A Practical Path From Idea To $100M episode artwork

EPISODE · Feb 22, 2026 · 27 MIN

A Practical Path From Idea To $100M

from Sales & Marketing Playbook: Unleashed · host Evan Polin & Craig Andrews

Send us Fan MailReady to move beyond founder-led hustle and build a business that scales on purpose? We sat down with growth leader Dave Jimenez, a six-time CRO with three exits, to unpack the real stages of scale: proving the idea, proving the product, proving the market, and finally proving the business. Along the way, we get specific about what changes at each stage, why integrations and workflows matter more than flashy features, and how to recognize the moment when personal relationships become a ceiling on growth.We dig into the numbers investors care about and why sustained growth often outranks margin for valuation in the $10–$30M range. Dave lays out practical signals that it’s time to hire your first sales pro, build a repeatable go-to-market motion, and introduce clear KPIs like CAC, payback, and rep productivity. We also tackle the tough stuff: when the people who got you here aren’t the ones to take you further, how “lifestyle business” habits stall momentum, and why swapping experienced staff for family introduces execution risk that spooks buyers.You’ll hear a simple, actionable framework for evaluating your current stage and choosing the next constraint to remove. We share guidance on creating a living deck that tells the story of your stage and ambition, how to meet investors before you need capital, and where coaches and mentors can compress your learning curve. If you’re a founder or leader aiming to professionalize sales, sharpen distribution, and attract serious attention, this conversation gives you the playbook to act with clarity.Subscribe on Apple or Spotify, follow us on YouTube and LinkedIn, and share this episode with a founder who’s ready to scale with discipline. Got a topic or expert you want us to feature? Tell us what would help you grow next year.

Episode metadata supplied by the publisher feed · Published Feb 22, 2026

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Send us Fan Mail Ready to move beyond founder-led hustle and build a business that scales on purpose? We sat down with growth leader Dave Jimenez, a six-time CRO with three exits, to unpack the real stages of scale: proving the idea, proving the product, proving the market, and finally proving the business. Along the way, we get specific about what changes at each stage, why integrations and workflows matter more than flashy features, and how to recognize the moment when personal relationship...

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A Practical Path From Idea To $100M

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This episode was published on February 22, 2026.

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