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The Cash Rich Exit Podcast

Business & Economics Podcasts

Colleen O'Connell-Campbell hosts The Cash Rich Exit Podcast dedicated to business owners planning for a crucial financial step - exiting your business. Featuring a diverse array of guests from various industries and ideologies, each episode dives into...

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United States

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Colleen O'Connell-Campbell hosts The Cash Rich Exit Podcast dedicated to business owners planning for a crucial financial step - exiting your business. Featuring a diverse array of guests from various industries and ideologies, each episode dives into strategies for building not just an exit, but a cash-rich one. Topped off with 'fun, frank advice,' this podcast is your roadmap to a successful business exit.

Language:

English


Episodes
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EP345 Exit Lessons from Across the Atlantic

4/21/2026
Episode Summary: Canada's Employee Ownership Trust legislation is relatively new. The UK's has been in place since 2014. In this episode, host Colleen O'Connell-Campbell crosses the Atlantic - virtually - to sit down with Christine Nicholson, a UK-based exit strategist who has spent her career founding, selling, and helping others exit businesses. Christine brings 12 years of firsthand perspective on what happens when EOTs work, when they fail spectacularly, and what separates the two. The conversation covers the three phases of exiting a business (the day-to-day, control, and ownership), why the EOT structure has been fastest-growing among professional services and architecture firms in the UK, a good-bad-ugly breakdown of real EOT outcomes, the psychology of letting go, and three practical steps any business owner can take in the next six to 12 months - whether they pursue an EOT or not. Christine also shares a powerful client story about a founder who was afraid his team would succeed without him, and what happened when he finally let them try. Key Takeaways: Christine frames every exit as three separate transitions: exiting the day-to-day operations, exiting control and decision-making, and transferring shares. Most founders fixate on the third while neglecting the first two - which are often the real barriers to a successful outcome. The UK introduced EOT legislation in 2014, offering zero capital gains tax when a business owner sells shares to an employee trust. The owner is paid out of the future profits of the business up to the value at the time of transfer. Canada's legislation was modelled in part on the UK's structure. In the UK, professional services firms - particularly architecture, engineering, and other talent-dependent businesses - have been the fastest-growing adopters of the EOT model, because it serves as both a succession vehicle and a powerful talent retention tool. The good, the bad, and the ugly of UK EOTs: The bad involved an owner who completed the transaction without telling employees, threw his keys on the desk Monday morning, and said "don't muck it up". The ugly involved an owner who gave employees only two weeks' notice, disappeared on day one, never got paid, and the company went into liquidation within 14 months. The good involved two burned-out owners who built a strong team, communicated clearly, elevated their employees, and are now working part-time in a business that has become the market share leader in its sector - with employees actively driving efficiency because they understand the link between performance and their bonus pool. The common thread in failures is not the EOT structure itself - it is the absence of preparation. An owner who disappears without building bench strength will see the business fail regardless of the ownership model. The typical timeline from owner disappearance to liquidation is about 12 months. Christine's three practical steps for any owner considering an EOT (or any exit): First, write down every decision you make and every thought you have about the business that would not happen without you - be ruthlessly honest, like keeping a food diary. Second, get your team to do the same, and identify who the "self-levelling cement" person is - the fixer who papers over every crack and prevents others from knowing they would have failed. Third, join those two pictures together and begin empowering employees to make decisions incrementally - millimetre by millimetre, not all at once. These three steps will increase the value of your business whether you pursue an EOT or not. Removing the owner as the sole decision-maker is the single most important thing a founder can do to make their business survivable, sellable, and scalable. Christine shared the story of a client who built a brilliant team over 25 years but could not see a successor because none of them looked like him. The breakthrough: he did not need another version of himself. He...

Duration:00:48:56

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EP344 Canada's Largest Employee Ownership Trust (Inside Taproot's Transition from ESOP to EOT)

4/7/2026
What happens when a company that is already employee-owned realizes its ownership model is not built for the next chapter? In this episode, host Colleen O'Connell-Campbell sits down with Michael (Mike) Fotheringham, CEO of Taproot, and Robert MacDougall, Board Trustee. Taproot is a 42-year-old national social enterprise with 775 employees and over $65 million in annual revenue. They unpack how and why the organization became Canada's largest Employee Ownership Trust (EOT). Taproot's journey runs from its founding by a laid-off public servant in British Columbia, through a management buyout that created an ESOP with seven shareholders, to the realization that the next succession needed a cleaner, broader, and more scalable structure. Mike and Robert walk through the real story: how a LinkedIn podcast discovery sparked the conversation, why the EOT legislation provided a template that other structures could not, what governance looks like four months into the new model, and why transparency with employees started years before the transaction - not after. Key Takeaways: Taproot was founded 42 years ago by Bill Stelmachek, a former British Columbia public servant, and operates in two domains: children and youth services (including group homes) and direct support for adults with diverse abilities, across BC, Alberta, and Northern Ontario. When Bill decided to exit 18 years ago, he had interest from U.S. private equity and real estate buyers, but chose to sell to employees. Seven employees purchased the company and paid him out over several years, forming an ESOP. That ownership group grew to 30 shareholders over time. The succession challenge resurfaced as major shareholders began approaching retirement. The board explored multiple options - another management buyout, private equity, gifting share certificates to all employees, trust company arrangements, and buy-co structures - but each had significant drawbacks, particularly the administrative burden of managing shares across nearly 800 employees. The EOT conversation began when Mike heard a podcast from Social Capital Partners about the employee ownership trust model, shared it with the board, and connected with Tiara LeTourneau at Rewrite Capital Advisors. A feasibility study confirmed Taproot was a strong fit, and the board green-lit the transaction in January 2025. The EOT's capital gains tax exemption was not the primary driver of the transaction, but became a strong motivator during the process and contributed to 100% of shares being transferred into the trust. The more fundamental appeal was that the EOT legislation provided a clear template - parameters, structure, and guidance - that other models lacked. Governance under the new EOT structure includes three employee trustees (staggered three-year terms, elected by employees), an independent board of directors (confirmed by the trustees), and the management team. These three groups are now more distinct than the previous model, where senior management, majority owners, and the board overlapped heavily. Day-to-day operations have not changed dramatically. Taproot had already been practicing quarterly all-staff financial updates for two years before the transaction - a transparency habit that made the cultural transition smoother. Employees are now waiting for the first year-end to see what dividend distribution looks like. The design and governance work began before the transaction closed, with joint sessions between trustees-to-be, the incoming board, and management to establish how the groups would work together. Four months in, the structure is still being refined - but the right mix of continuity and new perspective is in place. Rewrite Capital Advisors guided the feasibility study, due diligence, and transaction design. Previous Cash Rich Exit Podcast episodes with Rewrite Capital and Firefly Insights cover the technical structure of EOTs in more detail. Taproot's story shows that...

Duration:00:31:33

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EP343 After the Exit - Identity, Reinvention, and the Next Chapter

3/24/2026
What happens after you sell the business that defined you? In this episode, host Colleen O'Connell-Campbell sits down with Candace Sutcliffe, who spent nearly 20 years building The Chef's Paradise (CA Paradis) - a 104-year-old Ottawa retail institution - from employee to president to co-owner, and then made the bold decision to sell to Quebec-based industry leader Doyon Després and step into a corporate executive role. This is a candid conversation about what it actually looks like to navigate a multi-generational business transition: the operational preparation, the culture clash considerations, the identity crisis that comes with letting go, and the unexpected lessons of moving from entrepreneur to executive. Candace shares why protecting her team was non-negotiable, how she learned to detach her identity from the business, and why the exit she never imagined turned out to be exactly the right move. Key Takeaways: Candace started as a retail manager at CA Paradis in 2005, became president in 2013 before acquiring the business, and co-owned The Chef's Paradise from 2017 until selling to Doyon Després about two years ago. She now serves as a corporate executive within the acquiring company. The business had two distinct sides - retail (profit-driven) and food service (volume-driven) - that acted as natural checks and balances. When one side was up, the other was typically down, creating more consistent overall performance. The decision to sell was not originally in the plan. An interested party prompted the conversation, and the ownership team set a number that made sense. When it was met, they moved forward. As Candace puts it: everything is for sale if the price is right. Culture fit was the deciding factor in choosing a buyer. Another interested party from the GTA was considered, but the culture clash would have been too significant. The Doyon Després team shared a similar francophone heritage and family business DNA - and half the acquiring company had originally started their careers at CA Paradis. Protecting the existing staff was a non-negotiable condition of the sale. The owners needed assurance that employees would be kept on, kept whole, and given opportunity for growth. The transition from owner to executive required learning patience, letting go of control, and accepting that decisions are no longer yours to make. Candace describes an identity crisis that comes with selling - the realization that you are not your business, even when you have been the face of it for two decades. Rebranding from CA Paradis to The Chef's Paradise was in itself a major strategic decision that took nearly a year, with deliberate thought given to logo, colour, and market positioning. The subsequent absorption into the Doyon Després brand has created new challenges in the Ontario market, particularly with Anglophone customers and staff. In the current economy - trade wars, cost of living pressure, daily uncertainty - Candace believes it was the right time to sell. The business needed either a new location or significant infrastructure investment to continue growing, and the deeper pockets of the acquiring company made that possible. The business still operates its experience kitchen in Ottawa, hosting wine tastings, themed dinners, and chef-led events - designed as a marketing and community-building tool rather than a profit centre. Selling your business is not necessarily the end - it can be a stepping stone into a new chapter. If you are a business owner thinking about your own transition, book a one-on-one Wealth Gap Analysis with Colleen O'Connell-Campbell. Let's make sure your exit is intentional and aligned with your values. Please leave a five-star rating and review - it helps more founders find the show. *** The Cash Rich Exit Podcast is brought to you by O'Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O'Connell-Campbell, and...

Duration:00:29:56

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EP342 How SheBoot is Solving the 2% Problem

3/10/2026
Host: Colleen O'Connell-Campbell, Wealth Advisor, RBC Dominion Securities Guests: Sonya Shorey (CEO, Invest Ottawa), Jennifer Francis (Chair, Capital Angel Network), and Julia Elvidge - Co-founders of She Boot Episode Summary: Only 2% of venture capital flows to women-founded companies - yet women start roughly 15% of all companies. In this episode, Colleen sits down with the three co-founders of SheBoot, a national nonprofit that is tackling this gap from both sides of the table - making women tech founders investment-ready and mobilizing women angel investors to fund them. What started in 2020 with 10 investors putting in $10,000 each has grown into a national program with a waitlist of investors, $300,000 in annual investment prizes, and $54 million catalyzed in follow-on funding. The conversation covers how SheBoot's dual mandate works, the special purpose vehicle structure that simplifies the cap table, real stories of founders who have scaled from pitch competition to million-dollar raises and beyond, and why getting more women investing is just as critical as getting more women funded. Key Takeaways Women receive approximately 2% of venture capital despite founding roughly 15% of companies. Women founders are far more likely to bootstrap - and research shows that is often by necessity, not by choice. She Boot was born in 2020 when the co-founders noticed women were not showing up to pitch competitions. The program now operates nationally (incorporated as a national nonprofit in 2022) with founders from coast to coast. The model has a dual mandate - helping women tech founders become investment ready, and activating women angel investors. Both sides are essential - founders need to see women in the room when they pitch, and investors need practical, hands-on education in how to evaluate deals. Each year, 30 investors contribute $10,000 each for a total of $300,000 in investment prizes ($150K first, $100K second, $50K third). The investment is structured through a special purpose vehicle (SPV), so only one name appears on the founder's cap table while 30 partners share in the investment. Investors receive practical angel investing education - including writing investment memos, conducting due diligence, and evaluating data rooms - paired with more experienced investors in a mentorship structure. The program has catalyzed $54 million in follow-on funding across its portfolio of women-founded companies. Notable alumni include Cinareo (customer support software, raised over $1M within six months of graduating), Ayrton Energy (hydrogen carrier technology for residential use, raised $10M), The Growcer (hydroponic shipping containers growing fresh produce in temperatures as low as minus 50°C, deployed in Indigenous and remote communities), and Flutter Care (med-tech wearable to detect early warning signs of stillbirth, beginning clinical trials at the Ottawa Hospital). 50% of SheBoot founders identify as BIPOC or LGBTQ+. The co-founders are actively working to build that same diversity into the investor group. Capital Angel Network, one of the founding partner organizations, has grown from having two women members to roughly one-third women - with a goal of reaching 50/50. In Canada, CRA data shows 90% of women-owned businesses file as self-employed, meaning most are not incorporated and not building a sellable asset. Solving the 2% problem takes a multi-pronged approach - more women investing, more women-founded startups funded, and real-world impact that multiplies across our economy. If today's conversation sparked ideas for your own growth-to-exit path, book a one-on-one Wealth Gap Analysis with Colleen O'Connell-Campbell onLinkedIn or via email. 📩 Leave a five-star rating and review - it helps more founders find the show. *** The Cash Rich Exit Podcast is brought to you by O'Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host,...

Duration:00:33:43

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EP341 Cash Confidence is the Missing Piece in your Exit Strategy

2/24/2026
Revenue is vanity. Profit is sanity. Cash flow is sovereignty. In this episode, host Colleen O'Connell-Campbell sits down with Melissa Houston - CPA, business finance coach, fractional CFO, and author of 'Cash Confident' - to explore why so many business owners are working hard but not building wealth. Melissa shares her mission to close the business financial literacy gap, particularly for women entrepreneurs, and explains how a few key changes in pricing, expense management, and cash flow can completely change a business's trajectory. The conversation covers the emotional side of money (including both Colleen's and Melissa's personal money stories), the alarming stats on women-owned businesses, and why understanding your numbers is the foundation for building a business that is not just profitable, but sellable. Melissa also previews Profit Buys, her AI-powered tech platform designed to put a fractional CFO in every business owner's pocket. Key Takeaways: Financial literacy is not optional for business owners. Your accountant, bookkeeper, and financial advisor are partners - but they do not give you permission to check out of your own numbers. Revenue and profit are not the same thing. Melissa has seen seven- and eight-figure businesses go bankrupt because they were not managing cash well. Volume does not equal profitability. The three changes that move the needle fastest are ensuring your pricing is profitable, managing your expenses deliberately, and understanding that cash balances and profit are two different things. Many business owners do not know which of their products or services is most profitable - and often assume it is their best seller, which is not always the case. Promoting your most profitable offer can change the trajectory of the business. Money mindset is a muscle, not a one-time exercise. Everyone carries a money story from childhood, and those stories show up in business decisions - from hesitating on sales to underpricing services. The stats on women-owned businesses are sobering: of 13 million women-owned businesses in the U.S., only 1.9% generate over $1 million in revenue, roughly 68% make under $50,000 per year, less than 2% of women have a financially successful exit, and less than 2% of venture capital goes to women. In Canada, CRA data shows 90% of women-owned businesses are filing as self-employed - meaning they are not incorporated and likely not building a sellable asset. Whether you are a startup, scaling, or thinking about your exit, your business should be an asset that supports your long-term goals and legacy. If this episode has inspired you to rethink your exit path, book a one-on-one Wealth Gap Analysis with Colleen O'Connell-Campbell. Reach out on LinkedIn or email. 📩 Please leave a five-star rating and review - it helps more founders find the show and build their path to a cash-rich exit. *** The Cash Rich Exit Podcast is brought to you by O'Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O'Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O'Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:34:52

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EP340 The Pension Playbook

2/10/2026
Episode Summary: Forget everything you thought you knew about pension plans being just for government workers. In this episode, pension lawyer Jean-Pierre (JP) Laporte, Pension Lawyer and Founder, Integris Pension Management, joins host Colleen O'Connell-Campbell to share a series of powerful, real-life case studies showing how registered pension plans - including Individual Pension Plans (IPPs) and Personal Pension Plans - are quietly and dramatically transforming the wealth trajectories of incorporated business owners across Canada. From a 73-year-old founder who saved his family $4 million in a single phone call, to a lawyer who discovered his pension was exempt from departure tax when relocating abroad, these are stories of what happens when the right strategy meets the right advisor. JP also breaks down the seven tax deductions available through a registered pension plan, the 2020 Ontario regulatory changes that removed the biggest barriers to entry, and why the only thing standing between most business owners and better retirement outcomes is awareness. Key Takeaways Since December 8, 2020, Ontario eliminated provincial registration requirements for connected persons, removing mandatory contributions, locking-in rules, and provincial fees - a major change for business owners. Registered pension plans offer up to seven corporate tax deductions, compared to the single annual RRSP contribution - including past service recognition, higher annual contributions (up to ~30% by age 64), special catch-up payments, investment management fee deductions, loan interest deductions, and terminal funding contributions for early retirement. Family business owners can add children to the pension plan once they are employed, creating a multigenerational wealth transfer vehicle with no 21-year deemed disposition rule (unlike family trusts). Business owners holding passive investments inside their corporation can sell capital properties to fund the pension plan, offset the capital gain with the pension deduction, and generate tax-free capital dividends - creating a "corporate TFSA" effect. Pension assets are exempt from departure tax when a business owner becomes a non-resident of Canada, and cross-border pension income is taxed at just 15% under most tax treaties (versus 25% for RRSP withdrawals). Upon death without a spouse, pension plan assets can be split among multiple beneficiaries (including charities), with each taxed only on what they receive - a significant income-splitting advantage over RRSPs. Pension plan assets enjoy creditor protection in Ontario, unlike RRSPs held outside of insurance companies. Ideal Candidates: Family business owners with multiple generations, C-suite executives earning high T4 income, and incorporated professionals (doctors, lawyers, accountants, pharmacists). If you are an incorporated business owner An IPP can be a tax smart retirement engine for the right incorporated owner, but it comes with rules, admin, and costs that need to be understood up front. You can fund with more flexibility as you age, but access is not as instant as an RRSP unless you plan for wind-up timing and implications. The structure can support creditor protection and estate or succession planning in ways many founders do not consider early enough. Book a one on one Wealth Gap Analysis with Colleen O'Connell-Campbell to pressure test whether your personal plan is aligned with your exit and retirement strategy. 📩 Leave a five-star rating and review please. It helps more founders find the show and build their path to a cash-rich exit. *** The Cash Rich Exit Podcast is brought to you by O'Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O'Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any...

Duration:00:41:41

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EP339 The ABCs of IPPs and RCAs

1/27/2026
In this episode of The Cash Rich Exit Podcast, host Colleen O'Connell-Campbell sits down with Muneer Feeroze and Clark Steffy of Canadian Benefits Associates to unpack two powerful retirement tools for incorporated entrepreneurs: individual pension plans (IPPs) and retirement compensation arrangements (RCAs). Together, they walk through where these plans can outperform an RRSP, what "tax smart" really means in practice, and the operational realities founders need to understand before setting anything up. In this conversation, they cover: Who an IPP is for, and when it starts to beat an RRSP Muneer explains that IPP contribution room increases with age, and outlines a crossover point where the IPP can become more compelling than the standard RRSP approach. The income detail founders often miss If you want to build contribution room, the plan is tied to T4 income rather than dividend income. This becomes part of the "prep phase" for incorporated owners who have flexibility in how they pay themselves. The alphabet soup explained: why RCAs show up in the same conversation They position an RCA as a way to fund retirement benefits beyond the IPP's cap, and discuss how these tools can work as a broader strategy for lowering tax burdens and boosting retirement outcomes. Flexibility versus access: what you can (and cannot) do with IPP assets They discuss the reality that IPPs can be funded with flexibility, but accessing the assets is more rigid unless you wind the plan up, which takes time and has costs. Creditor protection as a strategic feature They explain how an IPP is funded into a beneficiary trust structure, and why that can provide meaningful creditor protection relative to keeping assets inside the corporation. What it costs to run an IPP Unlike an RRSP, IPPs require actuarial and regulatory filings, including valuation reports filed periodically. Muneer shares a concrete annual fee example for 2025 and what it covers. What happens to the IPP if you sell your business They explain that an IPP needs a sponsoring corporation, and outline common paths business owners can take (including sponsorship through a Holdco, or winding up the plan). They also flag that wind-ups can trigger maximum transfer rules, which may force a portion to be paid out as taxable cash in the year of wind-up. Family and succession planning use cases They discuss how an IPP can be used in a family succession context, including why some people refer to it as a "family pension plan" and how intergenerational wealth transfer can become part of the strategy when a business remains the sponsor over time. Key takeaways for incorporated founders An IPP can be a tax smart retirement engine for the right incorporated owner, but it comes with rules, admin, and costs that need to be understood up front. You can fund with more flexibility as you age, but access is not as instant as an RRSP unless you plan for wind-up timing and implications. The structure can support creditor protection and estate or succession planning in ways many founders do not consider early enough. Book a one on one Wealth Gap Analysis with Colleen O'Connell-Campbell to pressure test whether your personal plan is aligned with your exit and retirement strategy. Please leave a five star rating and a short review to help more founders discover The Cash Rich Exit Podcast. *** The Cash Rich Exit Podcast is brought to you by O'Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O'Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O'Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:43:38

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EP338 IPPs 101 (Ontario Edition) - A Practical Guide for Ontario Business Owners

1/13/2026
Host Colleen O'Connell-Campbell breaks down the basics of individual pension plans (IPPs) for Ontario incorporated business owners and professionals. She explains what an IPP is, who it fits best, and why it can be a powerful tool for turning corporate success into predictable personal retirement income as part of a cash rich exit strategy. Episode overview If you are incorporated in Ontario, this is a practical primer on how an IPP works as a defined benefit pension plan set up by your corporation. Colleen covers why IPP contribution room can outpace RRSP room after age 40, how contributions are generally tax deductible to the corporation, and how IPP planning supports personal income clarity after a sale or as part of succession planning. What you will learn What an IPP is, in plain english, and how an actuary sets the funding math under Canadian rules Why IPPs can allow bigger deductible contributions as you get older, especially after age 40 How IPP contributions move value from corporation to personal income, in a structured way The common fit profile (Ontario corporation, T4 income, age 40–71, profitable business that can fund contributions) How IPP funding can include current service, past service, make-up contributions, and terminal funding near retirement What your options can be at retirement or if you sell (start pension income, commute value, or annuitize) The tradeoffs: IPPs are not "cash jars," and they come with cost, complexity, and an ongoing contribution commitment Key highlights Why IPPs show up in exit planning Colleen frames IPP planning as part of the "personal income clarity" that founders want after an exit, while still interacting with tax strategy and transferable business value decisions (including how you pay yourself). Governance and guardrails An IPP sits inside a trust structure with investment rules and periodic actuarial valuations, adding oversight designed to keep the pension on track. Family and legacy considerations Colleen notes you can design a multi-member IPP that includes a spouse and adult children who actually work in the business and receive t4 income, with survivorship dynamics that can support intergenerational planning. Connect with Colleen O'Connell-Campbell on LinkedIn. Book a one-on-one wealth gap analysis with Colleen to discuss whether an IPP fits your exit timeline and plan. Subscribe on YouTube here: https://www.youtube.com/@oconnellcampbellwealth and follow on your favourite podcast platform, and leave a five star rating and review to help more founders find the show. *** The Cash Rich Exit Podcast is brought to you by O'Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O'Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O'Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:13:23

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EP337 Fun Frank Advice 2025 - The Annual Montage

12/30/2025
It's time for an annual tradition on The Cash Rich Exit Podcast: the Fun Frank Advice montage. In this special episode, host Colleen O'Connell-Campbell curates a fast-moving mashup of "wisdom, wit and wonderfully unfiltered moments" from this year's guests. It's designed to be easy to consume when you're driving, between meetings, or out for a walk. This montage is both a recap of the year and a highlight reel of the mindset shifts, practical realities, and straight talk leaders wish more founders heard earlier. Colleen also shares a key message that anchors the show: every business owner will exit, and the real question is whether yours will be intentional. She frames a well-planned exit as more than a transaction. It can be a transformation for your family, wealth, and life after the sale. What you'll get from this episode is a quick, high-signal listen that helps you: pressure-test how intentional your current plans really are pick up patterns and principles that apply across industries hear how experienced operators think about preparation, risk, and legacy Also announcing a new space to watch Colleen! The Cash Rich Exit Podcast has expanded to YouTube. You'll find video versions of recent interviews, plus new conversations and content to help you plan, prepare, and profit from an intentional cash-rich exit. Please subscribe here: https://www.youtube.com/@oconnellcampbellwealth As you hit play on this episode, please leave us a 5-star rating and review to help the show reach more founders and CEOs. *** The Cash Rich Exit Podcast is brought to you by O'Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O'Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O'Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:33:24

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EP 336 Why you Won't Sell Until you're Personally Ready

12/16/2025
"Too Much Money Chasing Too Few Good Businesses" - Candid Insights from M&A Veteran Chad Morissette This episode dives deep into what actually drives a successful business sale - from the emotional readiness of the founder, to internal due diligence, to navigating PE firms and family offices. Key Highlights Chad's journey from tech entrepreneur to M&A specialist The difference between Main Street vs lower middle-market businesses Why personal readiness is more important than business readiness The 2-year preparation window that can make or break a deal Why most owners underestimate due diligence by a mile The value of net proceeds analysis - and why it prevents last-minute deal panic The types of companies buyers are fighting over Why too many businesses are owner-dependent and therefore discounted The emotional roller-coaster of selling - and how to psychologically prepare You'll walk away with a clear understanding of: ✔ How to make your business more attractive to buyers ✔ What PE firms actually look for ✔ Why having your team, not just your finances, ready matters ✔ What it really feels like to sell a company - as a human being, not just a founder Fun Frank Advice from Chad "It's an emotional roller coaster. It is full of surprises. Just keep your eye on the prize. Focus on the payday."

Duration:00:39:35

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EP335 Turning your Business Into a Sellable Asset

12/2/2025
In this episode of 'The Cash-Rich Exit Podcast', host Colleen O'Connell-Campbell welcomes back serial entrepreneur and M&A advisor Scott Duke, founder of Business Succession Group. Scott talks about his latest innovation - The Value Acceleration Calculator (VAC) - a practical, data-informed tool to assess sellability, estimate value, and identify key levers to increase enterprise value over time. This conversation covers: Why 80% of businesses never sell, and why most founders never realize the enterprise value they hoped for. How the VAC can score your business' sellability and identify where risk lives inside your operations. The three levers every founder must understand: revenue, profit efficiency, and multiples - and how each affects your future exit. Key Highlights Most businesses aren't sellable in their current state. Scott explains that many founders assume every business can be sold at some price - when in fact, buyers will simply walk away if the future cash flow risk is too high. Sellability comes down to risk reduction. The most critical factor? Dependence on the owner. If a founder is the primary relationship-holder, salesperson, or decision bottleneck - buyers see future cash flow uncertainty. Future cash flow is everything. Buyers don't buy past success - they buy the probability of future earnings repeating. Historical financials are just the rearview mirror. Three levers drive valuation: Revenue EBITDA efficiency ("how many pennies you keep per dollar") Multiple Scott emphasizes that many owners obsess over revenue (the "vanity number") rather than profitability and valuation mechanics. Energy matters. A founder's personal capacity to implement change can determine whether the strategy should be: a buildup to sale, or a multi-year harvest of cash flow instead. You can request the Value Acceleration Calculator by contacting Colleen O'Connell-Campbell directly via Linkedin If this episode sparked your curiosity about: increasing enterprise value reducing exit risk preparing for a sale in 3-10 years or planning a personal Cash-Rich Exit Reach out to Colleen O'Connell-Campbell for a 1:1 Wealth Gap Analysis. And don't forget to follow and rate the podcast - five stars appreciated! *** The Cash Rich Exit Podcast is brought to you by O'Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O'Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O'Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:26:29

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EP 334 Purpose, People, and the Art of Letting Go

11/12/2025
In part two of this insightful two-part conversation, host Colleen O'Connell-Campbell reconnects with Elizabeth Kilvert, founder of 'The Unrefined Olive', to go deeper into how she built, grew, and ultimately exited a purpose-driven business. Elizabeth shares her candid reflections on: Transitioning from founder to seller - and how she knew the timing was right. The emotional side of stepping away from a business built around community and values. How staying connected to purpose helped her navigate both growth and exit with integrity. What she learned about leadership, legacy, and letting go after years of being deeply hands-on. This episode highlights the rarely discussed human side of business transitions - what happens when a mission-led founder has to hand over the reins, and how to do it in a way that preserves both value and vision. If you've ever wondered how to make sure your exit aligns with your personal and professional purpose, this episode is a must-listen. If you haven't heard it yet, catch Part 1 of this conversation (Episode 333) for the full origin story of 'The Unrefined Olive'. Connect with host Colleen O'Connell-Campbell on LinkedIn Book your complimentary Wealth Gap Analysis with Colleen to understand how your business values translate to enterprise value. If you enjoy this conversation, please ⭐ leave a 5-star review. Your feedback helps the show reach more founders preparing for their own cash-rich exit. *** The Cash Rich Exit Podcast is brought to you by O'Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O'Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O'Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:44:58

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EP333 From Olives to Ownership - Finding Purpose in Entrepreneurship

11/4/2025
In this episode, Colleen O'Connell-Campbell sits down with Elizabeth Kilvert, the founder and owner of The Unrefined Olive, an award-winning olive-oil and balsamic tasting bar in Ottawa. Elizabeth shares how she transitioned from a career in environmental policy to running a thriving retail business rooted in quality, sustainability, and community connection. She and Colleen unpack the realities of small-business ownership - from managing risk and growth to understanding what a "cash-rich" exit looks like when your brand is deeply personal. Key Highlights From public service to entrepreneurship: How Elizabeth took a leap from government to business ownership and built a loyal following from scratch. Lessons in resilience: The role of adaptability and creativity when facing economic changes, global supply-chain shifts, and market pressures. Community over competition: Why Elizabeth believes relationships - not just revenue - define a business's long-term success. Defining legacy as a founder: What it means to build something that reflects your values, supports local economies, and still allows you to plan for the next chapter. Preparing for transition: Elizabeth's reflections on creating optionality - how to design a business that can run, evolve, or sell on your own terms. 🎧 Tune In To Learn How to apply a mission-driven lens to small-business ownership Why emotional connection can still align with financial value What founders can do early to create transferable, resilient businesses If you're an entrepreneur who wants to grow your company with both heart and value, this episode is for you. 💬 Connect with Colleen If you're a Canadian business owner planning your own cash rich exit, it's never too early to start. Connect with host Colleen O'Connell-Campbell on LinkedIn Request a complimentary Wealth Gap Analysis to see where you stand on your exit timeline 🎧 Subscribe and Share If you enjoy this conversation, please: ⭐ Leave a 5-star review 🔁 Share the episode with a business owner who needs to hear it 🎙 Follow The Cash Rich Exit Podcast for more insights from founders, investors, and exit experts

Duration:00:32:57

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EP332 Unlocking Legacy and Liquidity - Exit Strategies for $5M-$50M Businesses

10/21/2025
💡 Episode Summary In this episode, host Colleen O’Connell-Campbell sits down with Karl Sigerist - Managing Director at Shaughnessy Group and a seasoned corporate finance and M&A expert. Karl brings decades of experience helping mid-sized, often family-owned Canadian businesses (with revenues between $5 million and $50 million) navigate their most important transition: the sale of their company. They explore what makes this “overlooked middle” of the market so unique, why selling isn’t like selling your house, and how strategic planning years in advance can unlock both legacy and liquidity. Karl also shares behind-the-scenes insights from real client success stories and demystifies the role of private equity in today’s business transitions. 🔑 Key Takeaways Why $5M-$50M companies are underserved in traditional M&A processes The importance of long-term planning and education before an exit Why you should start exit preparation 2-3 years in advance - or earlier How cultural fit between buyer and seller drives long-term success How private equity can protect rather than destroy value The difference between a transaction and a journey Why you shouldn’t fall in love with your business - and how to prepare it for its next owner 💬 Fun, Frank Advice from Karl “Don’t fall in love with your business. It’s a tool - not your identity. Treat it like a prized vintage car. Maintain it, polish it, and when it’s time to sell, make sure it goes to someone who’ll care for it as well as you did.” 🔗 Connect with Karl Sigerist on LinkedIn 💬 Connect with Colleen If you’re a Canadian business owner planning your own cash rich exit, it’s never too early to start. Connect with host Colleen O’Connell-Campbell on LinkedIn Request a complimentary Wealth Gap Analysis to see where you stand on your exit timeline 🎧 Subscribe and Share If you enjoy this conversation, please: ⭐ Leave a 5-star review 🔁 Share the episode with a business owner who needs to hear it 🎙 Follow The Cash Rich Exit Podcast for more insights from founders, investors, and exit experts *** The Cash Rich Exit Podcast is brought to you by O’Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O’Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O’Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:36:38

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EP331 Be the Owner, Not the Renter - Building Brands That Last

10/7/2025
In this episode of the Cash Rich Exit Podcast, Colleen O’Connell-Campbell welcomes Joanna Track, serial entrepreneur, strategist, and founder of Good Eggs & Co. Joanna has launched and exited multiple businesses - including Sweet Spot, eLuxe, and The Bullet - and now leads Good Eggs & Co., a consultancy focused on content and context marketing. Known for her candid, no-nonsense approach, Joanna shares what she’s learned about building brands with staying power, navigating exits, and avoiding common pitfalls that entrepreneurs face. Key Highlights: Redefining success in an exit: why an exit doesn’t always equal success, and how legacy plays a role. From Sweet Spot to The Bullet: Joanna’s journey of launching and scaling digital-first businesses in Canada, often ahead of the curve. The capital gap for women entrepreneurs: reflections on raising millions in funding and the systemic challenges women still face. Don’t build on rented land: Joanna’s hard-won philosophy on creating assets you own (like email lists and websites) versus relying on platforms you don’t control. Content with context: why brands need to serve before they sell, focus on the long game, and create authentic, relatable voices. Personal brand vs. business brand: why people buy from people, and how leaders can use thought leadership to strengthen both. Growth mindset: why Joanna shifted from saying she wanted to keep Good Eggs small, to embracing its rapid growth trajectory. Fun, frank advice: be yourself, be authentic, and test - because the biggest risk is never putting your ideas into the world. Whether you’re scaling, selling, or starting fresh, Joanna’s story offers lessons in resilience, ownership, and building a brand that thrives beyond you. If Joanna’s insights sparked ideas for your own business or exit strategy, connect with host Colleen O’Connell-Campbell on LinkedIn or to schedule your complimentary Wealth Gap Analysis. *** The Cash Rich Exit Podcast is brought to you by O’Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O’Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O’Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:41:27

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EP330 Building, Selling, and Thriving Beyond Business

9/23/2025
Serial entrepreneur Ed Hansen joins host Colleen O’Connell-Campbell on the Cash Rich Exit Podcast to share his decades-long journey founding, scaling, and selling multiple businesses - including Hanson Lawn and Gardens and Ext.tech. In this episode, Ed reveals how mindset, adaptability, and a focus on relationships have shaped his entrepreneurial path. Key takeaways: The early entrepreneurial spark - from cutting grass to building a multi-million-dollar company. Buying vs. selling a business - why every transaction is unique and how to make sure both sides win Building for a future exit - the difference between creating a great product and creating a sellable company. Technology and user experience - how Ext evolved from Ed’s landscaping business and now powers companies across industries. The power of peer groups - how his role as a TEC Canada Chair gives entrepreneurs a safe space to learn, grow, and problem-solve. Monday Matters on LinkedIn - why Ed’s weekly videos resonate with entrepreneurs and how showing up consistently builds trust and reach. Fun frank advice - focus on the journey, surround yourself with the right people, and don’t take criticism from people you wouldn’t take advice from. **** The Cash Rich Exit Podcast is brought to you by O’Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O’Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O’Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:43:36

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EP 329 Strategic Partnerships and Real Estate Insights

9/9/2025
In this episode of The Cash Rich Exit Podcast, host Colleen O’Connell-Campbell sits down with Ashley Hawkins, 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 collecting rent - it’s finance, legal, emergency planning, and community-building rolled into one. The importance of due diligence and long-term planning in both investing and property ownership. Practical insights for business owners who want to use real estate strategically - whether as an operating base or an investment vehicle. How adaptability, collaboration, and leveraging trusted relationships drive success in real estate. Their stories highlight what’s possible when business owners align passion with purpose, and when professionals join forces to provide full-service real estate solutions tailored to client needs. Fun Frank Advice: Ashley: “Don’t take no for an answer. An obstacle is just an opportunity in disguise. Keep pushing, keep looking for resources, and surround yourself with the right people.” Sarah: “Don’t wait until you feel ready. Bet on yourself, take the leap, and trust that you’ll figure it out.” Connect with Ashley & Sarah 🌐 paradigmcommercial.ca **** The Cash Rich Exit Podcast is brought to you by O’Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O’Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O’Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:44:20

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EP328 Intentionality, Identity, and the Exit Journey

8/26/2025
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 assessment - April stresses the importance of getting a business assessment early. It gives clarity on what drives value and highlights the risks buyers will zero in on. Value is only half the story - Beyond valuation, founders need to understand buyer concerns: risks, gaps in operations, and financial vulnerabilities that could affect deal structure. Sell when you don’t need to - April draws the parallel to borrowing: just like a line of credit, the best time to sell is when you’re not desperate. Selling while you’re in control leads to better outcomes. The danger of waiting too long - April shares examples of deals where illness, poor results, or market shifts forced sales under pressure - leading to renegotiated terms and lower valuations. Control = leverage - Sellers who plan early and prepare properly can dictate more of the terms, protect value, and secure a better legacy. Why Listen If you’re a business owner considering an exit now or in the future, this episode is packed with practical insights into when and how to start preparing. April’s advice can help you avoid costly mistakes and ensure you sell on your terms, not someone else’s. Want Help Planning your Own Exit? Colleen offers a complimentary 1:1 Wealth Gap Analysis to help you bridge the space between your business and your financial freedom. It’s a strategic conversation to ensure your exit supports your long-term wealth. Book your call here: Email Colleen connect on LinkedIn Help us Reach More Entrepreneurs If you found this episode valuable, please leave a 5-star rating and a short review. It helps us get discovered and bring on more amazing guests. *** The Cash Rich Exit Podcast is brought to you by O’Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O’Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O’Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:35:01

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EP327 Rethinking Succession - Why Employee Ownership Might Be your Legacy Move

8/12/2025
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 Colleen O’Connell-Campbell chats with Charlie Iscoe, whose venture - Common Shares - 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 eventually” - this episode is your wake-up call. 🔑 Key Highlights The succession gap in Canada: 91% of business owners have no plan in place. The Common Shares model: Founders get paid a fair price, and ownership transitions gradually to employees. Why it matters: Preserves legacy, protects jobs, and keeps Canadian companies Canadian. Types of businesses they acquire: Light manufacturing, professional services (architecture, engineering, accounting), property services, etc. The people factor: How a bench of 100+ operators helps ensure continuity post-exit. What founders can do now: Start documenting what matters - financial goals, legacy values, level of future involvement. 💬 Fun, Frank Advice from Charlie “If you’re listening to this, it’s probably because you’ve built something remarkable. So don’t let your exit be an afterthought. Take time. Get it right. This isn’t just a transaction - it’s your legacy.” Want to explore your own succession plan? Colleen offers a complimentary 1:1 Wealth Gap Analysis - to bridge the gap between your business success and personal financial freedom. 👉 Connect on LinkedIn - Colleen O’Connell-Campbell - or email to book your session. 📝 Enjoying the podcast? Help us grow! Leave a 5-star rating and a short review. Every review helps more entrepreneurs find us. *** The Cash Rich Exit Podcast is brought to you by O’Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O’Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O’Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:00:25:06

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EP326 Identity, Reinvention and Entrepreneurial Grit

7/29/2025
In this candid and energizing episode of ‘The Cash Rich Exit Podcast’, host Colleen O’Connell-Campbell sits down with author, educator, and tech entrepreneur Dr. Lindy Ledohowski. 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 thinking opened up a path from tenured professor to successful startup founder What women entrepreneurs need to know about being acquisition-ready - even if they aren’t looking to sell yet The importance of shared values between co-founders when building something high-growth and high-impact The role of structure, scale, and strategy in creative and academic transitions to tech Lindy’s fun frank advice on knowing when it’s time to move on - and why you don’t need to apologize for growing beyond a role, title, or institution Dr. Lindy Ledohowski is the co-founder and CEO of EssayJack, an edtech company acquired by Wizeprep. She’s also a published author, former professor, and fierce advocate for equity in entrepreneurship. 🔗 Connect with Dr Lindy on LinkedIn: Dr. Lindy Ledohowski 📩 Want to unlock the next chapter of your business story? Book your complimentary 1:1 Wealth Gap Analysis with Colleen O’Connell-Campbell to explore how to turn business success into personal financial freedom. DM Colleen O’Connell-Campbell on LinkedIn or visit colleenoconnellcampbell.com ⭐️ Enjoying the podcast? Leave a quick 5-star rating and review. Your feedback helps more ambitious founders discover these powerful conversations. *** The Cash Rich Exit Podcast is brought to you by O’Connell-Campbell Wealth Management at RBC Dominion Securities. All opinions expressed by the host, Colleen O’Connell-Campbell, and podcast guests are solely their own opinions and do not reflect the opinion of RBC Dominion Securities. This podcast is for informational purposes only before taking any action based on information in this podcast you should consult with a qualified professional. Colleen O’Connell-Campbell is a Wealth Advisor at RBC Dominion Securities, a member of the Canadian Investor Protection Fund.

Duration:01:03:45