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Welcome to The Cost of It podcast with Wajeeh H.! In this powerful episode, entrepreneur and investor Callum Laing shares decades of insight on the true price of success, startup fundraising timing, overcoming failures, and navigating the complex world of IPOs. Discover why traction matters before fundraising, how to build credibility through advisory boards, and the hard truths about taking companies public in today's market. Whether you’re a founder aiming to scale or an aspiring entrepreneur looking for real-world wisdom, this episode is packed with strategies to help you thrive. KEY TOPICS COVERED: The perfect timing and approach to startup fundraising Lessons learned from major business failures and market crashes Why building a strong network and advisory board is crucial The realities behind IPO processes and investor expectations How to define success on your own terms 📌 Don't forget to subscribe for more exclusive interviews with industry visionaries who share their journeys, sacrifices, and invaluable lessons. Follow Callum Laing on: LinkedIn: / callumlaing Twitter: / laingcallum YouTube: / @callumlaing Follow Wajeeh H. on: LinkedIn: / wajeehulhussain Instagram: / wajeehhussainofficial Timestamps 00:00 - Introduction & The Perfect Timing for Startup Fundraising 01:31 - Meet Wajeeh H. & Callum Laing: Podcast Host & Seasoned Entrepreneur 02:17 - Early Entrepreneurial Journey: From Ice Cream to Internet Service Provider 03:40 - Starting a Recruitment Business & The Dotcom Bubble Burst Impact 05:16 - Moving to Asia & Learning through Immigrant Entrepreneurship Challenges 07:47 - From Thailand to Singapore: Regional Moves that Multiply Business Success 09:33 - Business Scaling Lessons: From Employee Fitness to Economic Collapse 10:53 - Importance of Location: Why Where You Live Multiplies Opportunities 11:38 - Common Founder Challenges: Handling Failures & Bouncing Back 12:53 - Taking a Company Public: Growth, Acquisitions & Market Volatility 14:08 - Resilience & Perspective: Learning from Repeated Business Failures 15:17 - Startup Landscape 2025: Distribution & Audience Capture First Approach 17:23 - Silicon Valley's MVP Advice vs Fundraising Realities for Startups 18:41 - Investor Mindset Explained: Tailoring Fundraising to Investor Needs 19:29 - Bootstrapping & Raising Capital: Finding the Chicken-Egg of Fundraising 20:43 - How to Fundraise Successfully: Client Traction & Investor Interest 23:45 - Silicon Valley Myths: Why Idea-First Investor-Second is a Pitfall 24:12 - The Shift in IPOs: Investor Overwhelm & Market Dynamics Today 25:47 - IPOs Misconceptions: The Exit Myth & Value Destruction in Public Listings 27:20 - Stock Market as a Tool: Credibility, Currency & Challenges of Liquidity 27:52 - Crypto & Token Hype Compared to Traditional IPO Challenges 28:35 - Market Realities: Small Caps, Micro Caps & Illiquidity Challenges 29:20 - Entrepreneur vs Investor: The Cultural Clash Around Profit and Growth 30:15 - Why Many Companies Go Private Post-IPO: Lessons From Wall Street 30:52 - What Founders Miss About IPO Requirements & Multi-Hat Roles Needed 31:29 - Why Companies Should Think Twice Before Going Public Today 32:05 - Alternatives to IPO: Bonds & Private Negotiations for Raising Capital 32:54 - The Scale Paradox: How Public Status Unlocks Bigger Contracts 33:37 - Using Stock as Currency for Acquisitions & Growth Strategy 34:38 - Navigating the Public Market Game: Risks & Protecting Your Company 35:00 - Callum's Book "Board Room Blueprint": Helping Entrepreneurs Get Board Seats 36:59 - The Power of Advisory Boards: Building Credibility & Investor Connections 38:47 - Apprentice Boards: Gaining Board Experience the Smart Way 39:42 - Learning Through Advisory Boards: Mutual Growth & Networking Benefits 40:34 - Defining Success: Autonomy, Journey, and Emotional Resilience in Entrepreneurship 42:18 - Closing Remarks & Where to Find Callum Laing’s Board Room Blueprint Hashtags #Entrepreneurship #StartupFundraising #IPO #SuccessJourney #BusinessLessons #EntrepreneurLife #FundraisingTips #BoardroomBlueprint #InvestorAdvice #StartupGrowth #EntrepreneurMindset #CallumLaing #WajeehH #TheCostOfIt #BusinessStrategy #HowToRaiseCapital #GoingPublic #FounderLife #StartupAdvice #ScalingUp