🧌The Top 10 Bad and Ugly Truths about Being an Entrepreneur episode artwork

EPISODE · Jan 18, 2025 · 59 MIN

🧌The Top 10 Bad and Ugly Truths about Being an Entrepreneur

from Peggy Van de Plassche · host Peggy

🎢 Ready for the Rollercoaster of Entrepreneurship?This week, I’m pulling back the curtain on the real truths about being an entrepreneur—and trust me, it’s not all bubblegum and rainbows.From free-stuff seekers to friendly backstabbers, and from WTF business proposals to the joys of navigating podcasting bait-and-switches, I’m spilling it all in my latest newsletter:🧌 The Top 10 Bad and Ugly Truths About Being an Entrepreneur💬 Some highlights (or lowlights, depending on your perspective):That time someone asked me to endorse a competitor’s product—while holding it up to my face.Why "free coaching over coffee" has become the modern entrepreneur’s bane.The strange phenomenon of “frenemies” who buy your $25 book and expect lifelong devotion.And yes, I’ve thought about starting a side hustle in blackmail and extortion. 😉But it’s not all grim—I promise there’s humor, some hard-earned wisdom, and a reminder that even the worst situations can turn you into a diamond. 💎If you’ve ever been in business—or just enjoy a good laugh at the expense of those “WTF” moments—this edition is for you.📖 Read it here: https://peggyvandeplassche.substack.com/What’s your wildest entrepreneurial moment? Drop it in the comments—I’d love to hear!Peggy Van de Plassche is a value creation strategist and senior advisor with over 20 years of experience in private equity, financial services, healthcare, and technology. She works with investment firms, boards, and C-suite leaders to accelerate portfolio company performance, drive operational transformation, and unlock long-term value. Peggy specializes in the execution of complex value creation plans—spanning capital allocation, digital enablement, transaction advisory, and leadership alignment. Her work consistently bridges strategy and implementation, helping investors and operators maximize EBITDA and enterprise value. A founding board member of Invest in Canada, she also brings deep expertise in public-private partnerships and institutional capital deployment—critical levers for competitive advantage in today’s global landscape. Her clients have included BMO, CI Financial, HOOPP, OMERS, GreenShield Canada, Nicola Wealth, and Power Financial. Learn more at peggyvandeplassche.com.#privateequity #privatemarkets #alternativeinvestments #investing #investments #invest #venturecapital #investor #entrepreneur #digitaltransformation #ai #exit #tech #technology #finance #financialservices #healthcare

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🎢 Ready for the Rollercoaster of Entrepreneurship? This week, I’m pulling back the curtain on the real truths about being an entrepreneur—and trust me, it’s not all bubblegum and rainbows. From free-stuff seekers to friendly backstabbers, and from WTF business proposals to the joys of navigating podcasting bait-and-switches, I’m spilling it all in my latest newsletter: 🧌 The Top 10 Bad and Ugly Truths About Being an Entrepreneur 💬 Some highlights (or lowlights, depending on your perspective):...

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🧌The Top 10 Bad and Ugly Truths about Being an Entrepreneur

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