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The Compassionate Capitalist™ Show with Karen Rands

Karen Rands
The Compassionate Capitalist™ Show with Karen Rands
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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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  • Sig Said Yes! Learn Angel Investing from a Top Compassionate Capitalist
    If you’ve ever wondered how angel investing works, this episode is for you.On this episode of the Compassionate Capitalist™ show, I’m joined by my cohost Erik Nelson for a conversation with Sig Mosley, the “Godfather of Angel Investing” in Atlanta. From his early days at MSA to completing over 200 angel investments, Sig has built a legacy as an investor and a champion of compassionate capitalism, using investment to uplift communities.We explore his views on what makes a founder worth backing, why supporting underrepresented entrepreneurs is smart business, and how angel investors drive innovation and growth. Sig also shares insights on market awareness, smart risk-taking, and the next generation of investors.Packed with wisdom, real-world stories, and a few laughs, this episode offers actionable insights whether you’re starting your investing journey or preparing to pitch.Key TakeawaysSig Mosley is a leading figure in compassionate capitalism.Angel investing requires a willingness to take risks.Successful founders are coachable and open to feedback.Understanding the market and competition is crucial for startups.Investors should diversify their portfolios to mitigate risk.The future of angel investing lies in engaging younger generations.Building relationships with entrepreneurs is key to successful investments.Investors need to invest in what they know and understand.Community impact is a significant aspect of angel investing.The economy relies on the growth of young companies supported by angel investors.Chapters00:00 Introduction to Compassionate Capitalism02:56 The Journey of Sig Mosley05:41 The Role of Angel Investing08:27 Identifying Coachable Founders11:35 Understanding Market Competition14:15 The Importance of Timing in Business17:17 Success Stories and Lessons Learned20:05 Reflections on Missed Opportunities31:21 Navigating Valuation and Relationships in Investments32:06 Mergers vs. IPOs: Insights from Experience32:55 The Landscape of Technology Companies in the South34:49 Cultural Influences on Southern Entrepreneurship35:45 Empowering Diverse Entrepreneurs in Atlanta39:31 Winding Down Mosley Ventures and Future Plans41:09 The SIGI Awards: Celebrating Angel Investors45:14 Encouraging Angel Investment in the Community54:12 Final Thoughts on Angel Investing and Community ImpactAbout Sig MosleySig Mosley, Managing Partner at Mosley Ventures, LLC, is known as the “Godfather of Angel Investing” in Atlanta. With over 200 angel investments, he has been a driving force in the Southeast’s startup ecosystem, promoting compassionate capitalism to deliver financial returns and community impact. Sig supports underrepresented founders, values coachability, and invests in companies with strong market potential.Learn more about Sig LinkedIn | www.mosleyventures.comAbout Erik NelsonErik Nelson is President of Coral Capital, Mountain Share Transfer, and Sterling Holdings. His teams specialize in helping private and public companies meet their compliance obligations and stay in good standing with regulatory agencies. Erik and I co-host the Capital Conversations podcast, where we unpack the strategies and realities of raising capital, going public, and managing investor relations.🔗 Learn more about Erik: LinkedIn | coralcapital.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 Investinghttps://bit.ly/FreeCrowdfundInvestingBook🎓 Join the Compassionalist Academy : bit.ly/CA-prelaunch
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  • Let’s Talk Business Finance with Dominick Wallace
    In this episode of The Compassionate Capitalist™ Show, I’m joined by Dominick Wallace, a business lending expert, to answer key questions many entrepreneurs face: Should you borrow? What kind of funding? When’s the right time?We cover the three types of money businesses use to grow: investor capital, revenue, and debt. While investor funding often feels like the best route, we explain why smart use of debt can actually cost less in the long run and help you stay in control.Dominick and I talk about how using business credit, instead of your personal credit can make a big difference when applying for loans. And for those who already raised capital, using those funds to unlock a revolving credit line can give your business a cushion when cash flow dips.The truth is, another economic storm is coming. Don’t wait until it’s too late. Preparing now could be the difference between staying afloat and shutting down, just like many businesses experienced during the pandemic.If you're thinking about funding options or want to prepare for the unexpected, listen to this podcast and feel free to send in your questions.TakeawaysDebt serves a critical function when raising capital.Understanding different types of debt is crucial for entrepreneurs.Cash flow management is essential for business success.SBA loans can provide significant support for startups.Creative financing strategies can help overcome funding challenges.Establishing business credit is vital for future financing opportunities.Franchises often have more predictable revenue models.Insurance options are available for large orders to mitigate risk.The more risk involved in a deal, the higher the expected yield.Building a strong credit history can facilitate access to capital.Episode Chapters00:00 Understanding Access to Capital02:50 The Role of Debt in Business Growth05:30 Case Study: Financing Challenges and Solutions08:16 Job Costing and Profitability10:20 Improving Business Credit and Financial Health13:33 Purchase Order Financing Explained16:16 Navigating Contracts and Agreements19:07 Risks in Purchase Order Financing21:42 Insurance and Risk Management in Financing25:12 Understanding Insurance in Sports and Business26:13 Navigating SBA Loans for Startups28:15 The Importance of Debt Service Coverage Ratio33:37 Challenges with Government Debt and SBA Loans35:26 The Role of Government Guarantees in SBA Lending41:57 Franchises vs. Startups: Financing Perspectives47:32 Creative Financing Strategies for Real Estate53:50 Building Business Credit for Future SuccessAbout Dominick WallaceDominick Wallace is the Managing Director at Wallace Capital, where he helps entrepreneurs and business owners secure the funding they need to grow and scale. With deep expertise in commercial lending and strategic financing, Dominick guides clients through the smart use of debt, business credit, and capital planning. He’s committed to making access to funding clear, achievable, and aligned with long-term business success.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? Consult with me: bit.ly/KCHcalendar 🔗 Learn more: karenrands.co 🎧 Catch more episodes: thecompassionatecapitalistshow.com 📘 Free eBook: The 4 Ws of Crowdfund Investing, join the Academy: bit.ly/CA-prelaunch
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  • The Art of Pitching: How to Win Over Investors
    In today’s episode of The Compassionate Capitalist™ Show, I team up with Erik Nelson, President of Coral Capital, Mountain Share Transfer, and Sterling Holdings, for a deep dive into one of the most mission-critical skills for any founder: the investor pitch.Whether you’re a startup founder preparing for your first angel pitch or a growth-stage CEO aiming to engage an investment banker for a potential IPO, your pitch deck can either open doors, or close them. This is your chance to tell a compelling story that sparks interest, builds trust, and moves investors to act.Together, Erik and I break down the essentials of a winning investor presentation; what belongs in your deck, how to position your business model, what investors really want to know, and how to avoid the common pitfalls that derail even promising companies.We also explore the nuances of investor psychology, how to leave room for curiosity (and follow-up questions), and why practice and preparation are non-negotiable. This episode was first recorded for our Capital Conversations series, and I’m excited to now share it with my Compassionate CapitalistTM audience.This is your playbook for building a pitch that gets remembered and funded, whether you’re raising your first round or refining your pitch for institutional capital.Key TakeawaysA pitch deck is not a business plan; it's a visual representation of your business.The goal of an investor presentation is to secure a follow-up meeting, not immediate funding.Investors want to know how they will make money from your investment.Understanding your market size is crucial for attracting investors.Your management team plays a vital role in gaining investor confidence.Financial models should be dynamic and reflect real business scenarios.Tailor your presentation to the audience you are addressing.Leave investors wanting more to encourage follow-up discussions.Practice your pitch to ensure clarity and confidence.Be prepared to address uncertainties and have a plan B.Episode Chapters00:00 – Unlocking Investor Presentations02:27 – Common Pitfalls That Undermine a Pitch06:45 – Why Clarity & Focus Matter More Than Flash11:51 – The Anatomy of a Winning Pitch Deck17:51 – Market Size, Trends & Opportunity Framing21:29 – Financial Models & Key Performance Metrics29:40 – Why the Management Team Matters So Much32:32 – Understanding Investor Psychology34:40 – Building Investor-Ready Financial Narratives37:37 – Telling the Right Financial Story40:37 – Tailoring Your Message for Different Investor Types42:26 – How to Hold Attention & Build Investor Engagement47:34 – The Feedback Loop: Improving with Every Pitch55:32 – Handling Objections & Answering the Tough QuestionsAbout Erik NelsonErik Nelson is President of Coral Capital, Mountain Share Transfer, and Sterling Holdings. His teams specialize in helping private and public companies meet their compliance obligations and stay in good standing with regulatory agencies. Erik and I co-host the Capital Conversations podcast, where we unpack the strategies and realities of raising capital, going public, and managing investor relations.🔗 Learn more about Erik: LinkedIn | coralcapital.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 🎓 Join the Academy: bit.ly/CA-prelaunch
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  • Unlocking the Power of Blockchain Technology - Aly Madhavji
    In this episode of The Compassionate Capitalist ™ Show, I sit down with Ali Madhavji, an inspiring entrepreneur whose journey from refugee to global blockchain leader is nothing short of remarkable.We dive into the game-changing potential of blockchain technology and how it’s already transforming industries like finance and healthcare. Ali shares insights from his experience as a venture capitalist and the critical role VCs play in fueling innovation.We also touch on the powerful intersection of AI and blockchain, and how these technologies together can drive financial inclusion and help lift communities out of poverty. If you're curious about where entrepreneurship and emerging tech are headed, this is a conversation you won’t want to miss.🎯 After listening to my conversation with Tony Erwin, here are the key takeaways to remember:Blockchain is transforming industries like finance and healthcare, with the potential to streamline processes and drive innovation.Venture capital is shifting to support purpose-driven startups, especially those leveraging blockchain and AI to solve real-world problems.Resilience and passion are essential traits for entrepreneurs navigating the ups and downs of building impactful businesses.The synergy of AI and blockchain can enhance decision-making and create more efficient, transparent systems.Financial inclusion remains a global priority, and emerging technologies are key to expanding access and reducing poverty.Chapters00:00 Exploring Blockchain Technology04:15 The Journey of Ali Madhavji06:55 From Corporate to Venture Capital09:29 Building a Portfolio of Startups12:20 The Role of Passion in Investment15:07 Innovative Solutions in the Pet Industry25:43 The Intersection of Blockchain and Healthcare28:31 Innovative Startups and the African Remittance Story34:44 Blockchain's Role in Financial Inclusion39:07 AI and Blockchain: A Symbiotic Relationship43:14 Resilience in Entrepreneurship and Startup Culture44:39 Crypto Knights: A New Era of Investment ShowsAbout the Guest – Aly Madhavji Aly Madhavji is the Founding Managing Partner at Blockchain Founders Fund, where he invests in high-impact startups in Blockchain, AI, IoT, and Web3. He also serves as a Limited Partner in other venture funds, mentors entrepreneurs through global incubators; including a leading accelerator in China, and advises international organizations on technology-driven solutions.Aly works closely with the United Nations on initiatives that leverage FinTech and blockchain to address critical socio-economic challenges. Most recently, he joined the cast of CryptoKnights, the latest innovation and investor reality competition series now streaming on Prime Video, where he evaluates and backs bold new ventures.To explore Aly’s portfolio or pitch your startup for investment consideration, visit: https://blockchainff.comAbout the Host – Karen RandsI’m Karen Rands, and I help entrepreneurs and investors build wealth through innovation and capital formation. Through this show and my Compassionate Capitalist Movement, I share real conversations and practical strategies to help you grow, fund, and exit your business the smart way.🔗 Learn more: karenrands.co🎙 Listen to all episodes: thecompassionatecapitalistshow.com📘 Download my free ebook: The 4 Ws of Crowdfund Investing🎓 Join the Compassionalist Academy: bit.ly/CA-prelaunch
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About 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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