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The Compassionate Capitalist™ Show with Karen Rands

Karen Rands
The Compassionate Capitalist™ Show with Karen Rands
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  • Innovating Capital Access with Alan Kadish
    As I talk with entrepreneurs and investors, I often see how easily people overlook the power of strong investor relationships. It’s not just about getting funding, it’s about building trust that lasts.In this episode, I sit down with Alan Kadish to talk about how founders can build resilience through honest, consistent communication with investors. Alan shares what investors really look for, how transparency earns confidence, and why the best partnerships go beyond money.If you’re raising capital or managing investor expectations, this conversation will help you see how strong relationships can carry your business through tough times.TakeawaysAlan Kadesh has a diverse background in innovation and entrepreneurship.Timing is crucial for entrepreneurial success.InvestorMatch.ai aims to improve the capital raising process.The platform is free for founders, funded by investors.Understanding cap tables is essential for startups.Navigating regulatory challenges in biomed tech requires expertise.ExpertScale.ai allows for the encapsulation of knowledge.Investors are increasingly sophisticated in their decision-making.AI is transforming the way entrepreneurs connect with investors.The importance of due diligence in the investment process.Chapters00:00 Introduction to Alan Kadesh and His Innovations02:34 From Surfboards to Bioparticles: Alan's Journey06:10 The Importance of Timing in Entrepreneurship08:52 Introducing InvestorMatch.ai: A New Era in Capital Raising16:52 Streamlining Connections: The Efficiency of InvestorMatch.ai20:54 Understanding Cap Tables and Financial Forecasting28:38 Navigating Regulatory Challenges in Biomed Tech33:14 ExpertScale.ai: Capturing Knowledge for Future GenerationsAbout Alan KadishDr. Alan Kadish is an innovator, entrepreneur, and active angel investor with decades of experience building and funding breakthrough technologies. He’s the founder of InvestorMatch.ai, which uses AI to connect founders with the right capital partners, and ExpertScale.ai, which creates intelligent digital avatars that mirror your expertise to boost productivity.With a background spanning biomedical research, bioengineering, and venture capital, Alan brings a unique blend of science, strategy, and mentorship to every venture.Learn more at InvestorMatch.ai and ExpertScale.ai.About Karen RandsI'm Karen Rands, founder of the Compassionate Capitalist Movement. I help entrepreneurs prepare to raise capital the smart way and guide investors in identifying startup opportunities that build wealth and make a difference. This show is your roadmap to funding success, from pitch deck to public offering.📅 Want expert feedback on your pitch? Book a consult with me: bit.ly/KCHcalendar 🔗 Learn more: karenrands.co 🎧 Catch more episodes: thecompassionatecapitalistshow.com 📘 Free eBook: The 4 Ws of Crowdfund Investing: https://bit.ly/FreeCrowdfundInvestingBook 🎓 Join the Academy: bit.ly/CA-prelaunch
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  • Building Wealth Through Compassion with Kevin Macho
    What if your investment dollars could both generate steady returns and help solve one of society’s biggest crises?In this episode of The Compassionate Capitalist Show, I sit down with Kevin Macho to explore how addiction recovery and mental health facilities can be transformed into powerful investment opportunities.Kevin shares how NorthStar Recovery Care is pioneering a model that allows everyday investors to earn predictable, real estate-backed returns while expanding access to critical treatment services. This is capitalism with compassion at its core; a pathway to building wealth and changing lives at the same time.Key Takeaways:Compassionate capitalism focuses on investing with purpose and impact.Investors can participate in projects that address community needs.Real estate can provide a stable investment opportunity in recovery services.Investing in addiction recovery facilities can yield both financial returns and social benefits.The importance of financial education in making informed investment decisions.Investing in oneself and delaying gratification can lead to long-term wealth.The role of regulation A funds in democratizing investment opportunities.Creating a supportive ecosystem for addiction recovery is crucial.Investors should consider the risks and benefits of their spending habits.Compassionate capitalism can change lives while generating profits.Chapter Breakdown:00:00 Introduction to Compassionate Capitalism03:44 Kevin Macho's Journey and Background07:52 The Shift to Investing for Passive Income13:47 Understanding Investment Strategies and Risks19:50 Creating Hope through Impactful Investments22:50 Exploring Nature's Beauty24:11 Finding Balance: Work and Life26:04 Investment Opportunities in Addiction Recovery31:51 Building a Comprehensive Care Ecosystem37:58 Compassionate Capitalism: Merging Profit with PurposeAbout Kevin MachoKevin Macho is a textbook compassionate capitalist, a former police chief turned seasoned real estate investor. Today, he serves as Director of Investor Experience at NorthStar Recovery Care, where he helps everyday people generate passive income while making a meaningful difference. NorthStar’s mission is twofold: to provide comprehensive solutions for addiction recovery and mental health treatment, and to create accessible pathways for investors of all walks of life to earn predictable returns.🔗 Learn more at www.northstarrecovery.careAbout Karen RandsI'm Karen Rands, founder of the Compassionate Capitalist Movement. I help entrepreneurs prepare to raise capital the smart way and guide investors in identifying startup opportunities that build wealth and make a difference. This show is your roadmap to funding success, from pitch deck to public offering.My newest book in the Inside Secrets series for investors, “Inside Secrets to Crowdfund Investing: Follow Jane’s Journey: See How a New Generation Builds Wealth with Purpose, Passion and Profit,” is now available. It can be purchased as a Kindle, Paperback, or Hardback edition, with an Audible version coming soon. Find it here: https://amzn.to/4gmUFyq.📅 Want expert feedback on your pitch? Book a consult with me: bit.ly/KCHcalendar 🔗 Learn more: karenrands.co 🎧 Catch more episodes: thecompassionatecapitalistshow.com 📘 Free eBook: The 4 Ws of Crowdfund Investing: https://bit.ly/FreeCrowdfundInvestingBook 🎓 Join the Academy: bit.ly/CA-prelaunch
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  • Crypto, the IRS, and the Hidden Tax Storm Ahead with Janna Scott
    As I talk with entrepreneurs and investors, I’m often struck by how many people underestimate the risks tied to crypto investing, especially when it comes to taxes. Right now, the IRS has slowed down audits, but that doesn’t mean the storm has passed. It’s just gathering strength.Today, I sit down with Janna Scott, founder of DeFi Tax, to pull back the curtain on what’s really happening with crypto tax reporting. Janna shares how she uncovered major flaws in widely-used tax software, why exchange statements can’t be trusted, and how compounded penalties can turn a small mistake into a devastating financial burden.What I love about Janna’s approach is that she not only sounds the alarm, she has built a blockchain-first solution that ensures accuracy, audit-readiness, and peace of mind.Whether you’ve dabbled in crypto, trade regularly, or run a business that accepts crypto payments, this conversation is your wake-up call to get prepared before the IRS comes knocking.TakeawaysPopular crypto tax tools often produce wildly different results (35–120% variance).Exchanges disclaim responsibility for tax reporting errors, leaving investors liable.The IRS already has access to transaction data through John Doe summons.Penalties and compounding interest can double or triple liabilities over time.State tax authorities are often more aggressive than the IRS.Middle-class investors are the most vulnerable when audits restart.DeFi Tax uses blockchain data directly, providing audit-ready transparency.Having expert representation can mean the difference between resolution and ruin.Chapters00:00 Introduction: Why crypto investors face unseen risks04:12 How Janna discovered errors in crypto tax software08:45 Why blockchain is the only reliable source of truth15:30 The IRS admits flawed audits; but investors still pay27:00 Compounding penalties and the impact on middle-class investors38:50 State-level tax risks and aggressive enforcement46:10 How DeFi Tax partners with CPAs and defends audits53:39 Why crypto taxes (and the IRS) are here to stay56:08 Final advice: don’t wait for the IRS storm to arriveAbout Janna ScottJanna Scott is a powerhouse in the world of crypto tax compliance and the founder of DeFi Tax. She has worked directly with the IRS and SEC, building DeFi Tax to bring clarity, automation, and audit-readiness to the chaos of crypto profit/loss reporting for tax purposes. Through her tax accounting services and her innovative AI/Blockchain application platform, Janna helps users stay ahead of shifting regulations and out of trouble with the IRS.🔗 Learn more at defitax.usAbout Karen RandsI'm Karen Rands, founder of the Compassionate Capitalist Movement. I help entrepreneurs prepare to raise capital the smart way and guide investors in identifying startup opportunities that build wealth and make a difference. This show is your roadmap to funding success, from pitch deck to public offering.📅 Want expert feedback on your pitch? Book a consult with me: bit.ly/KCHcalendar 🔗 Learn more: karenrands.co 🎧 Catch more episodes: thecompassionatecapitalistshow.com 📘 Free eBook: The 4 Ws of Crowdfund Investing: https://bit.ly/FreeCrowdfundInvestingBook 🎓 Join the Academy: bit.ly/CA-prelaunch
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  • Book Launch and Compassionalist Academy Reimagined with Karen Rands
    In this episode, I share how everyday people can grow wealth and create impact through equity crowdfunding. Drawing from my new book Inside Secrets to Crowdfund Investing: Follow Jane’s Journey, I break down the myths that hold people back from angel investing and show how a diversified, consistent approach can build generational wealth.You’ll meet “Jane,” a relatable mid-career professional who discovers how to shift from risky real estate to smart startup investing. I also introduce the Compassionate Capitalist Academy, which provides a roadmap for anyone ready to turn passion and purpose into profit.If you’ve ever thought you’re too old, too busy, or don’t have enough money to invest in entrepreneurs, this conversation will change your perspective.Key TakeawaysEquity crowdfunding makes angel investing accessible to everyone, starting with as little as $100.Diversification and consistency are the keys to long-term portfolio success.Common false beliefs, like “I don’t know enough,” “I don’t have time,” or “I don’t have enough money” are myths that hold people back.You don’t need to quit your job to build wealth; you can start small and grow.Real estate isn’t the only path; investing in entrepreneurs can often yield greater impact and returns.The Compassionate Capitalist Academy and my books offer step-by-step frameworks for new investors.Chapters00:00 – Introduction: The power of compassionate capitalism03:18 – Why invest in entrepreneurs instead of real estate07:42 – Jane’s story: a mid-career professional’s path to angel investing12:55 – The myths of investing: “I don’t know enough,” “I don’t have time,” “I don’t have money”19:10 – Building wealth through diversification and consistency23:37 – From false beliefs to proven frameworks: overcoming barriers28:05 – How the Compassionate Capitalist Academy supports new investors32:21 – Inside Secrets to Crowdfund Investing: making angel investing relatable36:54 – Promo details: book launch, course discounts, and special codes41:30 – Call to action: start small, start today, and build your wealth legacy45:12 – Closing thoughtsAbout Karen RandsI'm Karen Rands, founder of the Compassionate Capitalist Movement. I help entrepreneurs prepare to raise capital the smart way and guide investors in identifying startup opportunities that build wealth and make a difference. This show is your roadmap to funding success, from pitch deck to public offering.📅 Want expert feedback on your pitch? Book a consult with me: bit.ly/KCHcalendar 🔗 Learn more: karenrands.co 🎧 Catch more episodes: thecompassionatecapitalistshow.com 📘 Free eBook: The 4 Ws of Crowdfund Investing: https://bit.ly/FreeCrowdfundInvestingBook 🎓 Join the Academy: bit.ly/CA-prelaunch
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  • Raising Capital With Equity Crowdfunding Featuring Karl Dakin
    Raising capital is one of the biggest hurdles for entrepreneurs. Many capital raising campaigns fail because founders fall into common traps.In this episode of the Compassionate Capitalist™ show, I talk with Karl Dakin, Founder of Dakin Capital, about what it really takes to succeed. We clear up the myths around crowdfunding and share practical strategies entrepreneurs can use to connect with investors.Karl explains his Know, Trust, and Buy framework, helping founders build credibility so investors feel secure, making returns the “icing on the cake.”We also explore Reg CF, Reg D 506(c), and Reg A+, what they are, how they’ve evolved, and why Reg D 506(c) has become a hot tool for attracting high-net-worth investors.Entrepreneurs will learn how to:Craft pitches that inspire confidence.Build trust with transparency and storytelling.Leverage social media to drive momentum.Whether you’re new to crowdfunding or experienced, this conversation gives you actionable insights to raise capital with strategy and confidence.TakeawaysCrowdfunding is a powerful tool for raising capital.The potential of crowdfunding is still largely untapped.Understanding the different types of crowdfunding is crucial for entrepreneurs.Customers can be valuable investors in crowdfunding campaigns.Reg CF allows non-accredited investors to participate in funding.Building a crowd before launching a campaign is essential for success.Reg D 506C offers flexibility for accredited investors.Reg A+ provides opportunities for larger fundraising efforts.The cost of raising capital through crowdfunding can be significant.Investors should conduct due diligence before investing in crowdfunding campaigns.Chapters00:00 Introduction to Equity Crowdfunding04:00 The Evolution of Crowdfunding and Its Potential09:50 Karl Dakin's Journey into Crowdfunding16:35 Understanding Different Types of Crowdfunding21:10 The Importance of Community in Crowdfunding27:19 Navigating the Interstate Exemption30:35 Reg CF: The Sweet Spot of Crowdfunding38:56 Understanding Regulation A and 506C41:44 The Wild West of 506C Offerings45:28 Strategies for Raising Capital54:11 Exploring Regulation A+57:15 The Importance of Due Diligence in Crowdfunding01:09:29 Customer-Centric Investment StrategiesAbout Karl DakinKarl Dakin is the Founder and Operator of Dakin Capital, LLC, where he guides entrepreneurs in raising capital through equity crowdfunding. With decades of experience as a Startup Business Designer and Growth Strategist, Karl offers proven methods that combine investor psychology, compliance, and practical fundraising tactics.Learn more at dakincapital.comAbout Karen RandsI'm Karen Rands, founder of the Compassionate Capitalist Movement. I help entrepreneurs prepare to raise capital the smart way and guide investors in identifying startup opportunities that build wealth and make a difference. This show is your roadmap to funding success, from pitch deck to public offering.📅 Want expert feedback on your pitch? Book a consult with me: bit.ly/KCHcalendar 🔗 Learn more: karenrands.co 🎧 Catch more episodes: thecompassionatecapitalistshow.com 📘 Free eBook: The 4 Ws of Crowdfund Investing: https://bit.ly/FreeCrowdfundInvestingBook 🎓 Join the Academy: bit.ly/CA-prelaunch
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Über The Compassionate Capitalist™ Show with Karen Rands

The Compassionate Capitalist™ Show is where visionary founders and smart investors learn how to build wealth with purpose. Hosted by Karen Rands; trusted advisor, finance consultant, author, investor, and digital educator. Episodes features guests: angel investors, VCs, crowdfund and industry pros; with expert insights to share. For nearly a decade, Karen has been providing rich content to her listeners to inspire them to create generation wealth by either being the founder that exits rich, or the investor that provides the capital, rocket fuel to that startup or growth stage business.
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