The Rich Somers Report 4 Entrepreneurs, 1 Private Jet: What’s Working in Today’s Business Game | Mikey Taylor, Karlton Dennis, Jack Mccoll E478
Mar 21, 2026
Jack McCall, a business funding pro who helps companies scale; Mikey Taylor, ex-pro skateboarder turned entrepreneur and investor; Carlton Dennis, tax strategist behind Tax Alchemy. They riff on leveraging time, AI for automation, content-as-growth, networking through elite rooms, systems for scaling, and protecting investor credibility. Short, candid conversations about strategy, media, and structuring wins.
AI Snips
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Guard Your Calendar With Agendas And A Gatekeeper
- Protect your calendar with a gatekeeper and require agendas so meetings are purposeful.
- Multiple guests insist assistants screen requests and mandate pre-submitted agendas; meetings without agendas get cancelled.
AI As A Branded Operational Employee
- AI can act as a distributed, branded staffer handling repetitive, approved responses and operational tasks.
- Carlton built a 1,000+ question knowledge base and deployed a Tax Alchemy bot across 700 Slack channels to speed client response and automate LLC formation steps.
Use AI To Build Marketing Drafts Rapidly
- Use AI tools trained on your business profile to produce marketing assets faster, then refine.
- Jack McCall uses AIpreneur to generate VSLs and ad scripts in seconds, then spends 30–60 minutes polishing the drafts.