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The Solo 2 Entrepreneur Show

The Solo 2 Entrepreneur Show

Lorraine Chai 102 Episodes Aug 17, 2026

The Solo 2 Entrepreneur Show, hosted by business strategist Lorraine Chai, is a podcast for solopreneurs and small business owners. Each episode features interviews with industry experts and discussions on actionable strategies for business growth. Topics include mastering leadership, navigating digital marketing, and achieving entrepreneurial excellence. The show aims to equip listeners with the tools and knowledge to build a thriving business.

Episodes

#108 Living my Plan C until I got slapped
#108 Living my Plan C until I got slapped Aug 17, 2026 917 Something happened to me that forced a real decision: keep living small, or finally choose my Plan A. In this episode, I tell a simple, honest story about a hard month during COVID that changed how I see fear, time, and self-worth. This is not a “perfect success” story. It’s about what you do when life feels heavy, and you still have to move forward. What to expect in this episode: The moment I r
#106 You’re Not Shy. You’re Strategic: The Ambivert Advantage in Business
#106 You’re Not Shy. You’re Strategic: The Ambivert Advantage in Business Aug 3, 2026 993 Think you’re an introvert but people call you an extrovert? You might be an ambivert. In this episode of the Solo 2 Entrepreneur Show with Lorraine Chai, I share what that really means, why it matters in business, and how to use your balance of confidence and quiet to build trust, lead better, and grow without burning out.
#105 They Judged Me in Seconds: Turn It Into Power
#105 They Judged Me in Seconds: Turn It Into Power Jul 27, 2026 1054 In this episode of the Solo 2 Entrepreneur Show, Lorraine Chai shares how being misunderstood and judged became her advantage. She breaks down the “watcher” mindset: how to stay calm, read people, set boundaries, and use criticism as fuel. If you’ve ever been labeled “difficult” or underestimated, this episode gives you a simple rule you can use today.
#104 The Shift Nobody Talks About: How Diego Munoz Went From “Starting Over” to Owning the Room in Business
#104 The Shift Nobody Talks About: How Diego Munoz Went From “Starting Over” to Owning the Room in Business Jul 20, 2026 2466 What does it really take to go from “I’m figuring it out” to I’m building something that outlives me? In this interview, Diego Munoz breaks down his transition from relocating and starting fresh to becoming a business owner focused on building stability and opportunity for his family. But this episode is not just about money or titles. It’s about the internal shift: choosing growth on purpose, sta
#103 Comfort Zones Are a Myth
#103 Comfort Zones Are a Myth Jul 13, 2026 763 You’ve heard “get out of your comfort zone” a thousand times. But most people misunderstand it and that’s why they stay stuck. In this episode of The Solo 2 Entrepreneur Show, Lorraine reframes comfort as something you build and upgrade, not something you “escape.” You’ll learn how high performers think about frugality, convenience, and priorities, and how to pivot without burning cash, losing mom
#102 A Father's lesson to his daughter
#102 A Father's lesson to his daughter Jun 29, 2026 928 Here's a relationship that isn’t picture-perfect. I’m not close with my dad, but I’m still his daughter and I’ve learnt powerful lessons from who he is and what he’s lived through: growing up as the oldest son of nine kids on a chicken farm, becoming a medical doctor, building a clinic, and continuing to lead with duty and care even as his health declines. You’ll hear what I’ve adopted from him (r
#100 Buggy Landlord, No Pause Button
#100 Buggy Landlord, No Pause Button Jun 15, 2026 978 I walk you through how I handled a real-life disruption that could have derailed my business - and the exact decision-making framework I used to stay calm, protect my environment, and keep executing anyway. What you’ll learn in this recording: How to switch from panic to fast, clean decisions when life hits unexpectedly The “3-2-1” method I used to choose my next move immediately How to keep your
#99 Rethinking the Business Exit - The First Rest Stop, Not the Finish Line with Adam Coffey
#99 Rethinking the Business Exit - The First Rest Stop, Not the Finish Line with Adam Coffey Jun 1, 2026 3375 Private equity legend Adam Coffey joins Lorraine Chai to break down how he went from Army discipline to CEO exits, completing 58 acquisitions and helping drive $2.5B in exits. You will learn why the best operators buy great companies (not fixer-uppers), how multiple liquidity events can beat the one-and-done exit myth, and what it really takes to build an “empire” with a clear destination, a value
#98 The Quietest Crowd I’ve Ever Heard
#98 The Quietest Crowd I’ve Ever Heard May 25, 2026 354 I didn’t grow up with Memorial Day, so I walked into my first one with one goal: learn. In this episode, I share what it felt like attending Flags for Heroes hosted by Rotary in Clayton: the presence of police, fire, military, residents, Rotarians, and families of all ages moving together to place flags, the quiet energy of unity, and the surprising moment the sky held off the rain and delivered a
#97 “I Don’t Know” Was My Comfort Zone
#97 “I Don’t Know” Was My Comfort Zone May 25, 2026 521 I used to hide behind the phrase “I don’t know” because being wrong felt unsafe. In this episode of The Solo 2 Entrepreneur Show, I share how my upbringing in a strict entrepreneurial family shaped that fear, what I learned from my vocal teacher Kerrie Biddell about focusing on progress, and how asking better questions became the pivot point for my confidence and results. You’ll leave with a simpl
#96 Stop Selling “What You Do”: Sell the “Why” With Story
#96 Stop Selling “What You Do”: Sell the “Why” With Story May 18, 2026 2329 Most marketing fails because it skips the part buyers actually need: the story behind the offer. Paige Stapleton and Brian Stark join Lorraine to unpack why storytelling is not fluff. It is the bridge between emotion (why people buy) and logic (how they justify it). They also share what it is really like building a business as a couple: lanes, feedback, honesty, and how they’ve used AI-driven syst
#95 The 3AM Decision: How the Right Room Changes Your Life
#95 The 3AM Decision: How the Right Room Changes Your Life May 11, 2026 551 I met a young entrepreneur in Cambodia showing up at 3AM on the same coaching call. What level of commitment really means, why the right mentors and rooms can accelerate your growth, and how to move even when you feel scared, behind, or “not ready.” If you’ve been protecting comfort instead of protecting your potential, this is your wake-up call.

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