. Why does it matter? Because overlooking these digital touchpoints can impact your exit multiple...
info_outlineHost: Colleen O’Connell-Campbell
Guest: Jennifer Williams, Founder of Firefly Insights
In part one of a three-part series, Colleen sits down with Jennifer Williams, a passionate advocate for employee ownership and founder of Firefly Insights. This episode explores how business owners can transition their companies to employees - preserving their legacy, values, and community roots - expanding their options beyond the default of private equity or selling to competitors.
Jennifer shares why employee ownership is gaining traction in Canada, how it can stabilize businesses post-exit, and why it’s not just a succession plan - it’s a cultural shift.
✨ Highlights and Time Stamps
1:45 - Why Jennifer left nonprofit work and fell in love with people-first business
5:30 - The Canadian exit landscape: Baby boomers and the private equity squeeze
10:10 - When ownership transitions go wrong (and what to do instead)
14:05 - How employee ownership compares to family succession
20:40 - Common emotional challenges for exiting founders
26:30 - Governance isn’t anarchy: Structuring roles and responsibilities
31:10 - The two-phase process of transitioning to employee ownership
38:50 - Best-fit industries and how to start the conversation
🟡 Fun, Frank Advice from Jennifer
“Even if your transition is 10+ years away, the seeds you plant now are what will bear fruit later. Start the conversation now.”
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