
From Dyslexia to CEO: Entrepreneurship, AI, Fundraising and Disrupting Alcohol Delivery
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✅ From Dyslexia to CEO: Entrepreneurship, AI, Fundraising and Disrupting Alcohol DeliveryEntrepreneurship meets AI in this raw Business 101 Podcast episode with Rob Matzkin.Rob Matzkin shares how dyslexia shaped his learning style and became his superpower; how he built Booze Carriage, the first alcohol delivery service in the US; why MyQuest focused on B2B edtech; and how he is fundraising a $50M deep tech fund at Singularity Ventures. We dig into AI as an operator advantage; a no-nonsense fundraising playbook; corporate culture that rewards outcomes not hours; and why your net worth is your network.Chapters00:00 From dyslexia to entrepreneurship; college hacks that worked14:32 Booze Carriage; innovating alcohol delivery and staying legal21:12 Building MyQuest; B2B edtech over B2C28:48 AI in business; real workflows and vibe coding33:46 Fundraising today; friends and family vs pre seed vs seed vs series A45:24 Coaching founders; first 20k MRR to first $1M raised46:48 Corporate culture; measure results not hours57:39 Final advice; be authentic; be vulnerable; take risks58:01 Wrap and takeaways✅Subscribe for weekly C-suite playbooks✅Comment your biggest takeaway✅Share with a founder who needs this✅Like if you want more no-fluff business lessons✅Join the Business 101 community