In this high-energy episode of The Victory Podcast, host Rachel League sits down with Robert Matzkin — serial entrepreneur, investor, VC fund manager, and strategic advisor with 16+ companies founded and multiple exits under his belt. Rob is the managing partner of Singularity Ventures, a $50M VC fund investing in breakthrough tech in AI, automotive, and cybersecurity. He also leads the Rob Matzkin Group, where he acts as a fractional CRO and CSO for companies scaling toward 9-figure valuations. From alcohol delivery startups to deep-tech investments and advising on $24B in global business operations, Rob brings a rare mix of hustle, humility, and deep investor insight. He unpacks the truth about raising capital (hint: it's not about your idea), shares when to pivot vs. persist, how to de-risk your company for VCs, and why your financials tell a better story than your pitch deck. If you're building, scaling, or funding a startup, this is pure gold.