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The Solo 2 Entrepreneur Show
Lorraine Chai
78 episodes
3 days ago
Solo 2 Entrepreneur is the ultimate podcast for solopreneurs and small business owners seeking to thrive in business. Hosted by Lorraine Chai, a business strategist, each episode features interviews, discussions, and actionable strategies from industry experts. From mastering leadership to navigating digital marketing, ”Strategic Success” provides the tools and knowledge needed for entrepreneurial excellence. Tune in to unlock your full potential and build a thriving business. If you would like to know more about Lorraine, what she does, or want to work with her, check out her 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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Entrepreneurship
Business
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All content for The Solo 2 Entrepreneur Show is the property of Lorraine Chai and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Solo 2 Entrepreneur is the ultimate podcast for solopreneurs and small business owners seeking to thrive in business. Hosted by Lorraine Chai, a business strategist, each episode features interviews, discussions, and actionable strategies from industry experts. From mastering leadership to navigating digital marketing, ”Strategic Success” provides the tools and knowledge needed for entrepreneurial excellence. Tune in to unlock your full potential and build a thriving business. If you would like to know more about Lorraine, what she does, or want to work with her, check out her 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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Entrepreneurship
Business
Episodes (20/78)
The Solo 2 Entrepreneur Show
#81 A Strong New Year means so much more
Happy New Year 2026. As we review our previous years, this year is the year to double down and moving forward and upward. Listen to this episode to hear what else will be in place for the rest of the year...
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3 days ago
10 minutes

The Solo 2 Entrepreneur Show
#80 AI: Fear, Future, and Opportunity - A Deep Dive with Damon Davis
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 covered... -The history and evolution of AI in industries like healthcare and insurance -The real impact of AI on employment and how to future-proof your career -The privacy challenges of AI and data tracking in today’s world -How to start integrating AI strategically into your business pain points -Tips for identifying the right AI specialist to partner with -Damon’s daily habits for productivity and goal execution -The power of mindset: “I am” vs. “I want to be” in business and life -If you’re ready to demystify AI and learn how to turn it into a tool for success, this episode is for you.   If you like this episode, follow, like, and subscribe. Here are the links to Damon's channel. Website: https://www.adaptiveintel.ai Instagram: https://www.instagram.com/damonldavis.ai Apple: https://podcasts.apple.com/us/podcast/who-am-i-really/id1223841587 YouTube: https://www.youtube.com/@whoamireallypodcast
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1 week ago
34 minutes

The Solo 2 Entrepreneur Show
#79 Merry Christmas and thank you
Merry Christmas and thank you for all the love. You all are amazing for being a part of this journey with me. I'm looking forward to more....
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2 weeks ago
3 minutes

The Solo 2 Entrepreneur Show
#78 Give More Builds Reputation and Unlock Long-Term Success
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 keep his headquarters in Canada while building projects in the US, how strategic coaching transformed his company’s growth, and the importance of building a strong, knowledgeable team. He discusses overcoming common challenges, including balancing client demands, learning to say no, and leveraging technology to manage his business while traveling to global events. Whether you’re in construction, real estate, or any business looking to scale, Gates shares valuable lessons on leadership, mindset shifts, and the power of being the “dumbest guy in the room” to keep learning and growing. Tune in to gain inspiration from a driven entrepreneur who turned a small business into a multi-million, soon-to-be billion-dollar empire — and the strategies that can help you grow your own business.   Interested in learning more about Gates and connecting with him, follow him on these channels. www.arisluxuryliving.com Instagram: Grivest76 Facebook: Gaetan Rivest
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3 weeks ago
24 minutes

The Solo 2 Entrepreneur Show
#77 From Kindness to Credibility
No matter how poorly people can treat you, here is the secret to being a better person.
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1 month ago
9 minutes

The Solo 2 Entrepreneur Show
#76 The Grinch journey into Elite Circles
What is the goal that you have for yourself? How do we become and be in those elite networks or groups of people?
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1 month ago
8 minutes

The Solo 2 Entrepreneur Show
#75 IT to Sahara Adventures: Building a Global Experience Brand with Sven Sperling
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-traditional work schedule, balancing life and business, and the power of authenticity in leadership and customer service. Whether you're dreaming of adventure or building your own business from the ground up, Sven’s inspiring journey and practical advice will challenge how you think about success, fear, and time management. Listen in for actionable tips on planning, resilience through failure, the importance of accountability partners, and how to truly go the extra mile. Connect with Sven Sperling: Instagram: @svensperling LinkedIn: linkedin.com/in/sven-sperling-63393424 Website: https://www.tabdifferent.com/
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1 month ago
32 minutes

The Solo 2 Entrepreneur Show
#73 Growth through Feedback
All feedback is good for growth. It may not be the feedback you want to hear, but it's what you do with the feedback you receive to your advantage.
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2 months ago
9 minutes

The Solo 2 Entrepreneur Show
#72 Homeless to Success: Ivan Presquito’s Journey of Resilience and Reinvention
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 launching his business, he endured major setbacks, including losing millions and facing the urge to give up. But with steadfast support from his wife and a refusal to quit, Ivan bounced back stronger, creating not just a thriving business but also a meaningful life dedicated to family and community. Discover how embracing humble beginnings and “doing whatever it takes” to grow can lead to lasting success and fulfilment. Learn more about Ivan and his work at ekh.co.nz. Tune in to hear his full story and the lessons that can inspire every entrepreneur’s journey.
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2 months ago
41 minutes

The Solo 2 Entrepreneur Show
#71 Women in Business - Raw Truth No One Says
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 in her 40s, the lessons she’s learned about respect, self-worth, and letting go of people who don’t value you. She shares why knowing your worth, surrounding yourself with the right circle, and taking calculated risks matter more than ever. Whether you’re a woman in business, a man leading teams, or anyone who wants to understand the invisible struggles that shape growth, this episode will challenge you to rethink how you show up — for yourself and others. 👉 If this resonates with you, don’t forget to like, subscribe, and share this episode with someone who needs to hear it.
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2 months ago
11 minutes

The Solo 2 Entrepreneur Show
#70 Scrubs to Steaks: The Bold Pivot No One Saw Coming
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 conversation will challenge how you think about pivoting, branding, and playing the long game in business. https://www.facebook.com/lucindajharris/ https://www.directfromthefarmmeats.com.au/ https://www.instagram.com/lucindajharris/  
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2 months ago
32 minutes

The Solo 2 Entrepreneur Show
#69 The Habit That Separates the Winners From Everyone Else
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 65% capacity How to course correct in real-time and operate like the person you’re becoming No fluff. No hype. Just the truth most avoid — and the identity shift that changes everything. If you’re serious about becoming someone success can’t ignore, this is your reset.
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3 months ago
8 minutes

The Solo 2 Entrepreneur Show
#68 Engineer to Millionaire: Breaking Traditions, Taking Risks & Building an Empire
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) The secret to spotting undervalued opportunities and turning them into profit How to balance fear, risk, and calculated moves without losing everything 👉 If you’re a business owner ready to grow beyond your comfort zone, this episode will challenge how you think about risk, time, and priorities—and show you how to make bold moves that pay off. https://geelongsurfcoastlaundry.com.au/ https://www.linkedin.com/in/enghean/ https://www.facebook.com/share/14SeMjx29m7/
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3 months ago
41 minutes

The Solo 2 Entrepreneur Show
#67 The Walls We Build: The Real Struggles Every Entrepreneur Faces
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 feedback How to handle harsh truths and turn them into fuel Why labels like ADHD or autism don’t define your potential Real examples of successful leaders who turned setbacks into breakthroughs This is an honest conversation every business owner needs to hear. Because the only thing standing between you and your full potential… is the wall you built yourself. 🎧 Listen now, then ask yourself: What’s holding me back that I don’t even see yet?
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3 months ago
9 minutes

The Solo 2 Entrepreneur Show
#65 The Inner Game of Business
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 radical ownership of your growth as a person and as an entrepreneur. Here’s what you’ll discover: Why your discomfort is your next breakthrough in disguise How to shift from being “in” the business to working “on” the business The mental switch from survival mode to growth mode Why your why matters just as much as your clients’ The exact questions you must ask if you want to scale with purpose Why surrounding yourself with high-vibration peers (or a coach) isn’t optional This episode is equal parts vulnerable and tactical — an unfiltered look at what it takes to evolve in real time. If you're a solo entrepreneur feeling stuck, stagnant, or scared, this conversation will remind you that it’s not just about growing your business — it’s about growing you. Listen now, then ask yourself:What are you really willing to do to grow? #Solo2Entrepreneur #GrowthMindset #FemaleEntrepreneur #PurposeDrivenBusiness #EntrepreneurJourney #UncomfortableGrowth #WorkOnTheBusiness #PersonalBreakthrough #LorraineChai #BusinessMindset #EntrepreneurReflection #ScalingWithPurpose #SuccessIsIntentional #MindsetReset #PodcastForEntrepreneurs
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4 months ago
6 minutes

The Solo 2 Entrepreneur Show
#64 The Uncommon Path to Product Launch Success with Craig T. Ingram
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, capital, and opportunity. You’ll discover: - Why most product launches fail — and how to avoid the “big company trap” that sinks startups. - The 4 Uncompromising Strategic Imperatives every founder must master to accelerate adoption. (downloadable on his linkedIn page) - How to create magnetic market attraction before you hire your first sales team. - The truth about sales, marketing, and why outdated “relationship selling” is dead. - How to audit your go-to-market strategy with the same rigor as your financials. If you’re ready to launch smarter, scale faster, and dominate your niche with an uncommon, unconventional approach — this conversation will change how you think about commercialization forever.   Download Craig’s free article — “The 4 Uncompromising Strategic Imperatives” directly from his LinkedIn featured section: Craig’s LinkedIn. Connect with Craig T. Ingram: LinkedIn - https://www.linkedin.com/in/craigtingram/ Facebook - https://www.facebook.com/share/19TBf6GGE6/?mibextid=wwXIfr #Solo2Entrepreneur #CraigTIngram #CommercializationExpert #MarketDomination #ProductLaunchSuccess #StrategicGrowth #4StrategicImperatives #BusinessScaling #EntrepreneurPodcast #LorraineChai
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4 months ago
48 minutes 4 seconds

The Solo 2 Entrepreneur Show
#63 Nobody cares about your bio - build your story
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 #ResilientEntrepreneur
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4 months ago
7 minutes 38 seconds

The Solo 2 Entrepreneur Show
#62 Public Servant to Global Game-Changer: A Relentless Pursuit of Impact
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 something that redefined premium, person-centred care. In this powerful conversation, you’ll discover how Greg: Walked away from stability to create real change in an outdated industry. Navigated losing 75% of his business overnight — and rebuilt stronger. Took bold, high-stakes moves — including selling his own home to fuel expansion. Balanced vision and execution while building the company with his wife. Used world-class coaching to scale and amplify global impact. We also break down how to: Communicate for results in business partnerships. Move fast when opportunities present themselves. Use discomfort as the fuel for your next level. If you’re serious about building something that outlives you, this episode is the blueprint for turning passion into a scalable, world-class enterprise. Follow Greg Hart:Instagram: @gregharth2hWebsite: yourhart2hart.com.au Listen now — then execute on what you hear. #Solo2Entrepreneur #GregHart #YourHart2Hart #LeadershipWithHeart #EntrepreneurJourney #BusinessGrowth #SocialEnterprise #BCorp #DisabilityServices #GlobalImpact #EntrepreneurPodcast #BusinessLeadership #HeartAndStrategy #LorraineChai
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5 months ago
32 minutes 25 seconds

The Solo 2 Entrepreneur Show
#61 Stop Pitching. Start Earning Trust
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 people to your business. You’ll hear personal stories, real feedback, and insights that challenge the old-school "pitch hard" mentality. Whether you’re just starting or scaling, this conversation will help you become someone people want to support, buy from, and refer — again and again. You’ll learn: Why “being helpful” is a growth strategy, not a nice-to-have. How to deepen relationships without sounding salesy. What separates value-givers from value-takers — and why it matters. How simple, intentional acts can build trust and protect your brand. A practical challenge to help you implement this strategy immediately. If you’re building your brand solo — this is your edge.Tune in, take notes, and start giving differently. Hashtag for Promotion:#TheValueShift#Solo2Entrepreneur#LeadWithValue#ServeToScale#BusinessWithIntention
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5 months ago
6 minutes 20 seconds

The Solo 2 Entrepreneur Show
#60 Redefining Care towards a global takeover: Fix a Broken System with Scott
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 uncover how Scott is applying legacy, technology, and raw entrepreneurial grit to scale globally—with 100,000 units in sight by 2035. If you care about real impact, this is the blueprint.
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5 months ago
42 minutes

The Solo 2 Entrepreneur Show
Solo 2 Entrepreneur is the ultimate podcast for solopreneurs and small business owners seeking to thrive in business. Hosted by Lorraine Chai, a business strategist, each episode features interviews, discussions, and actionable strategies from industry experts. From mastering leadership to navigating digital marketing, ”Strategic Success” provides the tools and knowledge needed for entrepreneurial excellence. Tune in to unlock your full potential and build a thriving business. If you would like to know more about Lorraine, what she does, or want to work with her, check out her web link at www.solopreneur2entrepreneur.com/link Remember to follow, share, and leave a review. We would love to hear from you.