The Solo 2 Entrepreneur Show

Hosted by Lorraine Chai

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Jun 2026

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About the show

Lorraine Chai created The Solo 2 Entrepreneur Podcast. Join us as you listen to interesting topics or interviews with celebrities or successful entrepreneurs about the World of Business from the ground up and tricks that you can implement in your business growth. If you would like to know more about me, what I do, or want to work with me, check out my web link at www.solopreneur2entrepreneur.com/link. Remember to follow, share, and leave a review. We would love to hear from you.

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60 recent

June 15, 2026Episode 10416 min

#101 Buggy Landlord, No Pause Button

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 business running when your personal life becomes a mess Why your environment is not neutral and how it affects your performance How to pivot quickly without spiraling, over-explaining, or losing momentum If you’ve ever felt like you’re building your business while life keeps throwing problems at you, this episode is your playbook for staying steady and moving anyway.

June 1, 2026Episode 10356 min

#99 Rethinking the Business Exit - The First Rest Stop, Not the Finish Line with Adam Coffey

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 creation plan, and the mindset to ask: “Why not me?” Get his books: - Empire Builder: https://amzn.to/4fPFsYs - The Private Equity Playbook: https://amzn.to/4aceIOb - The Private Equity Playbook (2nd): https://amzn.to/3S8Ufni - The Exit Strategy Playbook: https://amzn.to/4uGrlJS Follow him on social media & Websites - Instagram: https://www.instagram.com/adamecoffey_official/ - LinkedIn: https://www.linkedin.com/in/adamecoffey/ - The Chairman Group: https://chairmangroup.us/

May 25, 2026Episode 1015 min

#98 The Quietest Crowd I’ve Ever Heard

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 rainbow. I also reflect on what it means to honour heroes even when you don’t have a direct family connection to military service, and why this experience reminded me of Australia’s ANZAC Day.

May 25, 2026Episode 1008 min

#97 “I Don’t Know” Was My Comfort Zone

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 simple framework to find your hook, define your USP, and answer the real question every entrepreneur must face: why you?

May 18, 2026Episode 9638 min

#96 Stop Selling “What You Do”: Sell the “Why” With Story

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 systems to organize years of content and repurpose it faster without losing authenticity.

May 11, 2026Episode 999 min

#95 The 3AM Decision: How the Right Room Changes Your Life

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.

May 4, 2026Episode 9811 min

#94 Investing in Yourself Until Your Last Breath

Growth is not a season. It’s a lifestyle. Let's unpack why every human is wired for development and why the best investment is the one where you bet on yourself on purpose. This episode ties self-investment to legacy: the desire to evolve, build, give back, and bring others along for the journey, whether you’re in your 20s, 40s, or 60s. If you’re still listening, something here is calling you higher.

April 27, 2026Episode 9730 min

#93 The Gold Shoes Mayor: Growth, Business Density, and Community Trust

What does it take to lead when the room is loud and the stakes are public? Lorraine Chai talks with Jacques Gilbert, Mayor of Apex, on leadership, identity, and building community. From a historic Black neighborhood to 29 years in law enforcement (retired Captain) to Mayor, he shares mindset shifts, the story behind his gold shoes, and why communication beats charisma. - Facebook: @mayorjacquesgilbert - Instagram: @mayorjacquesgilbert - LinkedIn: @jacques-k-gilbert-12041b12

March 30, 2026Episode 9512 min

#92 Become the Fearless Leader

In this episode, discover the truth behind fearlessness in entrepreneurship - it’s not about absence of fear, but mastering it to make confident decisions amid uncertainty. Whether you’re facing business upheaval or life’s unexpected twists, learn how to reclaim control, prioritize with clarity, and lead your venture with unwavering purpose. Tune in to start your journey from reactive chaos to proactive control.

March 23, 2026Episode 9411 min

#91 Mastering Chaos: The Entrepreneur’s Guide to Staying Calm and Winning

When everything feels like it’s falling apart, how do top entrepreneurs stay calm, focused, and in control? In this episode, Lorraine Chai shares real stories and proven strategies to help you move from reactive chaos to proactive leadership. Discover how small mindset shifts and daily habits can transform unpredictability into opportunity-without needing to have all the answers. Tune in and learn how to reclaim your business destiny even in the most turbulent times.