Episode 12: I sit down with Reggie Wright from Generation Family Properties to talk about his journey from teaching history to becoming a leader in the land investing business.

We discuss company culture, hiring the right people, leadership lessons, team accountability, KPIs, employee motivation, and a unique competition we used to boost performance inside our land investing company.

If you're building managing a remote team, or looking for better real estate strategies, this conversation offers practical insights on leadership, culture, and growth.

🤝 Leadership in Land Skool Community (It's FREE!)
A private community for land investors who want to grow as leaders.

🏕️ Land UnConference
A live event where land investors share real deals and lessons learned.

📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster

🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys

🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies

🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck

⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders

...

Episode 11: Ryan Love talk about his journey from studying mechanical engineering at Cal Poly to building a growing land investing business with a full team.

Ryan shares how he got started in land flipping, the tough early months of building momentum, and the leadership lessons he’s learned while scaling his company. We also dive into hiring virtual assistants, building accountability, implementing EOS, and creating systems that help a land business grow sustainably.

🤝 Leadership in Land Skool Community (It's FREE!)
A private community for land investors who want to grow as leaders.

🏕️ Land UnConference
A live event where land investors share real deals and lessons learned.

📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster

🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys

🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies

🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck

⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders

...

Episode 10: Let's talk about skip tracing, DNC compliance, and the real cost of outreach in land investing. I tests Direct Skip vs Skip Matrix head to head, reviews DNC scrubbing tools like TCPA Litigator List and DNC Project, and compares cold calling, ringless voicemail, and mailing from both a compliance and cost perspective.

If you are building your 2026 land marketing strategy and want to balance cost, compliance, and efficiency, this episode will help you make smarter decisions.

🤝 Leadership in Land Skool Community (It's FREE!)
A private community for land investors who want to grow as leaders.

🏕️ Land UnConference
A live event where land investors share real deals and lessons learned.

📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster

🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys

🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies

🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck

⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders

...

Episode 9: I sit down with Josiah Ronco to talk about leadership, systems, and what it really takes to grow a successful land investing business.

Josiah shares how he went from working as a guitar tech to building a streamlined land business with clear KPIs, forecasting systems, and a focused team structure. We also talk about business coaching, quarterly planning, and the tools helping his company stay organized and profitable.

If you’re a land investor looking to improve your leadership skills, simplify your operations, and scale with more clarity, this conversation is packed with practical insights.

🤝 Leadership in Land Skool Community (It's FREE!)
A private community for land investors who want to grow as leaders.

🏕️ Land UnConference
A live event where land investors share real deals and lessons learned.

📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster

🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys

🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies

🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck

⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders

...

Episode 8: After using DataTree for 4 to 5 years, we tested whether better data sources exist for medium-sized land flips. We mailed counties nationwide and compared record counts, filtering accuracy, APN consistency, and access scrubbing.

The results were surprising. Record counts varied widely, mislabeling created inefficiencies, and alternate APNs caused tracking issues. Land Portal’s AI found 11% more records than manual VA scrubbing while lowering costs. If you’re building land lists in 2026, this will help you make smarter decisions.

🤝 Leadership in Land Skool Community (It's FREE!)
A private community for land investors who want to grow as leaders.

🏕️ Land UnConference
A live event where land investors share real deals and lessons learned.

📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster

🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys

🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies

🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck

⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders

...

Episode 7: We dig into the increasing regulatory hurdles around texting, ringless voicemail, cold calling, direct mail, assignments, and double closings. While land investing has never been “easy,” it’s definitely more complex than it used to be.

We unpack what scaling really looks like in a land business. The idea that you can “just add a zero” to your marketing budget and multiply your results isn’t reality. Scaling requires better leadership, stronger systems, and often a solid team.

🤝 Leadership in Land Skool Community (It's FREE!)
A private community for land investors who want to grow as leaders.

🏕️ Land UnConference
A live event where land investors share real deals and lessons learned.

📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster

🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys

🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies

🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck

⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders

...

Episode 6: In this episode, I break down exactly where my land sales came from and what the data shows is working right now. After analyzing 283 land deals across multiple price ranges, I share how LandWatch, Land and Farm, Lands.com, LandSearch, Facebook, realtors, and my buyers list actually performed.

The real insight is how results shifted by price point. If you are deciding where to focus your land investing marketing in 2026, this will help you prioritize the channels that drive the most sales.

🤝 Leadership in Land Skool Community (It's FREE!)
A private community for land investors who want to grow as leaders.

🏕️ Land UnConference
A live event where land investors share real deals and lessons learned.

📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster

🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys

🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies

🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck

⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders

...

Episode 5: with Ciaran Sheil, a land investor based in Ireland who runs a fully virtual land investing business in the United States.

At just 24 years old, Ciaran has built a 4-person remote team, sends 16,000 mailers and 50,000 text messages every month, and consistently closes land deals from overseas.

We dig into how he got started with Land Academy, what it takes to manage acquisitions virtually, how he structures his team, and the leadership lessons he’s learned including the hard realities of firing a team member.

🤝 Leadership in Land Skool Community (It's FREE!)
A private community for land investors who want to grow as leaders.

🏕️ Land UnConference
A live event where land investors share real deals and lessons learned.

📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster

🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys

🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies

🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck

⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders

...

Bonus episode: I sit down with Cameron from our team at Generation Family Properties to pull back the curtain on the land investing mistakes we’ve made recently and the lessons we’re taking from them.

We talk through a 6-figure land mistake in Maine, painful easement and legal access issues in South Carolina and Arizona, and why national title companies didn’t work out the way we hoped. 

If you’re a land investor, land flipper, or trying to build a smarter real estate strategy, this episode is packed with practical due diligence lessons.

🤝 Leadership in Land Skool Community (It's FREE!)
A private community for land investors who want to grow as leaders.

🏕️ Land UnConference
A live event where land investors share real deals and lessons learned.

📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster

🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys

🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies

🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck

⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders

...

Episode 4: I sit down with Mike Balcom to talk about building and leading a high-performing land investing team.

Mike has scaled to 8 core team members and 25–30 data scrubbers across multiple countries. We talk about hiring overseas virtual assistants, building leaders inside your business, and creating systems that allow you to step back.

One of the most interesting parts of this conversation is how Mike uses AI in his land business. He built a custom GPT that grades sales calls, gives feedback to acquisitions reps, and helps streamline operations. We also discuss leadership highs and lows, including letting go of a loyal early team member and how to handle tough conversations with empathy.

If you're building a land investing business and want to scale with systems, leadership, and AI, this episode is packed with practical insights.

🤝 Leadership in Land Skool Community (It's FREE!)
A private community for land investors who want to grow as leaders.

🏕️ Land UnConference
A live event where land investors share real deals and lessons learned.

📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster

🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys

🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies

🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck

⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders

...