Created by Borderless AI Media Lab

Genuine discussions with inspiring individuals on topics I am learning more about.

Hosted by
Willson Cross
Available on
Youtube

Latest episodes

Jack Newton and Dennis Pilarinos on Make it Click
Episode 4
Popular

Jack Newton & Dennis Pilarinos on $500M ARR, Apple Exits and AI

In this sit-down with Andrew Wilkinson, Co-Founder of Tiny, we get into the realities of building, owning, and growing on your own terms.
Jack Newton
Co-founder and CEO of Clio
Dennis Pilarinos
Founder and CEO of Unblocked
Andrew Wilkinson - 250M, Zero VC
Episode 3
Popular

How Andrew Wilkinson went from cat furniture to a billionaire empire

In this sit-down with Andrew Wilkinson, Co-Founder of Tiny, we get into the realities of building, owning, and growing on your own terms.
Andrew Wilkinson
Co-founder and Chairman of Tiny Ltd
Andrew Graham headshot with text
Episode 2

How Borrowell Turned a Problem Into 4 Million Users

In this sit-down with Andrew Graham, CEO & Co-Founder of Borrowell, we dive into what it actually takes to build a lasting FinTech company.
Andrew Graham
CEO and Co-Founder of Borrowell
Episode 1 Thumbnail - Matt Cohen
Episode 1

What Makes a Startup “Click”, Before It Even Exists?

In the first episode of Make It Click, hosted by Borderless AI Founder Willson Cross, we sit down with Matt Cohen, Founder & Managing Partner at Ripple Ventures, to unpack what actually makes a startup work, before there’s even a product, customers, or sometimes even a company.
Matt Cohen
Founder & Managing Partner at Ripple Ventures

Upcoming episodes

Episode pre-production thumbnail
Episode 5

$1B+ in payments. 150,000+ lawyers. Quietly running the backend of everything

Episode pre-production thumbnail
Episode 6

The earliest bet on what’s about to break out

Host

So much to learn.
So little time!

Thanks for scrolling half way down this page! Hopefully, you're picking up the vibe of Make it Click.

Building Borderless AI has introduced me to so many fascinating people, and I realized there are simply too many valuable insights not to share.

Seriously, I meet so many sharp people and just have to find a way to bottle up all the gold nuggets of wisdom they are dropping. So, that's the real deal here: snagging those 'aha!' moments and practical tips to help anyone starting a business or currently wrestling with the glorious mess of being an entrepreneur.

On Make it Click, I explore compelling, future-focused subjects—like AI, nailing early product-market fit, and early-stage investing—with experts, innovators, and big thinkers. It's a space to unpack the topics I'm always most curious about.

I hope you enjoy,

Willson Cross

CEO & Co-founder

Long-form discussions with inspiring individuals on topics I'm learning about.

Conversations that Click

Visit our Youtube channel for new episodes, exclusive insights, and behind-the-scenes content.