Matthew Gray, CFP®
The Financially Fit Couple
Hey there, and welcome to the Financially Fit Couple! This podcast is all about answering the questions busy, married couples find themselves asking about their finances. I’m Matthew Gray, your host and a Certified Financial Planner. Join me as I interview topic experts and other couples just like you to find out how to pursue your goals and live financially healthy lives. Let’s get started!
Author
Matthew Gray, CFP®
Category
Podcast website
Latest episode
Jul 6, 2026
Where to listen?
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Episodes
S2 E15: Selling Your Business with Kyle Glenn 06.07.2026 41:09
Matthew Gray hosts The Financially Fit Couple and interviews Kyle Glenn, a CERTIFIED FINANCIAL PLANNER and Certified Exit Planning Advisor, about selling a business as part of retirement planning. Glenn explains common triggers for selling—retirement, margin pressure from inflation, employee turnover, and burnout. He also notes research showing roughly 80% of listed businesses don’t sell, making e...
S2 E14: Financing Residential Investment Property with Sol Skolnick 22.06.2026 37:59
Matthew Gray interviews mortgage banker Sol Skolnik (“Professor Home Loan”) about financing residential investment properties. Skolnik explains his background entering lending in 2006 and why sustainable loan fit matters after seeing risky pre-crash products. They cover who should consider rentals, including portfolio diversification, landlord responsibilities, and using managing agents. Skolnik...
S2 E13: Building a Business Beyond Yourself with Brad Cohen 08.06.2026 50:42
Matthew Gray interviews Harrisonburg/Shenandoah Valley REALTOR ® Brad Cohen about moving from solo agent to building Connexa, a boutique brokerage. Brad shares his early start in real estate as a college student, selling 27 homes his first year by networking, taking undesirable leads, and learning business-building skills not taught in licensing. Brad explains the necessity and vision behind star...
S2 E12: Biblically-Based Investing with Josh Hanna 25.05.2026 33:31
Matthew Gray interviews Josh Hanna, of Inspire Investing, about faith-based, biblically responsible investing. Josh explains his shift from broad index funds after discovering exposure to abortion and pornography, and describes stewardship as owning part of a business and profiting from its activities. Inspire uses a proprietary Inspire Impact Score with eight negative screens—abortion, pornograp...
S2 E11: Teaching Your Kids About Money with Rebecca Irey 11.05.2026 48:14
Matthew Gray interviews Rebecca Irey, founder and CEO of Blue Sky Financial and a mother of seven, about raising financially independent kids through practical, hands-on experiences. Rebecca shares early lessons like having her daughter earn money for a “My Size Barbie,” using savings interest as incentive, and teaching budgeting by assigning kids responsibility for planning and buying groceries t...
S2 E10: Money Matters in Marriage with Carine & Joe Keenan 28.04.2026 54:21
Host Matthew Gray welcomes Carine Keenan, a marriage and family therapist, and Joe Keenan, a CFP and CPA, to discuss why money commonly fuels conflict in busy marriages and how couples can turn disagreements into growth. They explain that money issues often connect to safety and security, with saver–spender differences frequently rooted in childhood “money classroom” experiences and personal value...
S2 E9: Money Talk for Couples with Sarah Carr 13.04.2026 54:18
Matthew Gray hosts an episode of the Financially Fit Couple with guest Sarah Carr, a CFP® and certified financial therapist, to discuss how couples communicate about money. Sarah explains financial therapy as the convergence of financial planning and mental health, clarifying she is not a licensed mental health clinician and does not diagnose or create treatment plans, but helps identify emotional...
S2 E8: Selling Your Home with Rick Williams 30.03.2026 46:29
Matthew Gray hosts and welcomes repeat guest Rick Williams, a licensed Virginia realtor with Kline May Realty, to explain the home-selling process. Rick emphasizes that selling is more than listing and waiting, and outlines common seller mistakes such as doing major renovations without advice, waiting for “perfect timing,” and leaning on friends instead of professionals. He describes how he price...
S2 E7: Becoming a Business Owner with Michael Sharp 16.03.2026 40:45
Matthew Gray interviews attorney Michael Sharp about the risks and process of leaving stable employment to start a business while married with young children. Sharp, owner of Sharp Litigation, PLC in Harrisonburg, Virginia, describes moving from associate to partner and managing partner at a larger firm, then realizing partnership has a different vision of ownership, values, teamwork, and strategi...
S2 E6: How to Make Good Financial Decisions with Jeff Hulett 02.03.2026 1:01:39
Host Matthew Gray, welcomes personal finance professor and behavioral economist Jeff Hulett to discuss why people struggle to make good financial decisions even when they know what they should do. Jeff contrasts objective business decision-making with common consumer behavior and explains three drivers of poor decisions: human neurobiology, short-term thinking, and an American “buy now, pay later”...
S2 E5: Aligning Investments with Your Values featuring Jordan Tucker 16.02.2026 44:42
In this episode of the Financially Fit Couple, host Matthew Gray, a certified financial planner, is joined by Jordan Tucker from Impax Asset Management to discuss ethically screened investing. The conversation covers the history, principles, and current practices of sustainable investing, emphasizing how investors can align their investments with their values without sacrificing performance. Jord...
S2 E4: Financial Coaching vs Planning with Lindsey Scott 02.02.2026 36:10
In this episode of the Financially Fit Couple podcast, host and certified financial planner Matthew Gray welcomes financial coach Lindsey Scott to discuss the practical and emotional aspects of financial coaching and planning. The conversation explores their different yet complementary roles, with Lindsey emphasizing the importance of understanding personal finance basics and building good habits,...
S2 E3: Embracing Career Changes with The Stevens 19.01.2026 1:00:20
In this episode of the Financially Fit Couple podcast, host Matthew Gray interviews John and Alexis Stevens, a married couple from Harrisonburg, Virginia, who share their unique career journeys and the financial implications of making significant career changes. John recounts his transition from a high school math teacher to a meteorologist and then to an IT trainer, while Alexis discusses her sta...
S2 E2: Navigating Student Loans with Mackenzie Ellis 05.01.2026 54:41
In this episode of the Financially Fit Couple podcast, host Matthew Gray, a certified financial planner, speaks with Mackensie Ellis from Grad Fin about financing education through student loans. The discussion covers key points such as the difference between federal and private student loans, the application process, and various repayment and forgiveness options. The episode also delves into upc...
S2 E1: What You Need to Know For Home & Auto Insurance 22.12.2025 38:08
In this episode of the Financially Fit Couple podcast, host Matthew Gray welcomes Teri Janes from LD&B Insurance to discuss essential insurance policies for married couples. They delve into the intricacies of home and auto insurance, including dwelling coverage, personal property, liability, comprehensive, and collision coverages. Teri explains various endorsements like guaranteed replacement...
Episode #11 - Fitness & Finance Parallels with Raymond Brown 03.11.2025 44:56
In this episode of the Financially Fit Couple, Matthew Gray welcomes Raymond Brown to discuss the importance of consistency and community in achieving fitness and financial goals. Raymond shares his personal journey growing up in an unhealthy environment and how he turned to sports and fitness as a vital outlet. Now, as a dedicated husband and father, Raymond emphasizes integrating movement into d...
Episode #10 - Beyond the Transaction with Josiah Rider 15.10.2025 42:16
In this episode of the Financially Fit Couple, host Matthew Gray is joined by Josiah Rider from Atlantic Union Bank. They discuss the value of building a strong relationship with your banker, especially for busy married couples managing their finances. Key topics include the significance of having a personal banker, the advantages of home equity lines of credit, how major life events should promp...
Episode #9 - Estate Planning Demystified with Beth Driver 30.09.2025 49:19
In this episode of the Financially Fit Couple, Matthew Gray is joined by Beth Driver, an attorney specializing in estate planning at Evans Driver in Harrisonburg, Virginia. Together, they explore the importance of estate planning for married couples aged 30 to 50 with children at home. Beth shares her personal journey into estate planning and discusses key elements such as wills, power of attorne...
Episode #8 - Big Beautiful Bill Implications with Billy Hay 16.09.2025 42:52
In this episode of the Financially Fit Couple podcast, host Matthew Gray welcomes Billy Hay to discuss the latest changes in tax legislation and what they mean for busy married couples with kids. They dive deep into key topics such as adjustments in charitable giving, state and local taxes (SALT), auto loan interest deductions, clean energy credits, tip and overtime taxation, bonus depreciation,...
Episode #7 - Life Insurance Explained with Tessa Von Lossberg 28.08.2025 34:16
In this episode of the Financially Fit Couple, Matthew Gray engages with Tessa Von Lossberg from LD&B Financial to delve into the often-overlooked yet crucial topic of life insurance. Tessa shares her unexpected journey into life insurance and emphasizes its importance in a comprehensive financial plan. They discuss the basics of life insurance, distinguish between term and permanent policies...
Episode #6 - Beyond the Diploma: Measuring the ROI of Education with Aaron Cosner 06.08.2025 40:22
In this episode, host Matthew Gray speaks with Aaron Cosner, Upper School Principal at Redeemer Classical School in Harrisonburg, Virginia. They delve into the complex topic of investing in education, both primary and secondary, discussing the nuances between public and private schooling. Aaron shares his personal journey through different educational landscapes and provides insights on how variou...
Episode #5 - Building Wealth Through Delayed Gratification with Malachi Bontrager 21.07.2025 50:41
In this episode of the Financially Fit Couple podcast, host Matthew Gray dives into the intricacies of financial planning for young married couples with guest Malachi Bontrager, a financial advisor at LD&B Financial. The discussion covers the principles of balancing immediate financial desires with long-term goals, emphasizing the importance of intentional planning and the concept of delayed g...
Episode #4 - From Drummer to Real Estate Investor with Bryce Rodgers 30.06.2025 27:37
In this episode of the Financially Fit Couple, host Matthew Gray talks with Bryce Rogers about his journey from being a professional drummer to owning multiple rental properties. Bryce shares his experiences, the resources he used to educate himself, the challenges and benefits of self-managing versus hiring a property manager, and how he and his wife have worked together in their investment endea...
Episode #3 - Protecting Your Income with Grayson Owen 18.06.2025 34:17
In this episode of the Financially Fit Couple podcast, host Matthew Gray is joined by disability insurance expert Grayson Owen. They discuss the importance of disability insurance, the types of coverage available, and how to determine the right plan for your needs. The conversation covers key factors like elimination periods, benefit duration, and premium costs, emphasizing the need for proactive...
Episode #2 - The Home Buying Journey with Rick Williams 05.06.2025 58:30
In this episode Matthew Gray is joined by Rick Williams, a seasoned real estate expert, to discuss the intricacies of the home buying process. They cover various aspects from determining readiness to engage with a realtor, the importance of pre-approval, to understanding buyer beware states. Rick also sheds light on the benefits of having a dedicated real estate agent, the timeline from offer to c...
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