Tales From The Sky Lounge-A Business Podcast
Welcome to Tales from the Sky Lounge, a podcast where host Todd Merrill—a veteran software engineer, founder, and Partner at TechCXO—takes you on an intimate journey through the world of business, consulting, and venture investing.
- Indexed episodes, last 90 days
- 4
- Latest publication
- Sep 23, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 22, 2026
Latest episodes
Ep53 Jim Hasty—The Crawl-Walk-Run Playbook for Adopting AI (opens the original)
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Jim Hasty joins us in the Sky Lounge today to talk about the transformative power of AI in business consulting and software development. With his extensive experience across various sectors, Jim reveals how companies can revolutionize their operations by embracing AI technologies. If you're a leader struggling to keep pace with rapid technological changes, this episode is a must-listen. In this insightful conversation, Jim shares his journey from finance to founding the Cogle Group, a technology
Ep52 Steve Walsh — Founders: These Are the Mistakes You Don't Know You're Going to Make (opens the original)
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Today in the Sky Lounge, we are joined by Steve Walsh, founder of Hands On Angel. Steve spent 25 years in US broadband doing the same job twice: building a B2B division out of nothing. At Cox Communications it went from no customers and no revenue to a billion dollars. At Comcast, he walked into a room with two other people, a mandate to launch 25 markets in two years, and unlimited capital. He asked what the plan was. His boss stood up, told him that was why they hired him, and left the room. T
Ep 51 -Gregg Ficery— If You're Not Making Money, You're Not Worth Money — Tips from 1,000 Valuations (opens the original)
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Today in the Sky Lounge, we are joined by Gregg Ficery, founder of Integgra Valuation & Advisory Services and one of the people founders call when a number has to hold up — in a funding round, in a divorce, or on a witness stand. Gregg left MCI Telecom for an Atlanta internet consultancy called IXL right after WorldCom took MCI over, collected his first stock options, and watched them go to zero when youdecide.com's business model never worked. He landed in valuation because the IRS created 409A
Ep 50 - Kirby Winters —Parallel Entrepreneurism: Shipping Startups Side by Side (opens the original)
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Today in the Sky Lounge, we are joined by Kirby Winters — a returning guest and a self-described multipreneur running several companies at the same time. Most founders build one thing and give it everything. Kirby's bet is different: when AI compresses the build cycle from years to months, you can run companies in parallel. He and Todd get into why that's suddenly viable — and what it actually takes to hold three (and more) ventures in your head at once. The anchor is Cyber Savi, the compliance
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