What do you do when you're rich on paper but cash poor?

In this episode, We sit down with Joshua Wilson, a seasoned entrepreneur who went from building a $25M real estate portfolio to buying businesses that generate real cash flow. He opens up about the hard lessons he learned during the 2008 recession, how he started with nothing, and why he made the shift from real estate to business acquisitions.

Joshua talks about what it really takes to buy and grow companies—from saving his first down payment as a driver, to managing over 160 employees across four states. He breaks down the importance of leadership, doing proper due diligence, and how one failed deal in Miami reshaped his entire strategy. He also shares his future plans for expansion and invites listeners to partner with him in upcoming deals.

This conversation is all about smart investing, learning from failure, and staying focused on the bigger goal. Whether you’re just getting started or looking to pivot, Joshua’s story offers a clear and honest look into what building real wealth through business acquisitions looks like.

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Key Topics:

-Starting in real estate during a recession

-Shifting from real estate to business buying

-Learning from failed deals and doing better due diligence

-Managing teams and leading with purpose

-Building cash flow through business ownership

===

🚨 Ready to Learn How to Flip Land? 🚨

Hey there! Dan and Mason have something exciting for you:

🎉 Join our FREE Ground Up Land Community! 🎉

Here’s what you’ll get:

✅ Expert tips on flipping land

✅ Connect with other land investors

✅ Ask questions & get real feedback

✅ Weekly calls with Dan & Mason – totally free!

Don’t wait—take the first step toward land investing success.

👉 Join for FREE at https://www.skool.com/grounduplandcommunity

===

Connect With Us:

https://linktr.ee/thebigpictureblueprint

Connect With Joshua Wilson

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

Instagram: therealjoshwilson

===

Jumpstart your land business with Ground Up Partners! 

We understand the challenge of finding capital in the land business. That's why we're here to provide all the funds you need to close your deals. No more worrying about finances; just bring us your signed contract. 

Visit www.gupland.com now to submit your deal and take the first step towards success.

Fuel Your Investments with Ground Up Partners!

===

Looking to diversify your portfolio with competitive returns?

We're launching a fund for accredited investors to invest passively and enjoy competitive returns.

Visit the link below to schedule a call with us today and take the first step toward growing your investments.

Dan Haberkost:  https://danhaberkost.com/looking-to-invest-passively/ 

Mason McDonald:  https://masonrmcdonald.com/ 

In this episode, we sit down with realtor Trent Cady to talk about his path from mortgage lending to building a successful family business in Del Mar. He shares what it’s like working with family, carving out his own brand, and how social media has helped him build a strong network.

We also talk about how Trent stays competitive in a changing market—balancing luxury and entry-level homes, offering renovation support, and keeping everything running smoothly with the right tools and team. He breaks down why trust, time management, and putting clients first are key to lasting success.

If you're starting out in real estate or looking to grow your business, Trent’s story offers real, practical advice. His journey shows how mindset, relationships, and a clear focus can lead to long-term growth!

===

Key Topics:

-How Trent Cady started in real estate and joined the family business

-Building a personal brand while working with family

-Using social media to grow a real estate network

-Balancing luxury listings with first-time buyers

-Staying focused on clients and long-term success

===

🚨 Ready to Learn How to Flip Land? 🚨

Hey there! Dan and Mason have something exciting for you:

🎉 Join our FREE Ground Up Land Community! 🎉

Here’s what you’ll get:

✅ Expert tips on flipping land

✅ Connect with other land investors

✅ Ask questions & get real feedback

✅ Weekly calls with Dan & Mason – totally free!

Don’t wait—take the first step toward land investing success.

👉 Join for FREE at https://www.skool.com/grounduplandcommunity

===

Connect With Us:

https://linktr.ee/thebigpictureblueprint

Connect With Trent Cady

LinkedIn: linkedin.com/in/trent-cady-729b8181

Website: mikecadyhomes.com/

===

Jumpstart your land business with Ground Up Partners! 

We understand the challenge of finding capital in the land business. That's why we're here to provide all the funds you need to close your deals. No more worrying about finances; just bring us your signed contract. 

Visit www.gupland.com now to submit your deal and take the first step towards success.

Fuel Your Investments with Ground Up Partners!

===

Looking to diversify your portfolio with competitive returns?

We're launching a fund for accredited investors to invest passively and enjoy competitive returns.

Visit the link below to schedule a call with us today and take the first step toward growing your investments.

Dan Haberkost:  https://danhaberkost.com/looking-to-invest-passively/ 

Mason McDonald:  https://masonrmcdonald.com/ 

In this episode, we sit down with Andrew Cushman, a former chemical engineer turned real estate investor, to talk about long-term success, market timing, and building a strong foundation for growth. He shares how he transitioned from flipping houses to managing multi-family properties and why experience, structure, and the right team matter now more than ever.

Andrew breaks down today’s real estate market and how investor behavior is changing. He explains why raising capital is harder, what distressed assets mean for seasoned operators, and how to stay ahead by focusing on long-term value instead of short-term gains. We also dive into how he hires the right people, treats tenants with care, and builds a business that lasts decades, not just years.

We wrap with Andrew’s personal investment approach, how he finds balance between syndications and long-term holdings, and the value of mastermind groups in staying sharp. Whether you’re new to real estate or already in the game, this episode offers insight on how to stay focused, be patient, and grow with purpose!

===

Key Topics:

-How Andrew Cushman got started in real estate and built his business

-Why the market today needs more patience and smart planning

-What to know about buying distressed properties and long-term value

-How to build the right team and treat tenants the right way

-Why networking and having a clear plan help you stay ahead

===

🚨 Ready to Learn How to Flip Land? 🚨

Hey there! Dan and Mason have something exciting for you:

🎉 Join our FREE Ground Up Land Community! 🎉

Here’s what you’ll get:

✅ Expert tips on flipping land

✅ Connect with other land investors

✅ Ask questions & get real feedback

✅ Weekly calls with Dan & Mason – totally free!

Don’t wait—take the first step toward land investing success.

👉 Join for FREE at https://www.skool.com/grounduplandcommunity

===

Connect With Us:

https://linktr.ee/thebigpictureblueprint

Connect With Andrew Cushman

LinkedIn: linkedin.com/in/andrewcushmanvpa

Website: vpacq.com

===

Jumpstart your land business with Ground Up Partners! 

We understand the challenge of finding capital in the land business. That's why we're here to provide all the funds you need to close your deals. No more worrying about finances; just bring us your signed contract. 

Visit www.gupland.com now to submit your deal and take the first step towards success.

Fuel Your Investments with Ground Up Partners!

===

Looking to diversify your portfolio with competitive returns?

We're launching a fund for accredited investors to invest passively and enjoy competitive returns.

Visit the link below to schedule a call with us today and take the first step toward growing your investments.

Dan Haberkost:  https://danhaberkost.com/looking-to-invest-passively/ 

Mason McDonald:  https://masonrmcdonald.com/ 

In this episode, Dan and Mason open up about the tough lessons they’ve learned in business—from hiring missteps to failed partnerships and deals gone wrong. They talk about the value of hiring for culture, not just talent, and why having clear roles and a strong mission matters more than you think. They also share how partnerships with friends, while well-intentioned, can get messy without structure.

As the conversation unfolds, they dive into the real cost of rushing deals, ignoring red flags, and underestimating market shifts. You’ll hear honest reflections about procrastination, ego, and how easy it is to get distracted by what others are doing. Dan and Mason wrap it all by focusing on the long game—staying grounded, learning from the past, and building a business that lasts. Tune in for a relatable conversation for anyone who's been through the ups and downs and is still focused on growing!

===

Key Topics:

-Hiring the right people who fit your culture

-Why partnerships with friends can be risky

-Mistakes from rushing deals and ignoring warning signs

-How ego and procrastination hurt your business

-Learning from failure and focusing on long-term success

===

🚨 Ready to Learn How to Flip Land? 🚨

Hey there! Dan and Mason have something exciting for you:

🎉 Join our FREE Ground Up Land Community! 🎉

Here’s what you’ll get:

✅ Expert tips on flipping land

✅ Connect with other land investors

✅ Ask questions & get real feedback

✅ Weekly calls with Dan & Mason – totally free!

Don’t wait—take the first step toward land investing success.

👉 Join for FREE at https://www.skool.com/grounduplandcommunity

===

Connect With Us:

https://linktr.ee/thebigpictureblueprint

===

Jumpstart your land business with Ground Up Partners! 

We understand the challenge of finding capital in the land business. That's why we're here to provide all the funds you need to close your deals. No more worrying about finances; just bring us your signed contract. 

Visit www.gupland.com now to submit your deal and take the first step towards success.

Fuel Your Investments with Ground Up Partners!

===

Looking to diversify your portfolio with competitive returns?

We're launching a fund for accredited investors to invest passively and enjoy competitive returns.

Visit the link below to schedule a call with us today and take the first step toward growing your investments.

Dan Haberkost:  https://danhaberkost.com/looking-to-invest-passively/ 

Mason McDonald:  https://masonrmcdonald.com/ 

In this episode, we sit down with land investor Jon Jasniak to discuss his take on higher education, networking, and the changing landscape of learning. He shares why college helped him build connections but wasn’t essential for his success in land investing. We also dive into how AI, social media, and alternative education paths are reshaping opportunities today.

Jon takes us behind the scenes of his land business, explaining his marketing system, acquisition strategies, and how he navigates the competitive market. He also shares insights on subdividing land, seller financing, and building long-term wealth through real estate. Plus, he talks about his ownership of a Texas town and the vision behind turning it into a profitable venture.

Tune in for an insightful conversation about education, real estate, and finding success in unconventional ways!

===

Key Topics:

- Jon Jasniak’s view on college and networking

- How AI and social media change education and careers

- Land business marketing and deal-finding strategies

- The process of subdividing land and using seller financing

- Owning a town and turning it into a business

===

🚨 Ready to Learn How to Flip Land? 🚨

Hey there! Dan and Mason have something exciting for you:

🎉 Join our FREE Ground Up Land Community! 🎉

Here’s what you’ll get:

✅ Expert tips on flipping land

✅ Connect with other land investors

✅ Ask questions & get real feedback

✅ Weekly calls with Dan & Mason – totally free!

Don’t wait—take the first step toward land investing success.

👉 Join for FREE at https://www.skool.com/grounduplandcommunity

===

Connect With Us:

https://linktr.ee/thebigpictureblueprint

Connect With Jon Jasniak

LinkedIn: linkedin.com/in/jon-jasniak-330773142

Website: jazland.com

jonjasniak.com

===

Jumpstart your land business with Ground Up Partners! 

We understand the challenge of finding capital in the land business. That's why we're here to provide all the funds you need to close your deals. No more worrying about finances; just bring us your signed contract. 

Visit www.gupland.com now to submit your deal and take the first step towards success.

Fuel Your Investments with Ground Up Partners!

===

Looking to diversify your portfolio with competitive returns?

We're launching a fund for accredited investors to invest passively and enjoy competitive returns.

Visit the link below to schedule a call with us today and take the first step toward growing your investments.

Dan Haberkost:  https://danhaberkost.com/looking-to-invest-passively/ 

Mason McDonald:  https://masonrmcdonald.com/ 

In this episode, Dan and Mason dive into the power of networking and how to make it work for you. They kick things off with insights from the International Builders Show before unpacking different ways to expand your network—both inside and outside the real estate world. From banking and financial institutions to local government and professional associations, they break down where to focus your efforts.

But networking isn’t just about showing up—it’s about building real relationships. Dan and Mason discuss how to spot the right opportunities, make meaningful connections, and leverage social media to stay visible. They also share practical techniques to help you network with purpose and confidence. Whether you're new to the game or looking to level up, this episode is packed with insights to help you grow!

===

Key Topics:

-How to build real connections in real estate

-Where to find the best networking opportunities

-How to make meaningful connections that last

-Ways to use social media to grow your network

-Simple techniques to network with confidence

===

🚨 Ready to Learn How to Flip Land? 🚨

Hey there! Dan and Mason have something exciting for you:

🎉 Join our FREE Ground Up Land Community! 🎉

Here’s what you’ll get:

✅ Expert tips on flipping land

✅ Connect with other land investors

✅ Ask questions & get real feedback

✅ Weekly calls with Dan & Mason – totally free!

Don’t wait—take the first step toward land investing success.

👉 Join for FREE at https://www.skool.com/grounduplandcommunity

===

Connect With Us:

https://linktr.ee/thebigpictureblueprint

===

Jumpstart your land business with Ground Up Partners! 

We understand the challenge of finding capital in the land business. That's why we're here to provide all the funds you need to close your deals. No more worrying about finances; just bring us your signed contract. 

Visit www.gupland.com now to submit your deal and take the first step towards success.

Fuel Your Investments with Ground Up Partners!

===

Looking to diversify your portfolio with competitive returns?

We're launching a fund for accredited investors to invest passively and enjoy competitive returns.

Visit the link below to schedule a call with us today and take the first step toward growing your investments.

Dan Haberkost:  https://danhaberkost.com/looking-to-invest-passively/ 

Mason McDonald:  https://masonrmcdonald.com/ 

In this episode of The Big Picture Blueprint, Dan Haberkost and Mason McDonald break down why mastering this skill can be a game changer. They discuss how many in the industry overlook direct-to-seller strategies, even though they can unlock valuable opportunities. Whether it’s land, multifamily properties, or commercial real estate, knowing how to approach sellers directly can give you a major edge. 

They also share their insights from the International Builders Show, where they saw firsthand how many professionals still don’t utilize this approach effectively.

If you’re in real estate—or looking to get started—this conversation is a must-listen. Dan and Mason lay out the fundamentals of going direct to seller, the mindset shift needed to succeed, and how these principles apply to other industries beyond real estate. Tune in to learn how you can leverage these strategies to create long-term success!

===

Key Topics:

-Importance of direct-to-seller marketing in real estate

-How to identify and approach property owners

-Building trust and communication strategies

-Long-term follow-up and negotiation skills

-Applying direct-to-seller strategies to other industries

===

🚨 Ready to Learn How to Flip Land? 🚨

Hey there! Dan and Mason have something exciting for you:

🎉 Join our FREE Ground Up Land Community! 🎉

Here’s what you’ll get:

✅ Expert tips on flipping land

✅ Connect with other land investors

✅ Ask questions & get real feedback

✅ Weekly calls with Dan & Mason – totally free!

Don’t wait—take the first step toward land investing success.

👉 Join for FREE at https://www.skool.com/grounduplandcommunity

===

Connect With Us:

https://linktr.ee/thebigpictureblueprint

===

Jumpstart your land business with Ground Up Partners! 

We understand the challenge of finding capital in the land business. That's why we're here to provide all the funds you need to close your deals. No more worrying about finances; just bring us your signed contract. 

Visit www.gupland.com now to submit your deal and take the first step towards success.

Fuel Your Investments with Ground Up Partners!

===

Looking to diversify your portfolio with competitive returns?

We're launching a fund for accredited investors to invest passively and enjoy competitive returns.

Visit the link below to schedule a call with us today and take the first step toward growing your investments.

Dan Haberkost:  https://danhaberkost.com/looking-to-invest-passively/ 

Mason McDonald:  https://masonrmcdonald.com/ 

In this episode, Damion Lupo, CIO at Frametec and CEO at EQRP, shares his journey through both success and failure. He speaks plainly about the hard lessons learned from early struggles and losses, and how these setbacks shaped his path to building companies that solve real problems. Damion explains his shift in mindset—from chasing quick wins to valuing the lessons gained from each challenge.

He also discusses the innovations behind Frametec’s work in the housing industry, focusing on better manufacturing processes and building stronger community ties. The conversation touches on building a sustainable business, the importance of trust and mentorship, and practical advice for anyone ready to take action.

Join us for a thoughtful look at how failure and persistence pave the way to meaningful success!

===

Key Topics:

-Damion Lupo's journey through success and failure

-Lessons learned from setbacks and growth

-Innovations in housing and manufacturing

-Building a sustainable and trusted business

-Practical advice for aspiring entrepreneurs

===

🚨 Ready to Learn How to Flip Land? 🚨

Hey there! Dan and Mason have something exciting for you:

🎉 Join our FREE Ground Up Land Community! 🎉

Here’s what you’ll get:

✅ Expert tips on flipping land

✅ Connect with other land investors

✅ Ask questions & get real feedback

✅ Weekly calls with Dan & Mason – totally free!

Don’t wait—take the first step toward land investing success.

👉 Join for FREE at https://www.skool.com/grounduplandcommunity

===

Connect With Us:

https://linktr.ee/thebigpictureblueprint

Connect With Damion Lupo

LinkedIn: linkedin.com/in/damionlupo

Website: damionlupo.com

eqrp.co

vitruvianventures.com

===

Jumpstart your land business with Ground Up Partners! 

We understand the challenge of finding capital in the land business. That's why we're here to provide all the funds you need to close your deals. No more worrying about finances; just bring us your signed contract. 

Visit www.gupland.com now to submit your deal and take the first step towards success.

Fuel Your Investments with Ground Up Partners!

===

Looking to diversify your portfolio with competitive returns?

We're launching a fund for accredited investors to invest passively and enjoy competitive returns.

Visit the link below to schedule a call with us today and take the first step toward growing your investments.

Dan Haberkost:  https://danhaberkost.com/looking-to-invest-passively/ 

Mason McDonald:  https://masonrmcdonald.com/ 

In this episode, we sit down with Ashley Wilson—entrepreneur, real estate investor, multifamily expert, coach, and best-selling author. Ashley opens up about the daily challenges of running multiple companies, why staying proactive is key, and how she balances business with family life. She also shares the mindset shifts that helped her go from clinical research to managing multi-million dollar real estate deals.

We dive into what makes a great team, why hiring isn’t just about skill sets, and how open communication can make or break a business. Ashley breaks down smart real estate strategies, the truth about affordable housing, and the mistakes investors make when reading market trends. She also talks about standing out in male-dominated industries, owning your uniqueness, and how a simple personal touch can lead to game-changing opportunities.

If you're looking for real, no-nonsense insights on business, leadership, and success, this conversation is one you don’t want to miss!

===

Key Topics:

-Managing multiple businesses and staying proactive

-Building strong teams and hiring the right people

-Smart real estate strategies and market trends

-Standing out and making connections in business

-Balancing work, family, and personal growth

===

🚨 Ready to Learn How to Flip Land? 🚨

Hey there! Dan and Mason have something exciting for you:

🎉 Join our FREE Ground Up Land Community! 🎉

Here’s what you’ll get:

✅ Expert tips on flipping land

✅ Connect with other land investors

✅ Ask questions & get real feedback

✅ Weekly calls with Dan & Mason – totally free!

Don’t wait—take the first step toward land investing success.

👉 Join for FREE at https://www.skool.com/grounduplandcommunity

===

Connect With Us:

https://linktr.ee/thebigpictureblueprint

Connect With Ashley Wilson

LinkedIn: linkedin.com/in/badashinvestor

Website: BarDownInvestments.com

===

Jumpstart your land business with Ground Up Partners! 

We understand the challenge of finding capital in the land business. That's why we're here to provide all the funds you need to close your deals. No more worrying about finances; just bring us your signed contract. 

Visit www.gupland.com now to submit your deal and take the first step towards success.

Fuel Your Investments with Ground Up Partners!

===

Looking to diversify your portfolio with competitive returns?

We're launching a fund for accredited investors to invest passively and enjoy competitive returns.

Visit the link below to schedule a call with us today and take the first step toward growing your investments.

Dan Haberkost:  https://danhaberkost.com/looking-to-invest-passively/ 

Mason McDonald:  https://masonrmcdonald.com/ 

In this episode, we sit down with Michael Blank, a seasoned investor, educator, and podcast host who has helped countless aspiring investors break into multi-family syndications. Michael shares real-world insights on navigating market shifts, overcoming financial hurdles, and why operational excellence separates long-term winners from those who struggle. He also breaks down how changing interest rates are reshaping investment strategies and what you need to do to stay ahead.

We dive deep into market selection, raising capital, and the power of building the right team. Michael explains why multi-family syndications offer better scalability than single-family homes and how conservative underwriting can protect you from unexpected downturns. He also shares practical tips on managing costs, increasing property value, and making smart investment decisions. If you're looking for a clear roadmap to financial independence through real estate, this episode is packed with real, actionable insights.

He encourages listeners to take the first step, gain a solid understanding of the fundamentals, and choose an investment strategy that aligns with their personal and financial goals. If you've been waiting for the right time to dive into real estate investing, this conversation will give you the clarity and confidence to move forward!

===

Key Topics:

-How to achieve financial freedom through real estate

-The power of multi-family syndications over single-family homes

-The role of market selection and raising capital in real estate success

-Managing costs and increasing property value for long-term growth

-Essential resources and first steps to start your investment journey

===

🚨 Ready to Learn How to Flip Land? 🚨

Hey there! Dan and Mason have something exciting for you:

🎉 Join our FREE Ground Up Land Community! 🎉

Here’s what you’ll get:

✅ Expert tips on flipping land

✅ Connect with other land investors

✅ Ask questions & get real feedback

✅ Weekly calls with Dan & Mason – totally free!

Don’t wait—take the first step toward land investing success.

👉 Join for FREE at https://www.skool.com/grounduplandcommunity

===

Connect With Us:

https://linktr.ee/thebigpictureblueprint

Connect With Michael Blank

LinkedIn: linkedin.com/in/mblank1

Website: themichaelblank.com

themichaelblank.com/access

===

Jumpstart your land business with Ground Up Partners! 

We understand the challenge of finding capital in the land business. That's why we're here to provide all the funds you need to close your deals. No more worrying about finances; just bring us your signed contract. 

Visit www.gupland.com now to submit your deal and take the first step towards success.

Fuel Your Investments with Ground Up Partners!

===

Looking to diversify your portfolio with competitive returns?

We're launching a fund for accredited investors to invest passively and enjoy competitive returns.

Visit the link below to schedule a call with us today and take the first step toward growing your investments.

Dan Haberkost:  https://danhaberkost.com/looking-to-invest-passively/ 

Mason McDonald:  https://masonrmcdonald.com/