How SHE Let Go of ‘Big’ and Built a Business That Felt Better with Lisa Messenger (Part 2)

What if success didn’t mean scaling endlessly, managing a big team, or chasing visibility… but instead looked like freedom, flow, and deep alignment?

In Part 2 of this powerful two-part conversation, Lisa Messenger returns to share what life and business look like after redefining success - on her own terms. With no full-time staff, no office, and no interest in building an empire for empire’s sake, Lisa walks us through how she created a highly profitable, joy-filled business that fits her life… not the other way around.

From teaching AI to running luxe retreats, Lisa now earns more, works less, and spends her days creating with purpose. This episode is a practical, inspiring look at how to build a business that doesn’t just work - but works for you.

Trading Bigger for Better

After the global rise of Collective Hub, Lisa found herself in familiar territory - launching a booming physical product business that scaled fast. It hit 100,000+ units per month and landed in 40 US states. But it also brought her right back to the stress she’d left behind: inventory, warehouses, and team management.

So she made a different choice. She walked away again - and this time, she designed a business built around life-first principles: creative freedom, minimal overheads, high margins, and deep personal alignment.

Building a Business Ecosystem Around Her Brand

Lisa doesn’t sell “products” anymore. She builds experiences, transformations and thought leadership across multiple price points and formats. From $30 books to $30,000 keynotes, she teaches entrepreneurs how to extract their intellectual property and build a personal brand ecosystem that scales without complexity.

Whether it’s a sold-out retreat or a spontaneous speaking gig, every move she makes is grounded in clarity and spaciousness.

“I think people want to get under the hood. It's too boring to stay perfect. It's not connecting, it doesn't allow our hearts to open, it doesn't allow our minds to be blown, it doesn't allow us to deeply connect with another human when everything's just good, perfect, great.”

From Technophobe to Teacher

Once proudly non-tech, Lisa has now become an unexpected leader in the AI-for-business space. After immersing herself in tools like ChatGPT, building custom agents and becoming a certified prompt engineer, she’s now teaching AI to founders in her signature retreats.

It’s not about tech for tech’s sake. It’s about giving women more time, more clarity, and more confidence to run their businesses better - and smarter.

“I knew it was coming. My team used it every day, but I didn't. And then around about four or five months ago, one of my team said  - we're

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