What happens when corporate “security” disappears overnight?

In this episode, Stephen Lee Thomas sits down with Mike Deaton, co-founder of Flipping Dirt, to break down his journey from being laid off at Microsoft to building a land flipping business with over 700 deals completed.

Mike shares how he and his wife pivoted into entrepreneurship, why land investing became their focus, and the lessons they learned the hard way through partnerships.

What You’ll Learn:

• How land flipping works as a business model
• Why your first deal is about confidence—not income
• The hidden risks of real estate partnerships
• How to think about failure as an entrepreneur
• Why deal flow matters more than perfection

Key Highlights:

• From dual layoffs to full-time entrepreneurship
• First land deal: $3K → $10K flip
• Why land offers more control than multifamily
• Lessons from deals that went underwater during COVID
• Building a business that fits your lifestyle

Connect with Mike: Website: https://flippingdirt.us/freedom

Facebook: https://www.facebook.com/mikeandligia

LinkedIn: https://www.linkedin.com/company/flipping-dirt

Connect with Us:

• Skool Community
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Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.

Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!

Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai.

What happens when you realize you like real estate — but not the part everyone assumes you should be doing?

In this episode of When Real Estate Gets Real, Stephen Lee Thomas talks with Will Harvey of Harvey Capital about his path from mortgage lending to flipping houses, passive investing, and eventually building a hard money lending business.

Will shares how he discovered that operations were not his strength — and that the finance side of real estate was where he truly belonged. The conversation digs into what changes when you begin managing investor capital, how to separate decision quality from outcomes, and why protecting capital matters more than chasing growth.

This is a valuable episode for operators who are still figuring out where they fit, as well as investors trying to better understand what makes a disciplined capital partner.

What You’ll Learn:

• How Will Harvey transitioned from house flips to hard money lending
• Why not every real estate investor should be an operator
• What changes when you start managing other people’s money
• How to think about good decisions vs bad outcomes
• Why protecting capital matters before scaling
• What most people misunderstand about raising capital
• How to identify your real estate superpower

Key Highlights:

• From mortgage business to real estate investing
• Why Will exited landlording and leaned into finance
• Lessons from a wedding venue deal that did not go to plan
• Building discipline as a fiduciary
• Scaling a lending business through a fund structure
• Why raising capital takes long-term relationship building
• The importance of staying in your lane and adding value

Connect with Will Harvey: Website: harvey-capital.com Email: Skool Community

• Website
• Facebook
• Instagram
• LinkedIn
• YouTube

Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.

Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!

Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai.

In this episode of When Real Estate Gets Real, Stephen Lee Thomas sits down with John Todderud of Cardinal Oak Investments to unpack the reality behind multifamily investing once the deal is done.

From managing tenants and operations to navigating investor expectations and market headwinds, this conversation reveals what most new operators aren’t prepared for.

John shares lessons from completing 9 deals, including the shift in responsibility when handling investor capital, the challenges of raising trust (not just money), and how today’s market is creating new opportunities for those paying attention.

• What changes after closing your first deal
• The biggest operational surprises in multifamily
• How investor responsibility shifts decision-making
• Why trust is the hardest part of raising capital
• How interest rates and lending impact deals
• Why today’s market may offer strong buying opportunities

• The difference between solo deals vs syndications
• Real challenges with bridge loans and cash flow
• Why investors shouldn’t make every decision
• The role of education in capital raising
• Leveraging your network when things get difficult

Connect with John: Email: john@cardinaloak.com Webiste: https://cardinaloak.com/

Connect with Us:

• Skool Community
• Website
• Facebook
• Instagram
• LinkedIn
• YouTube

Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.

Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!

Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai.