On this episode of the AI & Data Driven Leadership Podcast, host Dean Guida sits down with Dan Balcauski, Founder and Chief Pricing Officer of Product Tranquility, to explore the role of AI in building smarter workflows and more thoughtful pricing strategies. With a career that spans software engineering, product management, and now pricing consultancy for B2B SaaS, Dan offers a practical perspective on how leaders can use AI to streamline operations—without losing sight of strategy. If you're leading a SaaS company or building systems that scale, this episode will speak directly to your challenges.
Dan shares how his journey from software engineer to product strategist led to launching his consultancy, where he helps SaaS CEOs define pricing and packaging that truly reflect product value. As a solopreneur and podcast host, he’s adopted AI tools to automate tasks like outreach, research, and content workflows. But Dan is quick to caution: AI isn’t a magic wand. Success starts with structure.
Before automation begins, Dan documents each process using standard operating procedures (SOPs). These SOPs form the foundation for training AI and identifying which tasks are ripe for automation. He shares how he uses tools like ChatGPT and Claude to run feasibility studies on his workflows—mapping integrations across email, Google Sheets, and CRM platforms. Dan follows a crawl-walk-run model, focusing first on incremental wins, like podcast guest outreach, before scaling to more complex automation.
Still, Dan is clear-eyed about the limits of today’s AI. It’s a powerful co-pilot—but not yet a fully autonomous operator. System complexity, API limitations, and the need for human oversight mean that even automated systems require significant upkeep. He encourages leaders to experiment with different AI platforms, iterate in small phases, and prioritize value over complexity.
Dan Balcauski is the founder of Product Tranquility, where he helps B2B SaaS CEOs design pricing and packaging strategies that align with customer value. With over 20 years of experience in product management and software development, Dan combines strategic thinking with deep operational know-how.
Product Tranquility is a pricing consultancy that partners with B2B SaaS companies to define value-based pricing and packaging strategies. From market research to go-to-market alignment, the firm helps product leaders confidently structure offerings that drive growth.
Dan Balcauski offers a grounded, strategic view of AI—one that acknowledges its promise while honoring the process required to make it work. From automating podcast workflows to guiding pricing decisions, Dan’s experience reinforces a key leadership truth: systems only scale when they’re built on clarity. AI is a tool that helps—but the foundation must be human-designed, measured, and iterated over time.
Why documentation is the foundation of effective AI automation
How to run feasibility studies using AI tools like ChatGPT and Claude
A crawl-walk-run framework for system automation
Key considerations for monthly vs. annual SaaS pricing models
Why AI should support, not replace, strategic product thinking
Explore more insights and tools for data-driven leadership at Slingshotapp.io.
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Tech entrepreneur and CEO Dean Guida knows there’s a limit to what you can build with grit alone.
At sixteen, Dean bought the first IBM PC and fell in love with writing software. He went on to receive a Bachelor of Science degree in operation research from the University of Miami. After graduating, he was a freelance developer and wrote many systems for IBM and on Wall Street. At twenty-three, he started Infragistics to build UX/UI tools for professional software developers.
Seemingly overnight, Dean had to go from early internet coder to business operator—a feat that forced him to learn some of business’s biggest lessons on the job. He immediately began navigating the nuances of scaling a company, hiring and growing teams, and becoming a leader, a manager, and a mentor.
Fast-forward thirty-five years, and Dean’s tech company now has operations in six countries. More than two million developers use Infragistics software, and its client roster boasts 100 percent of the S&P 500, including Fidelity, Morgan Stanley, Exxon, Intuit, and Bank of America.
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