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In this episode of Techtastic, Douglas Squirrel, author of "Agile Conversations" joins us for a look at the nuanced differences between mere communication and meaningful conversations, especially in high-stakes business environments. Douglas emphasizes the importance of two-way, high-bandwidth dialogue in leadership and organizational contexts. We also explore the challenges new tech executives face, highlighting the often underestimated transition from technical expertise to leadership roles. Reflecting on successful business models like Instagram, he advocates for the value of a small, highly skilled team over mere organizational scaling, providing insightful strategies for building effective and agile teams in the tech industry. Links mentioned in this episode: • https://squirrelsquadron.com • Book: https://agileconversations.com/agile-... • Book: https://www.amazon.com/Thinking-Fast-... • Article mentioned: https://techcrunch.com/2011/03/31/wha... (https://techcrunch.com/2011/03/31/wha...) (0:00) Introduction and Welcome to Douglas Squirrel (1:19) Exploring Communication and Leadership in Tech (6:08) GitHub's New Functionality and Its Impact (9:09) Transitioning to Executive Leadership: Challenges and Psychological Shifts (11:30) Talent Retention and Scaling in Tech Organizations (13:54) Investment in Experienced Personnel vs Hiring More (15:02) The Role of Accountability in Small Teams (16:36) Introduction to Squirrel Squadron (17:03) Conclusion, Appreciation for Guest, and Outro