In this deep-dive follow-up, co-host Gerti flips the mic and presses C.W. Elliott for the granular play-by-play listeners asked to hear:
- How a chance encounter waiting tables became an internship, a full-time role, and a seat at the ownership table
- Why CW’s first attempt to cold-sell a complex SaaS product flopped—and the discovery-driven sales process that finally worked
- The pivot from one-off web projects to buying entire web agencies (14 acquisitions, ~750 clients) and the genius deal structure that paid for itself in 30 days
- CW’s “three pillars” for career momentum—Integrity, Work Ethic, Humble Curiosity—and how anyone can apply them today
- Practical tips on ethical selling: value-based discovery questions, avoiding price-race traps, and turning frustrated prospects into lifelong referrals
- Why hitting walls (and asking experts) beats waiting for the mythical “perfect plan”
Whether you’re hunting for your first internship or steering a growing book of business, this episode blends real-world sales lessons, acquisition strategy, and character-driven career advice that scales to any industry.
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