Michael Ocean

I’ve been in sales since I was 9 (selling sneakers to my classmates), but my real journey has taken me from founding AE to help scaling sales at companies with hundreds of reps.

And no matter the size of the org, one thing’s always been broken: coaching!

It was always reactive. Training was one-size-fits-all. Role-plays? Rare. Real coaching? Only if your manager wasn’t buried in pipeline reviews. And meaningful, actionable feedback? Practically nonexistent.

That’s why we built SellMeThisPen AI - to help revenue leaders scale personalized coaching and practice without adding more meetings or headcount.

Here’s what it helps you with:

✨ On-demand AI role-plays to sharpen real skills

✨ Instant, AI-powered coaching after real calls or mock sessions

✨ Reinforcement learning that actually sticks

Bottom line: It helps your team ramp faster, close better, and grow revenue - without burning out your managers.

If you’re rethinking how you scale coaching, let’s talk. 🤝

Founder & CEO

No more...

👎 CRM update dilemma
👎 Irrelevant & generic coaching & training

SellMeThisPen AI eliminates non-revenue tasks for sellers and helps leaders scale personalized coaching and practice so everyone can focus on what matters most: revenue growth! 

What SellMeThisPen can help you with: 

✨ Automated CRM updates ✨ Real-time and post-call AI coaching ✨ Role-play practice sessions with AI

SellMeThisPen AI is the best role-play and coaching tool on the market. Period.


Now, you might read that and think: “Cocky motha…! 
But it’s not BS, it’s clarity.


Because here’s the truth: “Best” only matters in context.
SellMeThisPen AI is the best product for the right ICP and it might be the wrong fit for others. And that’s okay.

A lot of buyers get pulled in by hype...big promises, bold claims, shiny buzzwords. So buyers should ask smarter questions like:

- What does “best,” “first,” or “most powerful” actually mean in practice?
- Best for who?
- Best for what outcomes?
- And under what conditions?


Where we win is when teams need more than “just a license.”
We don’t stop at workspace setup. We partner with our clients to build real, functional solutions that drive adoption and we share enablement ideas that stick long after onboarding.


And speaking of “best”…
Another perspective: Ranger (our dog) is the best-looking dog in the world.
No debate. No “depends.” He just is! lol

Also: Philly, Baltimore, DC, Pittsburgh, and Cleveland were all great, but Ranger definitely seemed to like Cleveland the most.

Not sure if it was product-market fit, friendlier people, better weather…but the dog has spoken.


Up next → Chicago. Can’t wait 🤘

CEO @ SellMeThisPen.ai - AI Roleplay & Individual Coaching for Client Facing Teams.

Experienced GTM Leader Accelerating Revenue Growth and Building Exceptional Relationships | AI Newbie Pumped to Explore Sales Tech and Embrace the Geekdom 🤓

With over a decade of experience in revenue leadership roles, I currently serve as Vice President at GOAL, a SaaS performance marketing platform specializing in empowering insurance agents. My core competencies include coaching, sales enablement, and outbound sales, all of which align with GOAL's mission to streamline lead generation and campaign management for agents. Passionate about leveraging technology and data-driven strategies, I am committed to fostering collaboration and innovation to create meaningful solutions that address customer challenges while driving sustainable growth.  

At GOAL, I lead efforts to revolutionize how insurance agents generate leads by integrating targeted advertising, advanced analytics, and compliance tools. My work consistently focuses on aligning solutions with customer needs, building trust-based relationships, and equipping teams with the tools and expertise to achieve market leadership.

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Michael Ocean

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The Battle

Michael Ocean

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