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Episode 22: $20,000 Deep

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Launching a business is more than a dream, it’s an investment of cash, sweat, and countless late nights. In Episode 22 of DissedMedia A Startup Story, host Ben Olmos takes listeners behind the scenes of DissedMedia’s journey, breaking down exactly what it’s taken, financially and personally, to get from idea to execution.

From the initial $5,000 seed money to the hidden “gray dollars” of sweat equity, Ben shares the tools, tactics, and trade-offs that have fueled growth. You’ll hear how The Daily Pitch is cultivating a niche audience, why micro-influencers matter, and what happens when you go all-in on multi-platform content.

Alongside the business numbers, Ben reflects on the real currency of a startup: time. Valuing his hours at market rates, the personal investment so far totals closer to $40,000 than the balance sheet suggests. And while revenue is still ramping up, wins like tripling the domain authority of The Daily Pitch prove that persistence pays off.

Whether you’re a founder, marketer, or leader eyeing your next move, this episode is a candid look at what it truly costs to turn vision into reality, and why the payoff isn’t always measured in dollars.

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