I Am Future Proof with Keaton Olson

I Am Future Proof with Keaton Olson

I talk to other leaders in B2B marketing about how we're staying future proof in the age of AI.

Episodes

November 10, 2025 68 mins

From UN internships to HubSpot’s IPO to running a modern events + content agency. Nick Sal unpacks how he shifted from politics to social entrepreneurship, became an early HubSpot Academy leader, helped scale through INBOUND and partner ecosystems, and now builds high-impact webinars, field events, and customer storytelling programs.

We cover sales math (why “1 in 6” closes), offers that convert (audits and graders), culture at sca...

Mark as Played

In this conversation, Yi, co-founder of Besimple AI, shares his journey from product management at Meta to founding his own AI company. He discusses the challenges and insights gained from his experience in the AI landscape, the importance of human elements in technology, and the evolving nature of workplace dynamics due to AI. Yi emphasizes the significance of building strong teams and relationships in entrepreneurship, as well as...

Mark as Played

In this conversation, Tamerlan, co-founder and CEO of Armenta AI, shares his journey from being a commercial manager to leading an AI company focused on engineering compliance. He discusses the importance of compliance in the engineering sector, the expansion of his company beyond Kazakhstan, and the future of AI in government. Tamerlan emphasizes the role of AI in automating workflows and enhancing job creativity rather than repla...

Mark as Played

In this conversation, Vincent Roberts shares his journey from a sales executive to the head of growth at US Digital Partners. He discusses the evolution of marketing strategies in the age of AI, emphasizing the importance of human connection in B2B relationships. Vincent highlights various AI tools that are transforming sales and marketing, and he reflects on the future of AI and its implications for businesses. The conversation al...

Mark as Played

She scaled Wix globally. Then jumped to cyber. Here’s the playbook.

I sat down with Diana Rabba, VP Marketing at AccessiWay (ex-Wix, Exein), to unpack:

 • How to scale growth across 20+ markets without losing authenticity

 

 • Brand + community as the B2B cheat code for pipeline

 

 • Why AI isn’t magic, but a multiplier for senior talent

 

 • What it really takes to stay “future proof” in marketing

Chapters

00:00 Diana's Journey in...

Mark as Played

In this conversation, Eric Campos shares his journey into freelance marketing with a focus on cybersecurity and B2B SaaS. He discusses the challenges and rewards of helping businesses navigate the complex cybersecurity landscape, the importance of understanding niche markets like GRC, and how he leverages AI tools to enhance his content creation process. Eric emphasizes the need for authenticity and authority in marketing, and he r...

Mark as Played

The “Dead Internet” theory is no longer a theory. It’s happening.

I sat down with Sky Yang, founder of Imagine AI, for the first episode of my new podcast, "I Am Future Proof."

His take? As AI creates more and more content, our digital world is becoming a sea of generic noise.

So how do you stand out when everyone has the same tools?

You double down on being human.

Here’s what we covered:

☑ Authenticity is your new moat. When every...

Mark as Played

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