The Crawl-Walk-Run Playbook for Adopting AI | Jim Hasty, Ep 53

The Crawl-Walk-Run Playbook for Adopting AI | Jim Hasty, Ep 53

Jim Hasty, founder of Cogle Group, discusses his company's evolution from technology consulting to AI-powered software products. He shares lessons from building Plan Checkers, an AI tool that reduces municipal permit review time from weeks to minutes, and outlines a crawl-walk-run framework for enterprise AI adoption focused on automating emotionally draining tasks rather than chasing adoption metrics.

The CEO Is the Salesperson: Why Founders Can't Hand Off the Pitch | Jen Bonnett, Ep 49

The CEO Is the Salesperson: Why Founders Can't Hand Off the Pitch | Jen Bonnett, Ep 49

Jennifer Bonnett, a longtime tech entrepreneur and former ecosystem builder at ATDC and Invest Atlanta, discusses her transition back into technology through AI experimentation. She shares lessons from building a search engine in 1997, her current work vibe coding consumer apps with Claude, and her philosophy that CEOs must personally sell for at least the first year before delegating. The conversation explores how AI is lowering barriers to entrepreneurship while emphasizing that founders still need strong networks, customer discovery skills, and the discipline to market early.

Crypto Grows Up: Building at the Intersection of Blockchain and AI | John Church, Ep 45

Crypto Grows Up: Building at the Intersection of Blockchain and AI | John Church, Ep 45

John Church, lead product manager at Nethermind and adjunct professor at Duke University, discusses his journey from DAO leadership to institutional blockchain work. The conversation covers stablecoins, zero-knowledge cryptography, AI agents interacting with blockchain, and how crypto infrastructure is maturing from speculative chaos to institutional adoption. Church emphasizes fundamental understanding over tactical skills as AI transforms software development.

2026 Trends: Trust in AI, Healthcare, College, AGI & More | Bryan Dennstedt, Ep 41

2026 Trends: Trust in AI, Healthcare, College, AGI & More | Bryan Dennstedt, Ep 41

Todd and Bryan Dennstedt review their 2025 AI predictions, finding they accurately forecasted the AI trough of disillusionment, agentic AI emergence, and VC conservatism. They predict 2026 will be defined by organizational absorption of AI capabilities rather than new breakthroughs, with agentic workflows becoming default, SaaS pricing models compressing, and trust verification emerging as a critical business category. They emphasize that rapid AI-powered software development is fundamentally changing startup economics and making previously marginal business ideas viable.

SpeedRun Ep19   Marketing Plans with Virginie Glaenzer -  Tales from the Sky Lounge

SpeedRun Ep19 Marketing Plans with Virginie Glaenzer - Tales from the Sky Lounge

Todd and Virginie demonstrate live how to build a complete marketing plan using AI tools like ChatGPT and Claude. They identify lack of clarity as the biggest barrier to AI adoption among executives, design a five-step 'AI Value Blueprint' service offering targeting CMOs, CROs, and COOs in B2B SaaS, and develop persona-specific messaging and automation workflows—all within one hour using conversational AI.

SpeedRun Ep13 Email Marketing  Write an Agent Tales from the Sky Lounge

SpeedRun Ep13 Email Marketing Write an Agent Tales from the Sky Lounge

A CTO demonstrates how Claude AI can autonomously design and build a complete email marketing automation system from a single meeting recording. Starting with meeting notes and a one-line goal, Claude generated technical architecture, wrote Python code, created file structures, and produced sample email sequences—all through conversational prompts without traditional software development.

SpeedRun Ep14 Ask a Blue Shirt Tales from the Sky Lounge

SpeedRun Ep14 Ask a Blue Shirt Tales from the Sky Lounge

A CTO demonstrates building a vector database search system in one evening using Claude Code, outpacing weekend projects built with no-code tools. He contrasts Claude Desktop's planning capabilities with Claude Code's implementation power, showing how AI enables rapid development of production-grade infrastructure including AWS deployment, MCP servers, and WordPress plugins.

SpeedRun Ep 06 Durable Agent Writing -Tales from the Sky Lounge

SpeedRun Ep 06 Durable Agent Writing -Tales from the Sky Lounge

A CTO demonstrates how to convert Claude Desktop prototypes into production-ready AI agents using Python, Pydantic, and LangGraph. The episode walks through extracting MCP tool configurations and system prompts from chat sessions, then generating deployable code that can run on schedules or respond to events—illustrating how agent development costs are approaching zero.

SpeedRun Ep 05  Projects with SOW from Notes and Emails -Tales from the Sky Lounge

SpeedRun Ep 05 Projects with SOW from Notes and Emails -Tales from the Sky Lounge

A consultant demonstrates using Claude Desktop with MCP integrations to automatically generate client proposals by synthesizing meeting transcripts, emails, and web research. The AI system searches Google Drive for templates and meeting notes, analyzes Gmail exchanges, researches the client online, and produces a complete statement of work—all from a single prompt.

SpeedRun Ep 09 Resource Use for ICP + GTM Plan -Tales from the Sky Lounge

SpeedRun Ep 09 Resource Use for ICP + GTM Plan -Tales from the Sky Lounge

A fractional CTO demonstrates using Claude AI with deep research mode to generate a comprehensive business development plan. By uploading marketing materials, case studies, and service offerings, the AI produces detailed ideal customer profiles, multi-channel outreach strategies, budget allocations, and personalized contact sequences—illustrating how experienced professionals can leverage AI to automate strategic planning while maintaining the judgment to guide and refine outputs.

The Rise of Agentic Systems and AI-Driven Development | Jeff Haynie, Ep 27

The Rise of Agentic Systems and AI-Driven Development | Jeff Haynie, Ep 27

Jeff Haynie, serial entrepreneur and founder of Appcelerator (acquired after reaching 1M+ developers), discusses his journey from building cross-platform mobile frameworks in 2006 to launching Agentuity, a cloud platform for AI agents. He shares lessons from raising capital in Silicon Valley, navigating acquisitions, and why he believes agentic systems will require fundamentally different infrastructure than today's human-centric cloud.

Coaching Elite Leaders, AI Productivity and the Need for Tech Diplomacy | Matt Oess, Ep 26

Coaching Elite Leaders, AI Productivity and the Need for Tech Diplomacy | Matt Oess, Ep 26

Matt Oess, a sales and marketing consultant and executive coach at TechCXO, discusses his coaching practice for C-suite leaders, his deep dive into AI productivity tools over the past 14 months, and his advisory role with Purdue's Croc Institute for Tech Diplomacy. He demonstrates practical AI automation workflows he's built using platforms like Make.com, explains the maturity progression from zero-shot generative AI to multi-agent systems, and shares insights on how AI is transforming business operations and the SaaS industry.

2025 Trends: AI, Venture Capital, and the Future of Work | Bryan Dennstedt, Ep 22

2025 Trends: AI, Venture Capital, and the Future of Work | Bryan Dennstedt, Ep 22

Bryan Dennstedt, fractional CTO at Tech CXO and sustainable investing advocate, discusses 2025 trends with host Todd. They cover venture capital's conservative shift post-SVB, AI's permeation across business (from agents to trust frameworks), the rise of niche podcasts and influencer marketing, and crypto's regulatory thaw under new US leadership. Core insight: AI and blockchain will become as fundamental as electricity, but organizations must navigate trust, compliance, and the trough of disillusionment before realizing transformative value.

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