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Small Business Confidential

Small Business Confidential

Written by: Mike Reilly
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40+ year business owner, Mike Reilly, shares the dirty secrets of owning your own small business.© 2025 Small Business Confidential Economics Leadership Management & Leadership
Episodes
  • AI and Improving the Workflow in your Small Business
    Feb 27 2026

    Mike, Brook, Mac, and A’marri break down how AI is transforming business and everyday life — from workouts and financial planning to marketing and content creation. The conversation highlights proactive leadership, requiring AI adoption in the workplace, and why adapting to technology isn’t optional — it’s survival.
    1:15 Mike introduces the discussion on AI tools and explains why being proactive is the most important skill in a rapidly changing business environment.
    3:15 Brook shares real-world examples of using ChatGPT for workout planning, health advice, financial analysis, and generating amortization schedules.
    9:00 Mac and A’marri explain how they use AI for marketing, creative prompts, transcription, and improving social media content efficiency.
    18:15 The conversation shifts to leadership — how employers should require AI usage, reward competence, and challenge employees to step outside their comfort zones.
    30:15 Mike wraps up by comparing AI to past technological disruptions like Uber and television, emphasizing the need to “adapt or die.”

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    33 mins
  • It's Being A Leader.... Stupid. Lessons In Running An Organization.
    Dec 11 2025

    We break down how leadership, culture, and accountability drive success—using the Cleveland Browns as a case study—why creating a culture matters more than schemes and products
    0:30 Mike opens the episode by defining what real leadership looks like — from small businesses to the Cleveland Browns — and why management matters more than schemes.
    3:00 Mike uses Bill Walsh and the 49ers’ culture as a model for how winning organizations are built from top to bottom.
    7:00 Brook explains why Kevin Stefanski was originally seen as the “safe hire” and why it’s now clear he has reached his coaching ceiling.
    17:30 A’marri connects Browns discipline issues to real-world business leadership, stressing how small lapses compound into major failures.
    28:45 Mike calls out Stefanski’s press conferences and the Browns’ lack of accountability, challenging ownership and media to demand real leadership.

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    43 mins
  • Production Is Required in Managing Your Small Business and The Cleveland Browns
    Oct 17 2025

    Mike, Brook and A'marri talk about managing, leadership and the Cleveland Browns.
    There is irony in the statement from Kevin Stefanski's first press conference as The Browns coach, "Personality is welcome, production is required." as all we see is platitudes and "personality" in the Browns organization and no production. There is plenty to learn from this as the owner of a small business from how to confront bad attitudes and performance, addition by subtraction, walking the talk as a manager and more.
    0:00 Mike opens the episode introducing the crossover topic of management and coaching — connecting leadership lessons between business and football.
    2:45 Brook highlights the importance of confronting issues early, whether dealing with employees, customers, or players.
    4:30 A’marri talks about setting firm boundaries and addressing problems in the moment to maintain authority and respect.
    6:00 Mike compares management fairness in small businesses to accountability problems with the Cleveland Browns’ culture.
    14:15 The team discusses Kevin Stefanski’s quote “Personality is welcome, production is required” — emphasizing real leadership through consistent results and accountability.

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    38 mins
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