Jessey at Pebble

The Land Investing Business Secrets

Business EN ↓ 167 episodes

Learn how to fully utilize simple digital marketing strategies and tools for your vacant land investing business. Learn about tested methods and avoid some of the difficult lessons so that you can fast track your own investing with minimal risk. The Land Investing Business Secrets Podcast show by Pebble, hosted by Jessey Kwong, reveals the strategies to growing, scaling, and building your sustainable land investing business all behind your laptop and smartphone form anywhere around the world!

Author

Jessey at Pebble

Category

Business

Podcast website

www.pebblerei.com

Latest episode

Jul 2, 2026

Where to listen?

Podcasts in the app Replaio Radio Coming soon

Podcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts

Get it on Google Play Install for free Android 5M+ downloads · 4.8 rating iOS soon

Episodes

It’s a seller’s market, can cold calling save the day? (Podcast Ep#117) 15.08.2024

We’re very (very) much in a seller’s market and a lot of land investors are seeing their direct mail response rates crater. What can you do to keep the leads flowing and deals closing? Alicia Jarret says the key to staying ahead of the marketing curve is zig when everyone zags and that everything in land is a numbers game. For her, that meant not only doubling down on cold calling but bringing the...

When to choose violence in land investing (Podcast Ep#116) 01.08.2024

“If you have an opportunity on the line, it’s our responsibility as land investors to close that deal…Violence is the answer sometimes, getting s**t done, making it happen” Clayton Hepler isn’t talking about literal violence here, of course, it’s all about doing what it takes to push a deal across the finish line. Being deeply involved, making the calls, following up, going beyond standard due dil...

13 Niche Lists You’ve Never Considered (Podcast Ep#115) 18.07.2024

We’ll cut straight to the chase: if you’re sending mailers, this episode is a must. Michael Robertson builds campaigns like no one else in the business and he breaks down exactly how he makes each of the lists on his 13 Niches Lists. His best list: 3,000 mailers. 11 properties bought. That’s 1 out of every 272 mailers sent. Impressive. The key to his success? Build a great list first , then filter...

The Secrets of Market Selection: From Spray and Pray to Sniping (Podcast Ep# 114) 04.07.2024

This episode is an absolute treasure trove of *deep* land investing knowledge and advice. Sumner Healy is nothing short of a legend and having him back on the show (third time is a charm!) to get into the nitty gritty of his business is a treat for all. If market selection is giving you trouble, you’re going to want to listen to this one twice. The process Sumner has built over the years to pick t...

Corporate CEO to Land Investor: $115k on His First Flip (Podcast Ep#113) 20.06.2024

1 to 2 hours of sleep a night, 100 hours a week at work and barely any time to see his wife. That was the life of a young healthcare exec – and while he was making a multiple six-figure salary, life itself was soul-crushing. Mason McDonald found his way out in the form of land investing, netting an absurd $115k on his first deal. In this episode, he takes us through the transition from corporate A...

90+ Deals in 2 years…With No Prior Experience?!😮🤯 (Podcast Ep#112) 06.06.2024

How does someone go from no background in land to averaging 40 deals a year? Tenacity, taking action and a strong support network. Before March 2022, Chris Johnsen made his living as an electrician, building a great business over 15 years. He’d been eyeing the vacant lot next to him; he wanted to buy it…but didn’t know how. So he popped online, got on the assessor's website and figured it out....

Is This the Way To Build a Life-Changing Business? (Podcast Ep#111) 23.05.2024

What’s your sweet spot in land? Marketing? Talking to sellers? Chris and his team found their niche in equity funding and dispo – getting into the nitty gritty of the transactional side of land investing – and doubling down on it; helping land investors grow their business by moving to larger and larger deals. Whether you’ve been in land for years or just a few months, you quickly learn that your...

Meet the 16-YEAR-OLD Land Flipper (Podcast Ep#110) 09.05.2024

What were you doing when you were 16 years old? Closing 6-figure land deals? Yea, neither were we! Cruise Lickerman is breaking the land investing mold though, entering the industry before he can even start an LLC on his own. Coming from a family of entrepreneurs, Cruise caught the bug early collaborating with his mom – also a real estate and land investor – on his first flip. Wanting to truly lea...

Wholesaling + Owner Financing + ? = Long-term Success (Podcast Ep#109) 25.04.2024

There’s no such thing as purely passive income in land investing…but owner financing can get you dang close, which Peter Nukasani is all about. The cherry on top? Buying and selling land on terms requires far less money down than creating income via traditional options like dividends (and is much safer than staking crypto!). That’s not all he’s up to though. A strong wholesaling business and a foc...

Boost Your Call Answer Rate by 95.6% with this ONE change 😲 (Podcast Ep#108) 11.04.2024

A wellspring of hard-earned knowledge, Ajay takes us behind the curtain of his business, giving the inside scoop on his exact sales process. From the key metric he and his team focus on to disqualifying leads to the most common objections land investors face AND how to break through them. He also walks us through how he was able to go from a 23% call-answer rate to 45% – a nearly 100% improvement....

“Quick Cash Close” is Killing Your Marketing (Podcast Ep#107) 28.03.2024

After doing 200+ land deals, Dan Haberkost knows what it takes to build campaigns that convert. Starting in real estate at the ripe old age of 21, Dan did his first flips while still in college and got into land shortly thereafter as a way to fund his long-term buy-and-hold strategy. To create the cash flow required to buy properties though, you need to get pretty good at one thing… Marketing. Wha...

The Cure to Your Scaling and Hiring Problems? (Podcast Ep#106) 28.03.2024

If there’s one truism about the land business, it’s that anyone can do it if they have the right attitude and stay consistent! Kendall LeJeune's journey to land success is cut from that very cloth, a teacher turned serial entrepreneur who does podcasting, coaching and runs a 5,000+ person online community alongside his thriving land business. In this episode, he takes us behind the curtain, ge...

Mail Isn’t Dead! Is Now the Time to Double Down on Mailers? (Podcast Ep#105) 22.02.2024

You’ve no doubt heard the whispers that direct mail just isn’t cutting it anymore…is it true though? Not according to JT Olmstead who’s finding HUGE success by scaling up his direct mail operation. In fact, he’s built his entire business around direct mail. Listen in as we peel back the curtain on how he’s been able to consistently make big gains with mailers. We’re digging into the type of mailer...

Closing More Land Deals with Cold Calls (Not Mailers!) (Podcast Ep#104) 08.02.2024

Tired of sending out endless mailers only to hear crickets? It might be time to ditch the mailbox and dial in your success with cold calling. After a year or so doing direct mail, that’s exactly what started happening to Joe Roberts – his returns from mailers began to fall off dramatically and he needed to adapt. Cold calling went from being a lead generation testing ground alongside trying out SM...

Can Community Make You a Better Investor? (Podcast Ep #103) 11.01.2024

There’s an old proverb that goes like this: “If you want to go fast, go alone. If you want to go far, go together”. Wayne Boerger’s land investing journey aligns quite well with that. Picking up the trade as a side hustle during the pandemic as many others did, it wasn’t until 2023 and not one but two layoffs that he decided to cut the shore line of corporate life and go all in on land. How’d he m...

23 Biggest Land Lessons of 2023 (Podcast Ep #102) 28.12.2023

Another year in the books and what better way to end it than looking back at the lessons 2023 taught us? With dozens of guests on the program this year, we touched on a lot of different land topics – from artificial intelligence to the Donut Strategy, automation to hiring practices and everything in between. In this year-end special, we pulled the 23 biggest lessons and put them in one place. Jump...

The Holy Grail for Land Investors (Podcast Ep #101) 14.12.2023

The Holy Grail for Land Investors Are you ready to tap into over a decade of high-level land investing knowledge and strategy? That’s exactly what you’ll find in the Land Investor’s Playbook, Travis King’s new book that’s nearly three years in the making. The plays you’ll find inside are pulled directly from personal experience and the a-ha moments that allowed him and his wife to grow their busin...

What we learned in 3 years of Pebble (Podcast Ep #100) 30.11.2023

Welcome to our 100th episode! This special edition of the show is a conversation between our founders, Jessey and Kevin, about the Pebble story so far. From bootstrapping a software company to hiring a team to developing useful features for the land community, get the inside scoop on how Pebble was built to this point. (Spoiler: it all started with Kevin creating a tool for himself to make his lan...

College Basketball Coach to Mega Land Investor (Podcast Ep #99) 16.11.2023

It was a 5-second decision. When his brother Daniel (ep. 97) approached him with the idea of getting into land, Ron sold off his 401k, liquidated his stocks and went all in. With no background in real estate and entrepreneurship, it was sheer tenacity, belief in the process and good old-fashioned grinding that brought Ron and Daniel to incredible heights and the freedom they’d both been looking fo...

How to scale a 7-figure business in less than 2 years (Podcast Ep #98) 02.11.2023

“The businesses that make it to the next level, they don’t do it by working harder or working more, they do it by removing friction.” From only getting into land in 2020 to already building a 7-figure land business, Justin Piche knows a thing or two about getting to that next level. In this episode, he breaks down how he removed friction from the micro to the macro; from the tools his team uses to...

Why did this serial entrepreneur settle on land? 19.10.2023

From drop shipping to a juicing company to writing romance novels, Daniel Apke has dabbled in a *wide* range of business over the years – but land has become his sweet spot. Why? Sustainability. Profits. Freedom. But he didn’t go in alone. A key factor in his success was finding the right partner: his brother Ron. In this episode, Daniel takes us through the journey of how they run their company e...

The Entrepreneurship Balancing Act: Multiple Careers at Once! 05.10.2023

Land investors are entrepreneurs at heart, but you’d be hard-pressed to find someone who embodies that pure entrepreneurial spirit more than Dave Denniston. He has 3 (three!) successful land businesses and a conference devoted to land – all while balancing a thriving financial planning business and his own podcast. Needless to say, it’s impressive. And it’s that balance plus his strategic approach...

Land Investing Secrets from an 8-figure Entrepreneur 21.09.2023

A pilot, a firefighter and a supplement company owner walk into a bar… Bartender says, “Hey Buck”. In this episode, we go deep with Buck Rizvi, an entrepreneur who ran 7- and 8-figure e-Comm businesses (and still does!) before jumping into the land business. Given his success and diverse experience, you’ll want to take note of his thoughts on land, to paraphrase: “Compared to other things that I’v...

Lessons From A Lazy (and wildly successful) Land Investor 07.09.2023

Drew Haney is probably the laziest land flipper you’ll ever come across – his words, not ours! But that hasn’t stopped him from building an absolute juggernaut of a land business. In fact, it’s largely what’s fueled his success, both in and out of land. Laziness unlocked the power and leverage of delegation, empowering his team to handle more so he could focus on his sweet spots. For Drew, that me...

Are you sure your website is helping your land business? 24.08.2023

Did you know that over 90% of people that you market to will check you out before they do business with you? And if nothing meaningful comes up? You can likely say Sayonara to that deal…and leave lots of money on the table. Why? Land is a people-to-people business. People buy from people and website your site is where that relationship starts. In this episode, veteran land investor and real estate...

Listen to the The Land Investing Business Secrets podcast in Replaio

Radio and podcasts in one app - free, with no sign-up. Install today and do not miss the launch

Get it on Google Play

Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.