Rain or Shine | Marketing & Entrepreneurship Podcast

Rain or Shine | Marketing & Entrepreneurship Podcast


388 STOP Hiding Behind PLANNING & PERFECTION! (Do This Instead!)

December 29, 2025

In this raw, candid solo episode recorded fresh off a full day of client calls and mastermind facilitation, the host makes a compelling case for why market research conversations are the most overlooked yet powerful strategy for business clarity. Drawing from real client experiences and the example of entrepreneur Jonathan Goodman's 100-call approach, this episode challenges the common tendency to hide behind planning and perfection. Instead, it advocates for immediate action through conversations with potential clients—even when you don't feel ready. With practical frameworks for offering free audits in exchange for insights and using AI tools to analyze patterns, this episode delivers both inspiration and implementation strategies. It's a must-listen for any entrepreneur who's been stuck in planning mode or unsure about their next business move.


Key Takeaways:Action Creates Clarity: Stop waiting for the perfect plan. Clarity emerges through real conversations with potential clients, not more solo planning time.The 5-10 Call Minimum: Before investing heavily in branding or website development, commit to at least 5-10 market research calls to validate your direction and understand your client's language.Early Pivots Save Thousands: One client discovered in month two (through pro bono sessions) that her planned niche wasn't right for her, saving months of misaligned effort and tens of thousands in wasted branding costs.Leverage AI for Pattern Recognition: Use tools like ChatGPT or Claude to transcribe and analyze your market research calls, identifying common problems, language patterns, and objections across conversations.Being "In the Work" Generates Endless Ideas: Client-facing days naturally produce content ideas, direction, and inspiration, while isolated planning days often lead to creative blocks and uncertainty about what's relevant.

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