podcast ·Sep 29, 2026

Stop Waiting. Build It. | Ben Olmos

In this episode, Drewbie sits down with Ben Olmos to talk about what happens when you stop waiting—and start building.

Key Takeaways

Ben Olmos went from $5.50/hour to building a career in business and a media company from scratch.
A sales meeting can go sideways fast and still close. Being flexible beats having the perfect pitch.
Start with what you already have before you chase something new.
AI helps when you already know how to think, and you keep your edge by doing that thinking yourself.
Know your numbers, and build systems that save you time and make you money.

From getting hit with tough objections in a Coca-Cola pitch to building a media company from scratch, Ben shares a real look at what it takes to grow in sales and business.

This is about using what you already have, figuring it out as you go, and turning ideas into something real.

Real experience.

🔥 Episode Highlights

A sales meeting that went sideways fast—and still closed
Why flexibility beats having the "perfect" pitch
From $5.50/hour to building a career in business
Turning conversations into content—and content into a book
The real way to use AI without losing your edge
Building systems that save time and make money
Why knowing your numbers matters

Key Takeaways

You need action.
Use what you already have before chasing something new.
Sales is about adapting.
AI helps—but only if you know how to think.
If you don't build it, it won't exist.

Connect with Ben

LinkedIn: https://www.linkedin.com/in/benolmos/
Website: https://www.benolmos.com/
Instagram: https://www.instagram.com/dailypitch.news/
Facebook: https://www.facebook.com/TheDailyPitchNews

Call The Damn Leads

"By sales professionals, for sales professionals — Tales of your wildest sales stories and tactics to succeed in your sales career across various industries."

Join Drewbie Wilson, a sales veteran with over 20 years of experience, as he brings you insider stories, humor, and actionable strategies to excel in your sales journey.

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Wild Sales Stories: Engaging tales of real-life sales adventures.
Proven Tactics: Actionable strategies to boost your sales game.
Humor: A fun and energetic perspective on the world of sales.
Expert Insights: Learn from seasoned professionals in various industries.

Don't miss out on the insights, humor, and strategies.

If you'd like to be a guest on the show, leave your contact information and a brief message telling us why your story needs to be heard:
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Back to Episodes

More on this: Randy Gage on why real beats perfect when closing deals. New here? Start with what Call The Damn Leads is.

Frequently Asked Questions

What can a pitch that goes sideways teach you about sales?

Ben got hit with tough objections in a Coca-Cola pitch, and he also tells the story of a sales meeting that went sideways fast and still closed. His lesson is that flexibility beats having the perfect pitch. Sales is about adapting, so stay loose enough to change course when a meeting turns.

How does Ben Olmos say to use AI in sales and business?

Ben's take is that AI helps, but only if you already know how to think. The episode gets into the real way to use AI without losing your edge. Do the thinking yourself first, then let the tool help with work you already understand.

What should I do if I'm waiting for the right moment to start building something?

Start with what you already have and take action. Ben built a media company from scratch by figuring it out as he went, turned conversations into content, then turned that content into a book. The takeaway is simple: if you don't build it, it won't exist.

Where can I follow Ben Olmos?

Ben's on LinkedIn at linkedin.com/in/benolmos and has a website at benolmos.com. You can also follow The Daily Pitch on Instagram at dailypitch.news and on Facebook at TheDailyPitchNews. All four links are listed in the Connect with Ben section of this episode page.