Ask Deeper is more than just a concept, it's the competitive advantage that separates those who thrive from those who get left behind. In this episode, we explore why knowing the right questions to ask matters far more than having all the answers, whether you're prompting AI, understanding your customers, or pressure-testing million-dollar decisions. We dive into the concept of "value journalism," the art of iterative AI prompting, and why billionaires don't just chase great ideas they systematically ask why those ideas might fail before moving forward.

Joining me are two brilliant minds who embody this principle in different arenas. John Hall, best-selling author of "Top of Mind" and recipient of the EY Entrepreneur of the Year Award, shares how curiosity and journalistic questioning have shaped his approach to thought leadership, content, and staying relevant in a rapidly changing landscape. Krish Ramineni, Co-Founder and CEO of Fireflies.ai and Forbes 30 Under 30 honoree, reveals the first-principles thinking that helped him build a product used by millions — including the bold decision-making frameworks that turned "impossible" ideas into industry-disrupting realities.

KEY TAKEAWAYS:

• True expertise isn't about having all the answers it's about knowing your limits and being resourceful enough to find the right solutions.
• You stop being an expert the moment you stop learning, because the world never stops evolving.
• The future belongs to those who know what questions to ask, not those who memorize answers.
• Great AI prompting is about thoughtful, iterative questioning asking the AI to reevaluate and refine gets exponentially better results.
• Value journalism means digging deeper with customers by asking "why" and "what could make this better" rather than surface-level questions.
• Before chasing why an idea will succeed, ask what would stop, prevent, or slow you down then build strategies to overcome those constraints.
• First-principles thinking allows you to push the envelope on bold ideas while systematically mitigating the risks.
• The quality of your decisions and ultimately your success is directly tied to the quality of the questions you're willing to ask.

Growing your business is hard, but it doesn't have to be. In this podcast, we will be discussing top level strategies for both growing and expanding your business beyond seven figures.

The show will feature a mix of pure content and expert interviews to present key concepts and fundamental topics in a variety of different formats. We believe that this format will enable our listeners to learn the most from the show, implement more in their businesses, and get real value out of the podcast. Enjoy the show.

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