The Solo 2 Entrepreneur Show

Is AI really a threat to jobs or just the next evolution in technology? How has AI quietly been part of our lives for decades? What should entrepreneurs and business owners know to embrace AI for growth instead of fear?

In this episode, Damon shares expert insights on the practical applications of AI, the challenges of privacy and data, and how developing AI skills can make you indispensable in your career.

Here is what is covere...

Join Lorraine Chai on The Solo Entrepreneur Show as she sits down with Gates, a Canadian general contractor who has successfully expanded his luxury home development business across the US. In this episode, Gates shares his entrepreneurial journey, from starting door-to-door sales at age 18 to scaling his business to contracts worth over a billion dollars.

Discover why Gates chose to ke...

Today's episode is with Sven Sperling, a German adventurist entrepreneur who turned his childhood passion for off-roading into a thriving international business. Discover how Sven transitioned from IT and software training to creating once-in-a-lifetime, 4-wheel drive experiences across deserts and exotic landscapes worldwide. Sven shares candid insights on entrepreneurship, risk-taking, managing a non-tradit...

On this episode of The Solo 2 Entrepreneur Show, my guest, Ivan Presquito shares his extraordinary journey from migrating across three countries to overcoming homelessness in New Zealand. Once a highly qualified CPA and MBA, Ivan faced unexpected challenges finding work, leading him to start from the ground up—taking on low-paying jobs and continuously learning new skills to build his own successful development business.

Even after...

Being a woman in business isn’t easy — and it’s time we talk about it honestly. In this episode, Lorraine Chai shares the raw truth about the challenges women face in business: the unspoken “bro code,” the constant need to prove ourselves, and the reality of working harder just to be taken seriously.

But this isn’t about complaining — it’s about awareness, resilience, and growth. Lorraine opens up about her own journey as a woman i...

Meet Lucinda Harris — once a small-town nurse, now running a profitable farm-flipping and direct-to-consumer beef business. In this episode, Lorraine uncovers how Lucinda turned rural struggles into consistent profits, pivoted at the right time, and even transformed her personal brand to own the stage internationally.

👉 If you’ve ever felt stuck in an industry or wondered how to add value where others only survive, this conversati...

If you're chasing success, it's already running from you. In this raw and unfiltered episode where we unpack the one habit that high performers practice daily — and why most people overlook it.

You’ll learn:

• Why motivation doesn’t matter as much as your standard
• How to stop spiraling when your day falls apart
• The real reason you’re stuck at...

Ever felt trapped by traditions, family expectations, or the fear of leaving your ‘safe’ job? In this episode, Lorraine Chai sits down with Eng Ho, a Malaysian entrepreneur who migrated to Australia, walked away from an engineering career, and built a thriving laundry business empire.

You’ll discover:

• How to silence the “stay in your lane” voices and bet on yourself

• Why every entrepreneur needs a mentor (and how to find one...

Being a business owner isn’t easy. Fear, doubt, mistakes, and failures are part of the journey. But too often, entrepreneurs build walls that hold them back from their full potential.

In this episode, host Lorraine Chai reveals the raw truth about entrepreneurship:

• Why so many entrepreneurs fear asking for help
• The crucial difference between criticism and ...

Babies are fearless, curious, and absorb everything — because they’re built to evolve. But somewhere along the way, life conditions us to trade that growth mindset for comfort zones, doubt, and survival mode.

In this powerful solo episode, Lorraine Chai unpacks her own recent growth challenges — and the breakthrough lessons that came with them.

This isn’t just about motivation. It’s about r...

In this episode of The Solo to Entrepreneur Show, Lorraine Chai sits down with Craig T. Ingram — CEO & Co-Founder of International Commercialization Group Partners and a rare force in helping medical and health technology companies turn ideas into market leaders.

With over 25 years guiding startups and SMEs, Craig delivers a no-nonsense blueprint for taking products from concept to global adoption — without burning through time...

You’ve read the bios. You’ve seen the headlines. But your real story isn’t made in Canva — it’s forged in failure, challenge, and grit. This isn’t about flexing perfection. It’s about owning the moments that nearly broke you — but didn’t. In this episode, I show you why your scars, not your strategy, are your most profitable message.

#Solo2Entrepreneur #BuildYourStory #BusinessIsWar #ResilientBrand #OwnYourScars #ResilientEntrepren...

On this episode of The Solo to Entrepreneur Show, meet Greg Hart — Founder & Director of Your Hart 2 Hart, an award-winning, B Corp-certified disability services organisation making waves nationally and globally.

Greg’s journey is not just inspiring — it’s a masterclass in courage, calculated risk, and strategic growth. He didn’t just leave the comfort of a secure public service role… he burned the safety net and built somethin...

In this episode of The Solo 2 Entrepreneur Show, we explore a powerful concept most entrepreneurs overlook — giving value first. In a marketplace saturated with noise, sales pitches, and self-promotion, the rarest and most magnetic move is offering help without expecting anything in return.

We’re breaking down why leading with value changes your positioning, accelerates trust, and attracts the right peop...

In business, success is not just about creating a preexisting business - it's about making it better. Scott Mendell isn’t just challenging the senior care industry—he’s rebuilding it from the ground up. Born from a decade of caregiving for his father, Red Bear Care is more than a company—it’s a movement to restore dignity, drive wellness, and deliver a vertically integrated model for seniors and veterans alike. In this episode, we ...