Future Ventures: Scaling with Clarity

Ray Fitzpatrick — Why Most Startups Don't Get Funded (And What to Do About It) | Future Ventures Podcast Ep. 002

• Maxim • Season 1 • Episode 2

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0:00 | 48:43

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Ray Fitzpatrick, Founder & CEO, Profitual 

Ray Fitzpatrick spent ten years writing checks to startups as Director of Investments at NBIF — New Brunswick's pre-seed venture capital fund — and observed the same issue recurring across hundreds of companies. Founders excelled at developing products but struggled to grasp their own finances. This wasn’t due to laziness, but because no accessible tool existed for non-finance professionals to use effectively. That's the challenge Profitual aims to address. 

This discussion extends far beyond the product itself. Ray is a CPA and a serial entrepreneur managing three businesses at once, with firsthand experience on both sides of the investor table. His insights into fundraising, co-founder relationships, cap table design, and what financial literacy truly means for a scaling founder are rooted in real-world experience — not just theory. If you're building a company and have ever felt nervous when your investor asked about burn rate or runway, this is for you. 

Key Topics Covered 

  1. The origin of Profitual — how a decade of observing non-finance founders grapple with investor reporting inspired Ray to create the "Canva for finance." 
  2. Fundraising in Canada — Ray's honest breakdown of what works, what doesn't, and why building a snowball of early validation beats chasing a big lead investor. 
  3. Cap table philosophy — Why Ray intentionally maintains conservative valuations, prefers common stock over preferred shares, and emphasizes timeliness of returns over headline valuation. 

3 Key Insights 

  • A financial forecast that your founders can't explain is worthless. Ray's entire product philosophy revolves around this idea: it's not enough to produce impressive numbers; the business owner must understand what drives them. A polished AI-generated report filled with unsupported assumptions, especially one that can't be defended in an investor meeting, is worse than having no model at all. 
  • Begin with validation rather than a pitch deck. During Ray’s time at NBIF, less than 2% of the companies that participated had any revenue or signed letters of intent. That small group immediately caught our attention. Securing written commitments from even one person — whether a customer, investor, or grant provider — can change the entire conversation. 
  • The co-founder you rush into partnering with is the one who could cause your downfall. Ray lost his original Profitual co-founder early on because their visions weren't aligned. Since then, every successful partnership he's formed has been with someone he's worked closely with for years before ever considering going into business together. 

Links & Resources 

About Ray Fitzpatrick 

Ray Fitzpatrick is the Founder and CEO of Profitual, a financial forecasting and reporting platform for startup founders and SME operators without a finance background. A CPA, Ray spent a decade as Director of Investments at NBIF, participating in over 200 financings and helping build a portfolio of 75 startups in New Brunswick. He's also a co-founder of Quantified Accounting and Devil's Keep Distillery, dedicating his time to developing Profitual and mentoring future founders.