Steve Whittington :How AI and EOS Helped This CEO Build Two Profitable Companies

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E-Coffee with Experts

Business


In this episode of E-coffee with Experts, we chat with Steve Whittington, President of Roadmap, and trust us, he’s got stories.


From riding the dot-com wave (and crash) to running two successful businesses today, Steve breaks down what actually works when it comes to growing a B2B company.


He shares why most sales forecasts are just “hope-casts” (you’ll love that term), how to build predictable revenue using math (not magic), and why the gold might already be in your current customer list.


We also get into how he keeps his work-life balance somewhat sane while running two companies — spoiler: EOS and AI play a big role.


If you're a founder, growth leader, or just tired of marketing fluff, this convo's got strategy, real talk, and a few laughs too. Oh, and if you're still winging your sales plan… this one's for you.


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In this episode, we discuss:


00:00 - 00:23: Introduction

00:23 - 01:30: That wild ride from dot-com days

01:30 - 03:00: Why he ditched the big CEO role

03:00 - 04:35: Hope-cast vs forecast (yep, there's a difference)

04:35 - 06:10: How to actually plan for growth

06:10 - 08:00: The biggest B2B mistake most folks make

08:00 - 09:45: Steve’s go-to move to grow faster

09:45 - 11:30: Juggling two businesses without burning out

11:30 - 13:08: His favorite AI tools + final thoughts


 Connect with Steve Whittington

 https://www.linkedin.com/in/sbwhittington/

 https://www.weareroadmap.com/services/digital-marketing/


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