What does it look like to build five careers worth of impact in one lifetime? In this episode, hosts Roy Richardson and Sean Murphy sit down with Mitchel Lasky — co-founder and Managing General Partner of Deep Work Capital, one of Florida's leading early-stage venture capital firms — for a conversation that spans ski slopes, NASDAQ listings, community banking, rock bands, and the founders nobody else would bet on.

Mitchel's path didn't start in boardrooms. He grew up in Roslyn Heights, New York, watched his father's businesses go through Chapter 11, and became the first in his family to earn a college degree — coming out a licensed CPA. From there, he co-founded Dynamic Healthcare Technologies and took it all the way to NASDAQ before merging with Cerner. He then helped build and exit Dynamic Control Corporation, co-founded three Florida community banks — Security National, CNL Bank, and Cogent — and eventually channeled everything he learned into Deep Work Capital, which now manages the Florida Opportunity Fund for the State of Florida, holds 30+ portfolio companies, and was the first investor in Stacks, Florida's first woman-led unicorn.

In this conversation, Mitchel opens up about:

• Growing up with an entrepreneur father — and what watching a Chapter 11 filing teaches a teenager about resilience
• Why his CPA license was a foundation, not a destination — and the Deloitte mentors who shaped him early
• Taking a healthcare tech company to NASDAQ — what the IPO process really demands of a first-time CEO
• Co-founding three community banks — and why Cogent is now one of Florida's fastest-growing financial institutions
• The shift from angel investor to VC — and why writing checks wasn't enough when the founders stopped calling back
• What founders consistently get wrong in a pitch — including the #1 mistake that kills credibility immediately
• CEO vs. board dynamics — the listening skill most leaders have to be taught before it's too late
• Managing by walking the cubes — why he never sat in his corner office and what that did for company culture
• Scheduling balance like a business meeting — his actual weekly routine for protecting what matters most
• Dreaming bigger in retrospect — honest reflections on what more could have looked like, and why wisdom only comes after the miles

Whether you're a founder raising your first round, a leader navigating board dynamics, or someone building toward your first exit, this episode is packed with hard-won perspective from someone who has done it at nearly every level.

Learn more about Mitchel Laskey:

• LinkedIn
• Website: Deep Work Capital
• Phone:  (813) 360-4682
• Email: mitchel@deepworkcapital.com

Connect with the Dynamic Business Leaders Podcast Hosts:

• LinkedIn: Roy Richardson
• LinkedIn: Sean Murphy

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