AI Implementation Strategy

Ep41 Bryan Dennstedt of AIWithBry—2026 Trends: Trust in AI, Healthcare, College, AGI & more

Todd and Bryan Dennstedt review their 2025 AI predictions and discuss 2026 trends including agentic AI workflows, SaaS pricing disruption, trust verification systems, and the transformation of software development through AI-powered rapid prototyping. They explore how AI is enabling low-capital entrepreneurship, challenging traditional venture models, and requiring fundamental shifts in business planning and execution.

Ep38—Louis Gump-Innovation, Timing, and Leadership: Whether You're an Entrepreneur or Intrapreneur

Lewis Gump, a fractional CEO/COO and author of 'Gorilla Marketing Tactic,' discusses his career building mobile and digital businesses at CNN and The Weather Channel, the critical differences between entrepreneurs and intrapreneurs, and how founders can successfully transition into larger organizations post-acquisition. He emphasizes that innovation requires leadership commitment, cultural fit, and the ability to build bridges across diverse teams.

Ep35 — Virginie Glaenzer: Rewriting the Rules: Growth, AI, Community, and the Meaning of Wealth

Virginie Glaenzer, a fractional CMO and author, shares her journey from Paris to Silicon Valley in 1998 with four suitcases and no English, building tech companies through the dot-com era. She discusses AI's transformative impact on business, the shift from scarcity-based to abundance-based thinking, and why future-proof brands must build communities into their DNA rather than treating them as marketing tactics.

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 Ep20 Canva with Mike Martin - Tales from the Sky Lounge

SpeedRun Ep12 Conference Attendee Email Lead Parsing Tales from the Sky Lounge

The host experiments with using Claude AI to automate conference attendee lead generation and marketing campaign creation. Starting with a PDF list of parking lot conference attendees, Claude autonomously researches the conference, segments prospects, writes email campaigns, and creates lead scoring frameworks—though it hits output limits when generating the final CSV export.

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

A demonstration of using Claude AI to automate email marketing workflow development from a single meeting recording. The host feeds meeting notes into Claude, which then designs a complete email marketing system including segmentation logic, HubSpot integration, Python code, file structures, and sample email sequences—all generated through conversational prompts without traditional coding.

SpeedRun Ep14 Ask a Blue Shirt Tales from the Sky Lounge

A CTO demonstrates how to rapidly build a vector database search system using AI coding tools like Claude Desktop and Claude Code, contrasting professional implementation with amateur 'script kiddie' approaches. The episode walks through iterating on architecture decisions, generating infrastructure-as-code, and creating a full-stack solution including REST API, WordPress plugin, and MCP server in under two hours.

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

A technical exploration of converting Claude Desktop prototypes into production-ready AI agents. The host demonstrates how to extract MCP tool configurations and conversation patterns from Claude Desktop sessions, then transform them into deployable Python code using frameworks like Pydantic and LangGraph, enabling rapid agent development and deployment.

SpeedRun Ep 10 audio engineer local bizdev p -Tales from the Sky Lounge

A father demonstrates how AI (Claude) helped his college-age son, an aspiring audio engineer, develop a comprehensive business development plan for launching a recording studio service in Atlanta's hip-hop scene. Using a $350 budget and access to two local studios, the AI generated detailed market analysis, pricing strategies, venue partnerships, social media tactics, and a 90-day action plan tailored to the local music ecosystem.

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

A demonstration of using Claude Desktop with MCP integrations to automate proposal generation. The host connects Google Drive and Gmail, feeds meeting transcriptions and email threads into Claude, and generates a complete statement of work by synthesizing client requirements, meeting notes, and web research—all formatted to a template and saved automatically.

Ep22 Bryan Dennstedt—2025 Trends: AI, Venture Capital, and the Future of Work!

Bryan Dennstedt, fractional CTO at Tech CXO and sustainable investing advocate, discusses 2025 technology and business trends with host Todd. They explore venture capital's post-SVB recovery, AI's practical applications and limitations, the evolution of marketing through influencer content and podcasts, and emerging shifts in crypto regulation, intellectual property, and remote work culture.

Ep21 James Rozich— Sales, Marketing, Sumerians and Avoiding Founder's Disease!

Jim Rozich, founder of Wheels Up Sales and Marketing, discusses helping early-stage startups build effective sales processes and avoid common founder mistakes. He emphasizes value-based messaging over feature lists, proper CRM implementation, and understanding buyer psychology. The conversation covers cold email strategy, multi-channel outreach, AI tools for sales, and the importance of discovery calls that prioritize listening over pitching.

Ep 14 - AI Roundtable— Where Do We Stand and What’s Next?

A panel discussion featuring AI and machine learning experts Joel Foreman (Airworks), Nick Vasilioglou (Relational AI), and Kevin (TechCXO) exploring the current state and future of AI technology. They discuss the distinction between AI and machine learning, practical applications of LLMs, concerns about AI hype versus reality, ethical considerations around training data, and emerging innovations in computer vision, semantic layers, and enterprise AI implementation.

Ep 08 - David Morczinek: Machine Learning at MIT to Entrepreneurial Growth and Fundraising Success.

David Morczinek, CEO of Airworks, discusses his journey from aerospace engineering at Airbus to co-founding a geospatial AI company at MIT. He explains how Airworks uses computer vision to analyze aerial data from drones, satellites, and aircraft, pivoting from pure automation to a hybrid service model when customers struggled with AI adoption. The conversation covers fundraising progression from friends-and-family to private equity, balancing technical innovation with market readiness, and building a sustainable company culture.

Ep 05 - Jay Kleinman: Winning Strategies From Gridiron Grit to Healthcare Innovation

Jay Kleinman, a 30-year healthcare business development veteran, discusses his journey from playing D1 football at Auburn under Pat Dye to leading commercial strategy for early-stage healthcare companies. He shares frameworks for segmentation, discovery-based selling, and go-to-market planning, emphasizing relationship capital, authentic outreach, and the transformative potential of digital health for elder care populations.