The Virginia Investor Podcast
Join the VIP Community for unfiltered stories of wins, losses, and expert insights on real estate investing in Virginia. Powered by Peak Property Management
EP69:Lessons from Managing 500 Rental Properties: What Every Landlord Should Know - with Brian McGowan
In this episode of The Virginia Investor Podcast, Stephen Glover sits down with Brian McGowan, founder of RedSail Property Management, to reveal what separates successful landlords from struggling ones. Brian shares key insights from managing hundreds of Hampton Roads rental properties, highlighting common financial traps like overpricing and relying on home warranties. The conversation covers essential strategies for tenant screening, resident retention, and maintaining minimum property standards to safeguard long-term returns.
Connect with us: Follow The Virginia Investor Podcast: @VAInvestorPod
Learn more about Peak Property Management: Subscribe @JoinPeakPM
Stream the full episode on all p...
VLP EP31: How Do I Handle Roommates Who Are Breaking Up or Arguing?
How to Handle Roommate Disputes & Breakups Like a Pro 🔑
In this episode of The Virginia Landlord Playbook, we discuss how to manage roommate conflicts and breakups legally and professionally without stepping into the role of a relationship counselor. Stephen Glover breaks down independent tenant screening, releasing liability, lease amendments, and critical rules around domestic violence situations. 📑✨
At Peak Property Management, we take the stress out of landlord-tenant logistics with battle-tested leases and expert oversight designed to protect your investment. Partner with us to keep your properties running smoothly: https://peakpropertymanagement.com 🏢💼
DISCLAIMER:
This content...
EP68:Understanding the Money Behind Real Estate: Rates, Loans & Lending - with Lindy Pond
In this episode of *The Virginia Investor Podcast*, host Stephen sits down with mortgage banking expert Lindy Pond to unpack high-impact real estate financing strategies and DSCR lending. Lindy shares crucial market insights on how 10-year Treasury yields impact mortgage rates and reveals why lowering your listing price before refinancing can severely lower your loan valuation. Together, they walk through the mechanics of DSCR loans, portfolio financing, bridge options, and red flags to watch out for when vetting private lenders. Plus, Lindy reveals how she is building generational wealth alongside her son with a strategy to acquire ten rental...
VLP EP30: My Resident Wants to Break Their Lease. What Should I Do?
How to Handle Early Lease Breaks Like a Pro 🔑
In this episode of The Virginia Landlord Playbook, we discuss how to navigate early lease termination requests by establishing a clear early termination policy in your lease, protecting your rental income while providing flexibility when unexpected life changes happen. 📑✨
At Peak Property Management, we take the stress out of landlord-tenant logistics with battle-tested leases and expert oversight designed to protect your investment. Partner with us to keep your properties running smoothly: https://peakpropertymanagement.com 🏢💼
DISCLAIMER:
This content is meant for general informa...
EP67:Building a Life By Design Through Intentional Real Estate Investing - with Sandra Arnold
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with real estate investor and licensed Class A contractor Sandra Arnold. Overcoming childhood instability in Sweden to build a 16-year career at a Big Four accounting firm, Sandra eventually stepped away from corporate life to prioritize family stability and time freedom. She candidly shares her journey from Sweden to Richmond, detailing the lessons learned from her first turnkey rental to diversifying her portfolio with private lending and build-to-rent projects. Driven by her "why" rather than money or ego, Sandra offers a refreshing perspective on how an...
EP66:Designing Richmond: How Walter Parks Helped Transform a City
In this episode, Stephen Glover chats with architect and developer Walter Parks about his role in reshaping Richmond through more than 1,000 projects and 20,000+ apartments. Walter shares how growing up in historical cities like Athens and Izmir inspired his passion for architecture and historic tax credit redevelopments. He breaks down how his mind works when evaluating new sites, solving complex design puzzles, and balancing investor goals with community impact. It’s a fascinating look into the intersection of design, real estate investing, and urban stewardship.
Connect with us: Follow The Virginia Investor Podcast: @VAInvestorPod
Learn more about Pe...
EP65:Seven Failed Deals Before the First Win. Go For Broke - with Robert Haggerty
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with investor, entrepreneur, and former firefighter Robert Haggerty to unpack his relentless journey toward financial freedom. From surviving an unstable childhood and battling California wildfires on an elite Hotshot crew to navigating seven failed deals before closing his first wholesale property, Robert shares how sheer grit and resourcefulness paved his path to success. He pulls back the curtain on spending over $30,000 on Rich Dad Poor Dad training, joining their traveling sales team, and diversifying his investments across creative finance, sober-living homes, flips, Airbnbs, and commercial syndications.
EP64: Invest Outside the Masses: Building Wealth Differently - with Mike Cobb
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with Mike Cobb, co-founder and CEO of ECI Development, who has spent nearly three decades building businesses and developing real estate across Latin America. Mike shares his journey from growing up in rural Pennsylvania and spending summers in Austria to becoming a top salesman at Radio Shack and building a massive computer manufacturing supplier for federal contractors. He reflects on how a surprise trip to Belize led to identifying a massive gap in overseas property financing, sparking the creation of his international mortgage and real estate...
EP63: Skip the Car, Buy Real Estate! Investing with Discipline and Delayed Gratification -- with Dave Seibert
In this episode of The Virginia Investor Podcast, Stephen Glover sits down with Dave to explore how he bypassed the traditional college path to build an 18-year real estate career in Richmond. Dave breaks down how he bought his first VCU property using an FHA loan, tax credits, and house hacking to eliminate his living expenses. He shares the power of sweat equity, self-teaching renovation trades, and navigating personal turning points as an entrepreneur. Plus, Dave reveals his next big move launching a new boutique brokerage model, McLaughlin Seibert.
🌐 Learn more about McLaughlin Seibert:
Visit Dave's websi...
EP62:Using AI to Build A Better Brokerage - with Chris Lloyd
In this episode of The Virginia Investor Podcast, host Stephen Glover speaks with Chris Lloyd, a VMI graduate, real estate investor, and co-founder of Axiom Property Group. Chris shares how growing up in a military family and competing as a high-level triathlete shaped his fierce discipline and leadership mindset. He breaks down his pivot into real estate, buying his first house hack, and leveraging hard-learned lessons to build a thriving business. Tune in to explore practical strategies for house hacking, investor-focused real estate, and taking decisive action to achieve success.
Connect with us: Follow The Virginia Investor...
EP61:From the High Seas to Building Houses - with Sarah Stamper
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with Sarah Stamper, owner of Reno RVA, a rental property investor, Class A contractor, and former maritime professional. Sarah shares her remarkable journey from breaking barriers as a quartermaster on harbor tugs in the Gulf Coast to building a thriving real estate and construction business in Richmond, Virginia. She dives deep into how the grit, discipline, and problem-solving skills learned on the high seas directly translated into executing land subdivisions and navigating complex development projects.
Stream the full episode on all platforms! 🎧
Conn...
EP60:Big Deals, Bold Moves & a Career Built on Creating Opportunity - with Chris Corrada
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with industry veteran Chris Corrada to break down his remarkable journey through commercial real estate, from competitive sports and early mentorship to leading high-stakes developments. Chris shares deep insights on capitalizing on market cycles, including the strategic acquisition of Richmond’s iconic James Center and the art of turning raw land into structured, high-value assets. He reveals what it takes to navigate major economic shifts like the 2008 financial crisis while scaling a legacy family office portfolio over 13 years.
Stream the full episode on all pla...
EP59:Built by Discipline: Leadership, Law & Real Estate - with Jim Driggs
In this episode, host Stephen Glover sits down with real estate attorney and business leader Jim Driggs to explore how foundational discipline translates directly into long-term professional success. Jim shares powerful lessons from his background in competitive swimming, VMI, and SEAL Team PT, highlighting how mastering basic mechanics and enduring shared struggle create unbreakable trust. He breaks down his evolution from home sales to general practice law, offering crucial real estate investor insights on updating lease contracts, navigating changing landlord-tenant statutes, and maintaining a strict fiduciary mindset.
Stream the full episode on all platforms! 🎧
Connect wit...
EP58:Get In The Room: Create Opportunity Instead of Waiting for It - with Julian Rivera
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with realtor, DJ, and entrepreneur Julian Rivera to uncover the defining moments that shaped his personal and professional journey. Julian opens up about turning early legal setbacks into his personal "college" experience, taking full accountability, and pivoting his life toward fashion, music, and eventual real estate success. The conversation dives deep into the power of unapologetic authenticity, showing how Julian leveraged his existing network and event host background to build a thriving real estate career on his own terms. Stephen and Julian offer a masterclass in...
EP57:How a $1 Million Loss Built a Successful Real Estate Entrepreneur - with Ryan Rice
In this episode, host Stephen Glover speaks with Ryan Rice about his journey from running a college painting business to overseeing a $4 billion corporate portfolio. Ryan reveals how rolling up your sleeves and leading by example is the ultimate way to earn team respect and authority. He also breaks down strategies for overcoming major business setbacks by choosing long-term ethical integrity over quick fixes. It is a powerful conversation packed with timeless lessons on grit, resilience, and operational growth.
Stream the full episode on all platforms! 🎧
Connect with us: Follow The Virginia Investor Podcast: @VAInvestorPod
...
EP56:From Pipefitter to Building a 2,000+ Investor Community- with Thomas DeLegge
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with Tom DeLegge to detail his transition from pipe fitter to commercial lender and leader of Young Investors in Real Estate. Tom shares how watching his family navigate the 2008 crash shaped his focus on capital access, liquidity, and securing financing. He breaks down how leveraging sweat equity, earning respect through active listening, and avoiding common lending traps help investors build scalable portfolios. Tune in to discover actionable strategies for navigating commercial financing and building a strong network to accelerate your real estate journey.
Stream...
EP55:Losing $500,000, Battling Depression, And Starting Over- with Josh Staneart
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with Josh Staneart to unpack the hard-learned lessons of scaling too fast, bad partnerships, and surviving a $500,000 financial loss. Josh opens up about wiping out his $180,000 personal savings and the heavy mental health toll that followed. He candidly shares the humbling reality of losing basic household necessities while working through mountain-loads of debt. Ultimately, Josh reveals how extreme ownership, faith, and a shift to a service-first mindset powered his journey toward full recovery.
Stream the full episode on all platforms! 🎧
Connect with us...
EP54:Building through Booms and Busts: 30 years of Real Estate Success- with Rick Jarvis
In this episode, Stephen Glover sits down with industry veteran Rick Jarvis to unpack three decades of real estate experience in the Richmond market. Rick shares key insights on navigating economic cycles, leveraging hard market data over fear, and using strategic pricing models to maximize deal value. He also breaks down how to scale a high-performing team by building operational redundancies and fostering a strong post-pandemic culture. Packed with actionable wisdom, this conversation is a must-listen for anyone looking to de-risk their portfolio and out-educate the competition.
Stream the full episode on all platforms! 🎧
Connect wit...
EP53:From Disadvantage to Doctorate: A Wealth-Building Mindset- with Anthony Duncan
In this episode, we sit down with Anthony Duncan, a clinical psychologist turned powerhouse entrepreneur, to explore his inspiring journey from overcoming childhood adversity to scaling massive business systems. Anthony shares how surviving a childhood house fire shaped his drive for financial independence and how his psychology background helped him master the operational systems required to build a multi-regional franchise. We dive deep into his core wealth-building philosophy, mapping out exactly how to transition high-tax, transactional business cash flow into long-term, tax-shielded real estate assets.
Stream the full episode on all platforms! 🎧
Connect with us: Foll...
EP52:From the Firehouse to Financial Freedom- with Kyle Murphy
In this episode, host Stephen Glover sits down with Kyle Murphy, a Deputy Chief and Shift Commander who successfully bridged the gap between public service and savvy entrepreneurship. Kyle reveals how he mastered creative financing strategies like seller financing and "subject-to" deals to build a powerful rental property portfolio safely. He opens up about the grit required to launch a roll-off dumpster business, the importance of an unwavering support system, and how his firefighter discipline keeps him calm under pressure. Kyle also highlights his passion for financial education, detailing how he uses the firehouse whiteboard to mentor the next...
EP51: From Self-Doubt to Confidence and Freedom Through Real Estate - with Andrew Welker
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with Andrew Welker to share how he went from years of self-doubt and inaction to averaging 2-3 wholesale deals per month, retiring his wife, and building a rental portfolio. Andrew opens up about his journey through high-ticket construction sales and how mastering phone sales and follow-up ultimately gave him the confidence to jump full-time into real estate. The conversation dives deep into the realities of modern wholesaling, the power of surrounding yourself with an abundance-minded network, and why consistent daily action always beats raw talent. Finally...
EP50:Creating Opportunity, Overcoming Tragedy, and Building a Lasting Legacy- with Daryle Parker
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with Daryle Parker to break down his inspiring journey from working a grueling night shift at a rock quarry to becoming a top-tier sales performer and real estate investor. Daryle shares invaluable childhood lessons on financial freedom, highlighting how his father aggressively utilized a debt snowball method to eliminate their mortgage in just nine years on a modest salary. He opens up about the pivotal moment he walked away from corporate stability to take a 100% commission risk, proving that true success comes down to taking relentless...
EP49:Investing, Developing, and Scaling a Property Management Empire - with Duke Dodson
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with local real estate legend Duke Dodson to explore his journey from a sports-obsessed kid in Virginia to a national leader in property management. Duke shares how watching his mother launch a grassroots home business inspired his own entrepreneurial drive, leading him to transition from a corporate mortgage role into the world of creative real estate investing. He details the highs and lows of his early career, including leveraging historic tax credits, and collaborating with a tight-knit network of Richmond's sharpest real estate minds. Finally, Duke...
EP48:Flips, New Construction, and Building the Right Way- with Kristen Colyvas
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with Kristen Colyvas to explore her inspiring journey from the hospitality and wellness industries into the world of real estate. Kristen shares how her deep family roots in the trades and her husband’s extensive background in custom homebuilding shaped their dynamic real estate business. She opens up about the tactical strategies she used to rebuild her network after relocating back to Richmond, including the power of micro-teams and personalized letter-writing campaigns. Listeners will gain valuable insights into how this powerhouse duo navigates the competitive local ma...
VLP EP29: How To Find A Real Estate Mentor
In this episode of The Virginia Landlord Playbook, we discuss how to find mentors in real estate by building genuine relationships, adding value, surrounding yourself with the right people, and consistently taking action.
DISCLAIMER:
This content is meant for general informational and educational purposes only. It is not intended to be legal, financial, tax, or investment advice. Always consult a qualified professional for guidance specific to your situation.
EP47:Building Wealth Through Master Leasing & Rental Arbitrage - with Dario Cruz
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with Dario Cruz to explore his inspiring transition from a blue-collar HVAC background to a thriving career in real estate investing. Dario pulls back the curtain on his journey through wholesaling and flipping, including a massive $70,000 first deal and a memorable flip that unexpectedly gifted him a 1970 El Camino. He shares how he ultimately found his lucrative niche in Fredericksburg, where he now manages 30 units using master leasing and rental arbitrage. Packed with raw, honest advice, this conversation is a masterclass in overcoming analysis paralysis, maintaining...
VLP EP28: Why the Resident Experience Drives ROI
In this episode of The Virginia Landlord Playbook, we discuss how resident experience impacts retention, day-to-day operations, and overall return on investment.
DISCLAIMER:
This content is meant for general informational and educational purposes only. It is not intended to be legal, financial, tax, or investment advice. Always consult a qualified professional for guidance specific to your situation.
VLP EP27: How to Handle Mold Complaints
In this episode of The Virginia Landlord Playbook, we discuss how landlords should respond to mold complaints with proper investigation, timely communication, and thorough documentation to reduce risk and ensure proper handling.
DISCLAIMER:
This content is meant for general informational and educational purposes only. It is not intended to be legal, financial, tax, or investment advice. Always consult a qualified professional for guidance specific to your situation.
EP46:Building Wealth, Marriage, and Real Estate - with Rocio Espericueta
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with Rocio Espericueta to unpack the powerful transition from a restrictive corporate mindset to true entrepreneurial freedom. Rocio shares her firsthand experience on how she and her husband, Carlos, successfully balance their marriage while scaling multiple real estate and property management businesses. She dives deep into the operational power of the EOS framework, shedding light on how defining strict organizational lanes as an Integrator allows a business to thrive sustainably. Ultimately, this inspiring conversation highlights why getting comfortable with discomfort and leading with a people-first approach...
VLP EP26: How to Turn One Rental Into A Scalable Portfolio
In this episode of The Virginia Landlord Playbook, we discuss how landlords can scale from one property into a larger portfolio through intentional strategy, strong systems, and the right financing approach.
DISCLAIMER:
This content is meant for general informational and educational purposes only. It is not intended to be legal, financial, tax, or investment advice. Always consult a qualified professional for guidance specific to your situation.
VLP EP25: What Is The Biggest Mistake New Landlords Make
In this episode of The Virginia Landlord Playbook, we discuss the biggest mistake new landlords make and how to avoid it through proper planning, strong systems, and clear expectations.
DISCLAIMER:
This content is meant for general informational and educational purposes only. It is not intended to be legal, financial, tax, or investment advice. Always consult a qualified professional for guidance specific to your situation.
EP45:Built Through Relationships: How Tom Hacku Replaced His Salary with One Deal
In this episode of The Virginia Investor Podcast, host Stephen Glover sits down with Tom Hacku, who shares his inspiring transition from a stable career as an Occupational Therapist to a full-time real estate investor in Richmond, Virginia. Rather than relying on traditional, expensive marketing campaigns like direct mail or cold calling, Tom successfully scaled his entire business by investing heavily in organic networking, building deep relationships, and simply focusing on being an honest, low-friction person to work with. He opens up about trading a safe healthcare job for financial freedom, using his medical background to build trust with...
VLP EP24: How to Manage A Rental While Living Out of State
In this episode of The Virginia Landlord Playbook, we discuss how landlords can successfully manage rental properties while living out of state by leveraging strong systems, communication, and vendor relationships.
DISCLAIMER:
This content is meant for general informational and educational purposes only. It is not intended to be legal, financial, tax, or investment advice. Always consult a qualified professional for guidance specific to your situation.
VLP EP23: What Systems Should Landlords Have in Place?
In this episode of The Virginia Landlord Playbook, we discuss the key systems landlords should have in place to operate efficiently, maintain consistency, and support long-term growth.
DISCLAIMER:
This content is meant for general informational and educational purposes only. It is not intended to be legal, financial, tax, or investment advice. Always consult a qualified professional for guidance specific to your situation.
EP44:Rob Long Raised Millions using a Land Lease and a Vision
In this episode, Stephen sits down with Richmond entrepreneur Rob Long, the founder of River City Roll, Bar West, and Surf Dating. Rob breaks down his high-level transition from investment banking to local business icon, specifically detailing how he leveraged a vision and a complex 50-year land lease to raise millions in capital. From navigating the pressures of major commercial deals to the importance of being a "good teammate," Rob shares the mindset required to build community staples while maintaining the conviction to pivot and scale at a high level.
Stream the full episode on all platforms! 🎧
<...VLP EP22: When to Hire A Property Manager
In this episode of The Virginia Landlord Playbook, we discuss when it makes sense for landlords to hire a property manager based on time, complexity, and growth goals.
DISCLAIMER:
This content is meant for general informational and educational purposes only. It is not intended to be legal, financial, tax, or investment advice. Always consult a qualified professional for guidance specific to your situation.
VLP EP21: What Insurance Coverages Do Landlords Need
Insurance is a critical part of protecting a rental property. 🏡
In this episode of The Virginia Landlord Playbook, we explain the key insurance coverages landlords should consider to protect their property and income.
DISCLAIMER:
This content is meant for general informational and educational purposes only. It is not intended to be legal, financial, tax, or investment advice. Always consult a qualified professional for guidance specific to your situation.
EP43:The Wholesaler Mindset: How to Talk to Sellers & Dispo Deals with Forrest McGhee
In this episode, Stephen Glover talks with Forrest McGhee, a seasoned real estate investor and Class A contractor who has completed hundreds of wholesale deals. Forrest breaks down the "wholesaler mindset," offering practical advice on how to talk to sellers and build a professional disposition process. Moving beyond theory, he shares how to transition from contractor to investor and how to find real opportunities in the Virginia market.
Stream the full episode on all platforms! 🎧
Connect with us: Follow The Virginia Investor Podcast: @VAInvestorPod
Learn more about Peak Property Management, subscribe @JoinPeakPM
#The...
EP43:The Wholesaler Mindset: How to Talk to Sellers & Dispo Deals with Forrest McGhee
In this episode, Stephen Glover talks with Forrest McGhee, a seasoned real estate investor and Class A contractor who has completed hundreds of wholesale deals. Forrest breaks down the "wholesaler mindset," offering practical advice on how to talk to sellers and build a professional disposition process. Moving beyond theory, he shares how to transition from contractor to investor and how to find real opportunities in the Virginia market.
Stream the full episode on all platforms! 🎧
Connect with us: Follow The Virginia Investor Podcast: @VAInvestorPod
Learn more about Peak Property Management, subscribe @JoinPeakPM
#The...
VLP EP20: How to Avoid Eviction Court Mistakes
In this episode of The Virginia Landlord Playbook, we discuss how landlords can avoid common eviction mistakes through proper documentation, process, and compliance.
Evictions are complex, and mistakes can be costly. Preparation is crucial.
DISCLAIMER:
This content is meant for general informational and educational purposes only. It is not intended to be legal, financial, tax, or investment advice. Always consult a qualified professional for guidance specific to your situation.
