Inspired Money

Dr. Preston D. Cherry is a financial psychologist, CFP®, and author of Wealth in the Key of Life, known for helping individuals align their money with their values through his Life Money Balance® philosophy. As Founder of Concurrent Financial Planning and Director of the Financial Planning Program at UW–Green Bay, he blends financial expertise with emotional insight to guide people confidently through major life and wealth transitions. https://www.concurrentfp.com

Mariko Gordon, CFA, CFP® is the CEO of Uzume LLC, where she provides financial planning and consulting services to individuals and families. She previously founded and built Daruma Capital Management into a $2.5 billion firm with a distinctive, non-traditional approach to investing. With over 30 years of experience as a small-cap stock picker, she now helps clients navigate personal finance, entrepreneurship, and life transitions, drawing from her deep expertise in business, investing, and her multicultural heritage. https://marikogordon.com https://www.uzumellc.com

Jackie Cummings Koski is a CFP® professional, Accredited Financial Counselor, and award-winning financial educator who achieved F.I.R.E. in her 40s after overcoming poverty, divorce, and single motherhood. She is the author of F.I.R.E. for Dummies and co-host of the "Catching Up to FI" podcast, using her expertise to help people build financial literacy and pursue financial independence at any life stage. https://www.finomenalwoman.com

Jacqueline "JaQ" Campbell is Founder and CEO of Alexander Legacy Private Wealth, where she leverages decades of experience—rising from a high school intern at Comerica's Private Bank to leading a $1.8 billion investment team at Chase Wealth Management—to guide clients and mentor the next generation of advisors. Passionate about community impact, diversity, and inclusion, she serves on multiple boards while embodying her philosophy as a mother, innovator, and philanthropist. https://www.alprivatewealth.com

This episode is sponsored by Seeking Alpha — get their best Black Friday deal of the year now through December 10, 2025. Visit www.inspiredmoney.fm/alpha for the best discounts of the year.

1. Communication & Transparency are Essential in Relationships Preston D. Cherry and Jackie Cummings Koski stress that honest, ongoing conversations about money, before and during life transitions, are non-negotiable. Building shared financial goals, scheduling regular money meetings, and understanding differences in financial background ("money genealogy") help partners maintain unity and autonomy. "If you agree that the household is the mission, you can better understand each other's paths," emphasizes Preston D. Cherry.

2. Preparing for a Career Pivot Means More Than the Numbers Mariko Gordon explains that major changes like launching a business demand both runway and emotional readiness. She highlights the importance of clarity around your cash flow, having a contingency plan, and not feeling like a failure if you need to pause or pivot, "sometimes you don't have to commit financial scorched earth devastation." Jacqueline "JaQ" Campbell adds that curating a personal board of directors and mentors is just as critical as financial systems.

3. Multi-Generational Support Requires Boundaries and Education For those "sandwiched" between supporting children and aging parents, Jacqueline "JaQ" Campbell and Jackie Cummings Koski agree that prioritizing your own retirement and empowering others through financial literacy are keys to sustainable support. Rather than being an ATM, strive to be your parents' and children's CFO: educate, plan, and let loved ones learn through their own financial decisions.

4. Navigating Solo Transitions: Give Yourself Grace Loss and divorce are as much emotional events as financial ones. Jackie Cummings Koski and Jacqueline "JaQ" Campbell underline the necessity of seeking support, taking time to process grief, and acting strategically, updating financial documents, gathering your advisory team, and setting new goals. Preston D. Cherry shares, "Allow yourself the space to heal… you don't need permission to take it for yourself."

Pick one transition, current or upcoming, and write down the single next financial action that would bring you more stability. This week, take that first step, whether it's organizing documents, reviewing beneficiaries, or scheduling a money conversation. Progress starts with one action!

Find the Inspired Money channel on YouTube or listen to Inspired Money in your favorite podcast player. Andy Wang, Host/Producer of Inspired Money

Nick Pegna is the Global Head of Wine & Spirits at Sotheby's, bringing over 30 years of international experience in building and leading fine wine businesses across Europe and Asia. Formerly a senior executive at Berry Bros. & Rudd, where he helped shape global markets and co-led Hong Kong's successful campaign to abolish wine duties, Pegna now oversees Sotheby's record-setting global auction and retail operations. https://www.sothebys.com

Callum Woodcock is the Founder and CEO of WineFi, a London-based investment platform that combines institutional-grade analytics with expert curation to make fine wine investing more transparent and accessible. A former J.P. Morgan asset manager with degrees from the University of Bristol and the University of Cambridge, he's leading WineFi's mission to position fine wine as a data-driven, tax-efficient, and inflation-resilient asset class. https://www.winefi.co

Amanda McCrossin is a sommelier, media personality, and creator of @sommvivant, where her wine-focused content reaches over 450,000 followers across Instagram, TikTok, and YouTube. Formerly the Wine Director at PRESS Restaurant in Napa Valley—the world's largest collection of Napa Valley wines—she's now a leading voice in wine education and storytelling, hosting the Wine Access Unfiltered podcast and appearing regularly at major global wine events. https://www.amandamccrossin.com https://www.sommvivant.me

Robbie Stevens is the Head of Broking at Live-ex, the global exchange for fine wine, market data, and insight. On a daily basis he deals with the largest fine wine buyers and sellers globally, offering them data-driven intelligence and opportunities to trade. With over a decade at Liv-ex and experience across global wine markets, as well as regularly sharing his experience on the international stage, speaking at conferences such as Vinexpo and the National Association of Wine Retailers, he combines deep knowledge of the fine wine market with strong industry perspective. https://www.liv-ex.com

Unfortunately, Dustin Wilson wasn't able to join this episode, but you can catch him in "The Art of Wine Pairing: Elevating Retirement Gastronomy with Fine Wines" from April 2025.

Dustin Wilson is a Master Sommelier, entrepreneur, and co-founder of Verve Wine, a modern retail and hospitality brand with locations in New York, San Francisco, and Chicago. Known for his role in the SOMM film series, Wilson has also launched Après Cru, a firm supporting the growth of visionary restaurant concepts. https://ny.vervewine.com

1. Disciplined Bidding at Auctions Nick Pegna reveals why preparation and strategy, including setting a maximum bid and understanding total costs, safeguard buyers against emotional overspending: "The most careful and frequent buyers at auction have a strategy. They've planned what they're looking to bid on...across multiple auctions."

2. Secondary Market Liquidity Drives Investment Value Callum Woodcock emphasizes the importance of focusing on wines with proven resale liquidity, not just brand prestige or critics' scores. Data-driven models and decades of market transaction history are now key to "blue chip" wine selection.

3. Storytelling Fuels Scarcity and Demand Amanda McCrossin illustrates how narrative and personal connection make certain bottles iconic and drive up their market value, citing Napa's Screaming Eagle as a prime example. "Scarcity is really only informed by storytelling...what has made Napa Valley so successful is the storytelling element."

4. Transparency and Technology Are Raising the Bar Robbie Stevens shares Liv-ex's role in fostering trust: from vetting merchants, digitizing provenance, to benchmarking prices. The expansion of data access and seller management tools allows collectors to track market movements and optimize timing for liquidation.

Take a look at one item in your own collection, wine, art, or even another collectible, and think about it like an investor. What makes it valuable? How would you verify its authenticity, track its performance, and decide the right time to sell? Just doing that exercise will give you a new lens for appreciating your investments, and maybe even inspire your next move.

Find the Inspired Money channel on YouTube or listen to Inspired Money in your favorite podcast player. Andy Wang, Host/Producer of Inspired Money

Heather Younger is the Founder and CEO of Employee Fanatix, a leading consulting firm specializing in employee engagement, culture, and active listening. A bestselling author, TEDx speaker, and expert on empathy in leadership, she empowers organizations to build trust, inclusivity, and workplaces where every voice feels heard and valued. https://heatheryounger.com

Charlene Wheeless is a leadership strategist, executive coach, and bestselling author who helps leaders and organizations transform culture, elevate communication, and lead with authenticity and impact. A former Principal Vice President at Bechtel Corporation and member of Marshall Goldsmith's 100 Coaches, she is a sought-after speaker on resilience, empowerment, and purpose-driven leadership. https://charlenewheeless.com

Tiffany Yu is the CEO & Founder of Diversability, a 3x TEDx speaker, and the author of The Anti-Ableist Manifesto: Smashing Stereotypes, Forging Change, and Building a Disability-Inclusive World. She started her career at Goldman Sachs and was named to the 2025 Forbes Accessibility 100 List. At the age of 9, Tiffany became disabled as a result of a car accident that also took the life of her father. https://www.tiffanyyu.com

This episode is sponsored by Runnymede Capital Management. Get your free 3-minute financial plan at https://www.inspiredmoney.fm/getplan and discover your retirement age, income, and strategy today.

1. Leadership Is Adaptability in Action Charlene Wheeless shares how true leaders move beyond hierarchical models: "You quickly learn that hierarchical leadership is quite ineffective…If you can connect with someone, you can lead someone." Adaptability, active listening, and connecting with people on a one-on-one level turn authority into inspiration.

2. Vulnerability Is the New Power Tiffany Yu talks openly about leading with vulnerability and authenticity—especially in spaces that haven't historically made room for difference. "I believe that we have the capacity to be our full, authentic selves…Just different parts of it are showing up at different times." Her approach shows how vulnerability, not perfection, drives belonging and possibility.

3. Listening and Empathy Build Trust Heather Younger explains her unique practices for making teams feel truly seen and heard: "I always have this practice where if I'll present an idea…I let them basically overvote me. That creates a sense of safety. And they know what, they can trust me." Her actionable tips for active listening cut through disengagement and unlock deeper trust.

4. Integrity as a Strategic Asset The panel emphasizes how integrity isn't just a virtue. It's foundational to sustainable business success. Tiffany points out: "There is a business case for disability inclusion…how can we balance both the moral imperative with the economic imperative and have them in tandem?" Integrity shapes culture, attracts talent, and drives performance... not just reputation.

Your Inspired Money challenge for the week: choose one conversation where you'll listen with full attention. No distractions, no rehearsed responses... just presence. Notice how it changes the dynamic and what opens up as a result.

Find the Inspired Money channel on YouTube or listen to Inspired Money in your favorite podcast player. Andy Wang, Host/Producer of Inspired Money

Caroline Fiennes is the Founder and Director of Giving Evidence, an organization that promotes evidence-based charitable giving to ensure donations create measurable impact. A Visiting Fellow at Cambridge University and author of It Ain't What You Give, It's the Way That You Give It, she is recognized globally as a "charmingly disruptive" expert on effective philanthropy and has advised leading donors, companies, and foundations worldwide. www.giving-evidence.com

Paul G. Schervish is Professor Emeritus of Sociology and former Director of the Center on Wealth and Philanthropy at Boston College, where he pioneered research on the moral, social, and emotional dimensions of wealth and giving. A Fulbright Scholar and five-time honoree on The NonProfit Times "Power and Influence Top 50," he has shaped how scholars and practitioners understand philanthropy as both a financial and spiritual endeavor. http://www.bc.edu/cwp

Yvonne L. Moore is the Founder and Managing Director of Moore Philanthropy and President of Moore Impact, bringing over 25 years of experience across government, civil society, and philanthropy. A leading voice in equitable and cross-border giving, she helps families, individuals, and institutions design values-driven strategies that advance social impact in the U.S., Africa, and beyond. https://moorephilanthropy.com

Stephen Kump is President of DAFs at Foundation Source, where he leads innovative philanthropic solutions for donors, institutions, and workplaces. A former Bain consultant and U.S. Army officer, he is also the founder of Charityvest and Chairman of Teen Advisors, combining technology and purpose to expand access to effective giving. https://foundationsource.com

This episode is sponsored by Runnymede Capital Management. Get your free 3-minute financial plan at https://www.inspiredmoney.fm/getplan and discover your retirement age, income, and strategy today.

1. Building an Impactful Philanthropic Portfolio Caroline discusses why giving should be as strategic as any investment. Rather than random donations, align your charitable "portfolio" with your skills and resources—and verify that you're meeting real needs with evidence-based solutions. She advises, "It's important to think about what you have... Money is the most obvious thing, but there can be other things donors bring as well."

2. The Emotional Rewards of Giving Paul reveals that generosity is deeply connected to happiness and meaning. Drawing on Aristotle's concept of "philia"—friendship love—he explains, "The more you feel the people you are looking to help are actually yourself, or people like those whom you love...the greater is your generosity." Joy comes from connecting your giving to your deepest values.

3. Values-Driven and Relationship-Centered Giving Yvonne urges donors to engage their families and communities—not just write checks. Impact starts with understanding the problems you're trying to solve, ongoing donor education, and building trust with nonprofits. "Philanthropy is not about wealth, it's about worth and how you understand the worth of other people," she shares.

4. Technology and Financial Planning Tools for Greater Impact Stephen demystifies donor advised funds and tax-smart strategies, making giving frictionless and empowering donors to commit more, without financial strain. "We want to put a lot of focus on making the transactional frictionless so the relational can flourish," he says. From bunching to appreciated stock, financial tools are game changers for modern philanthropists.

Inspired Money Challenge: This week, take one intentional action toward generosity: set up a recurring donation, research a charity before giving, or simply give your time to someone who needs support. Do it with purpose, and notice how it makes you feel.

Find the Inspired Money channel on YouTube or listen to Inspired Money in your favorite podcast player.

Andy Wang, Host/Producer of Inspired Money

Ken McElroy is a multifamily real estate investor, author, and CEO of MC Companies, which manages more than $2 billion in assets nationwide. A popular YouTube creator, podcast host, and founder of The Collective Advisors Mastermind, he is dedicated to teaching others how to achieve financial freedom while giving back through the Sharing the Good Life Foundation. https://kenmcelroy.com

Neal Bawa is the CEO and Founder of UGro and Grocapitus, two data-driven commercial real estate investment firms with a portfolio of over 4,800 units and $1 billion in assets under management. Known as "The Mad Scientist of Multifamily," he is a leading voice in applying analytics, PropTech, and FinTech to transform real estate into a more transparent and tech-enabled asset class. https://grocapitus.com

Jay Papasan is a bestselling author and longtime executive at Keller Williams Realty International, where he has led education, publishing, research, and strategic content for the world's largest real estate company. CEO of Produktive and co-author of The ONE Thing (3.5M+ copies sold), Jay also co-owns Papasan Properties Group with his wife Wendy and hosts The ONE Thing and Think Like a CEO podcasts. https://www.jaypapasan.com

J Scott is an entrepreneur, investor, and bestselling author of five real estate books that have sold over 500,000 copies worldwide. A former Silicon Valley executive at Microsoft and eBay, he's now a partner at Bar Down Investments, where he currently owns and operates a $200M multifamily investment fund with over 1,100 units. https://www.jscott.com

Paul Moore is the Founder of Wellings Capital, a firm that manages 8 private equity commercial real estate funds. He is a seasoned commercial real estate investor with experience in multifamily, self-storage, and large-scale developments. An entrepreneur and author of two real estate books, Paul has completed over 100 property investments and regularly shares his expertise through podcasts, media appearances, and industry events. https://www.wellingscapital.com

This episode is sponsored by Runnymede Capital Management. Get your free 3-minute financial plan at https://www.inspiredmoney.fm/getplan and discover your retirement age, income, and strategy today.

1. The Power and Pitfalls of Niche Asset Classes Paul Moore's perspective on "boring but beautiful" sectors like self-storage and small-bay industrial assets emphasizes their recession resistance and long-term cash flow. He underlines: "A great property can be ruined by a mediocre operator, and a mediocre asset can be saved and prosper under a great asset manager." This theme of specialized knowledge—versus chasing trends—is critical for sustainable, risk-adjusted returns.

2. Leveraging Data, AI, and Hyperlocal Analysis Neal Bawa demonstrates how real estate investing is being revolutionized by artificial intelligence and predictive analytics. "All of our rent comps are now done by a tool called Manus…We're able to manage our properties better because our weekly reports on asset management are AI-generated," Neal shares. The key is using tech not just for efficiency, but for smart, precision targeting in investment decisions.

3. Strategic Asset Management—From Landlord to Business Owner Ken emphasizes the essential mindset shift from simply being a landlord to managing properties as scalable businesses. "If the asset is in really, really good shape, it's well capitalized, it's maintained, financially maintained…then it actually helps when you start to exit." Operational excellence—including robust asset management and leveraging both people and systems—drives sustainable value.

4. Aligning Values and Wealth: Impact Investing in Real Estate This episode dives into strategies for doing well while doing good. Jay Papasan highlights, "The money is good for the good it can do...wealth is great because we can make great change with it." Both he and J Scott discuss setting impact goals, engaging community, and integrating purpose into investment models—showing that profitability and purpose aren't mutually exclusive.

Your Inspired Money challenge for the week: take one step to move from "landlord thinking" to "asset manager thinking." Review a property you own, or one you're considering, and calculate its Net Operating Income. Ask yourself, "What simple change could increase cash flow or reduce costs?"

1. Warren Buffett
2. Charlie Munger
3. John Arrillaga
4. The Perfect Investment: Create Enduring Wealth from the Historic Shift to Multifamily Housing (Paul Moore)
5. CoStar Real Estate Manager
6. Yardi
7. Manus
8. William Wilberforce
9. Amazing Grace (2006 film)

Find the Inspired Money channel on YouTube or listen to Inspired Money in your favorite podcast player. Andy Wang, Host/Producer of Inspired Money