Best Jessey at Pebble Podcasts (2025)

1
The Pricing Secret and Strategy (…Being Done with AI) (Podcast Ep#137) 41:45

12d ago41:45

41:45

What if your land offers weren’t just educated guesses—but backed by data, strategy, and AI?In this episode, Chris and Aaron share the pricing method behind their $500K+ land business. From using county-assessed values to anchor offers, to building consistency through neutral letter campaigns, their approach blends personal touch with data-driven s…

1
How Her Smaller Team Operations Win (Podcast Ep#136) 42:00

26d ago42:00

42:00

Kay Walker didn’t scale with a massive team or high-volume cold calling. Instead, she built a lean, local operation that closes high-value land deals using direct mail, in-house systems, and trusted people she already knows. In this episode, Kay shares how she keeps her operations tight but effective, relying on local relationships across NC, SC, a…

1
How to Grow a Land Business Across Time Zones (Without a Team or VA) (Podcast Ep#135) 44:10

1M ago44:10

44:10

Ann and Mary Danielson run a land business from two sides of the world one in Denver, the other in the Philippines. No team. No VAs. No mailing in nearly a year. Yet their business hasn’t slowed down—it’s gotten more focused, more profitable, and more intentional. In this episode, they share how clearly defined roles, trusted local partners, and a …

1
Cold Calls & Closing Deals All In-House (Podcast Ep#134) 33:22

2M ago33:22

33:22

Daniel Seavers was brought on to handle cold calls. But very quickly, it became clear he could do more. A lot more. In this episode, Daniel shares how his role evolved into managing the full acquisitions process within a land investing business. From generating leads to making offers, following up, and closing deals, Daniel breaks down the systems …

1
How To Think “Service” First and Win (Podcast Ep#133) 53:09

2M ago53:09

53:09

From burning out in finance to crushing it in land, Ryan Becker learned something surprising—putting service before sales actually makes you more successful. After climbing the ranks as a top 2% Zillow agent, Ryan brought his “service-to-sales” mindset into the land world, using transparency and honesty as his secret weapons. In this episode, Ryan …

1
Lead Gen Secrets for Land & House Investors (Cold Calling, Texting & More!) (Podcast Ep#132) 46:31

3M ago46:31

46:31

How many cold calls does it take to get a lead? What about texts? Nicholas Nick, founder of Lead Mining Pros, does the heavy lifting for investors, handling the entire lead generation process from list pulling to skip tracing to handing off leads that are primed to closed. After 8 years in business, he’s turned the art of cold outreach into a scien…

1
The Focus Formula: How Niche Branding Builds Long-Term Success in Land (Podcast Ep#131) 42:42

3M ago42:42

42:42

Land investing has changed – deals take longer, competition is fiercer and the investors who thrive are the ones who adapt. Our guest, Logan Swanson, has spent years building a land business that stands the test of time and his biggest lesson? Focus. Not that he was! Logan dabbled in countless areas in land (and outside of land, he’s opening a coff…

1
High Volume vs High Quality: The $1M Land Investor’s Dilemma (Podcast Ep#130) 44:27

4M ago44:27

44:27

Is land investing still a great opportunity in 2025? Absolutely – but the game has changed.Deals are taking longer, competition is fiercer and investors face a choice: get out or get better.In this episode, we sit down with Clay Hepler, a top-tier land investor who’s doubling down on the latter, building a high-quality, scalable business.Instead of…

1
The Next Blue Ocean for Land Investors?! (Podcast Ep#129) 51:51

4M ago51:51

51:51

Ready to dive into the world of distressed properties and the big margins they bring?In this episode, we chat with Clint Turner, a land investing legend who shares his secrets on turning seemingly unsellable properties into hugely lucrative deals.How lucrative?How does $800k on a deal he was all in for $230k + entitlements sound? (He takes us throu…

1
Texting for Land: Why 17% Response Rates Are Just the Beginning! (Podcast Ep#128) 43:19

5M ago43:19

43:19

How do 17 to 20 responses for every 100 messages you send sound? That’s the cold, clockwork math behind texting and – good news! – it’s far less complicated than it seems to get started with it. In this episode, we’re talking to Michael Bartolomei of Launch Control about the ins and outs of texting marketing, including the benefits of features like…

1
No Toilets, Termites or Tenants: From House to Land Flipping (Podcast Ep#127) 39:43

5M ago39:43

39:43

The beauty of flipping land for Wayne Mutata? Not having to deal with the dreaded Three T’s. “No toilets, termites or tenants” as he puts it. A winding road took Wayne from Zimbabwe to Pennsylvania and then from gym owner to house wholesaler and eventually top-tier land flipper. Transitioning from houses to land wasn’t exactly a walk in the park th…

1
24 Biggest Land Lessons of 2024 (Podcast Ep#126) 36:49

6M ago36:49

36:49

What better way to wrap up the year than a lightning-fast review of the most impactful insights we heard on the show? We talked to a ton of investors and covered a lot of ground in 2024 so whittling it down to just 24 nuggets was no easy task. But we did it 😉 Tune in to hear from the likes of Alicia Jarret, Clayton Helper Ajay Sharma, Sumner Healy …

1
How To Build A (Successful) Land Business as a Couple (Podcast Ep#125) 46:08

6M ago46:08

46:08

Thinking about going into business with your significant other but worried about how to make it work?Or if it can work at all?This is the episode for you.Katie and Brian Desmarais are the married duo behind [Patriot Plots](https://www.patriotplots.com/) and in this episode, they take us through their decision to build a business together – and how …

1
Texting Out, Mailing In? (And Why Consistency Always Matters) (Podcast Ep#124) 44:39

6M ago44:39

44:39

Ever heard of the KISS principle? Keep it simple, stupid. Well, that’s been something of a guiding light for Austin Graham, financial advisor turned full-time land investor—a guy whose first deal was buying half a mountain. In this episode, Austin explains why he dropped texting in favor of old-fashioned, tried-and-true mailers (hint: regulations) …

1
How I Became the Center of Land Deals (BONUS, Negotiation Scripts) (Podcast Ep#123) 44:11

7M ago44:11

44:11

“If land were really that difficult, you think a fella named Rooster would’ve figured it out?” Rooster Vance, the land legend of Texas – and well known beyond the borders of the Lone Star state – talks to us about how he’s been able to kill it so quickly in the larger land niche. It all comes down to an easy formula: Networking + understanding what…

1
Land newbie to major subdivides: lessons from 3 months in the game (Podcast Ep#122) 36:56

7M ago36:56

36:56

Kevin Murray got into land 3 months before the recording of this episode. In that time – from June to September – he and his partner: Doubled their money on their first flip: $18K -> $36K Got ~150 acres under contract Dove straight into big-ticket subdivides How’d they make it work so fast? It wasn’t luck. After a decade in advertising, Kevin moved…

1
A Murder of a Land Deal: A Halloween Horror Story (Podcast Ep#121) 46:20

8M ago46:20

46:20

Are messy properties worth the headache? In this episode, we’re talking to Josiah Ronco about a hair-raising deal that took roughly 17 months to close. Starting with murder – just in time for Halloween, right? – and moving from probate to rights of survivorship to tracking down 8 signatures with mobile notaries across the countries and finally crea…

1
One change to your land biz that will INSTANTLY expand your buyer pool (Podcast Ep#120) 32:27

8M ago32:27

32:27

Two words: seller financing. As a property owner, when you can provide the capital necessary to make a purchase rather than requiring all the cash up front, you’re increasing the number of interested buyers. In this episode, JT Olmstead takes us through the world of seller financing, from the key levers that inform the loan structure to his typical…

1
Google Vs Facebook ads for land investing: Which is king? (Podcast Ep#119) 45:12

9M ago45:12

45:12

The answer might surprise you. As land investors, we’ve long been aware of the power of Facebook for grabbing leads but are we sleeping on pay-per-click (PPC) Google ads? We wanted to find out so we brought on PPC expert Brandon Bateman to give us the details…and it turns out Google search ads can be better for land investors than Facebook ads. In …

1
How 1+1=10 with a rock solid business partner (Podcast Ep#118) 47:50

9M ago47:50

47:50

Are you a Visionary or an Integrator in your land business?More importantly, what the heck are Visionaries and Integrators, what do they actually do and how do they complement each other to scale a business?That’s exactly what Ben Pijanowski of Assets for Acres breaks down for us in this episode.As the Integrator to Ajay Sharma’s Visionary role, Be…

1
It’s a seller’s market, can cold calling save the day? (Podcast Ep#117) 36:10

10M ago36:10

36:10

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 on…

1
When to choose violence in land investing (Podcast Ep#116) 49:48

10M ago49:48

49:48

“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 c…

1
13 Niche Lists You’ve Never Considered (Podcast Ep#115) 44:41

11M ago44:41

44:41

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 h…

1
The Secrets of Market Selection: From Spray and Pray to Sniping (Podcast Ep# 114) 52:01

11M ago52:01

52:01

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 pr…

1
Corporate CEO to Land Investor: $115k on His First Flip (Podcast Ep#113) 43:10

12M ago43:10

43:10

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 t…

1
90+ Deals in 2 years…With No Prior Experience?!😮🤯 (Podcast Ep#112) 48:26

12M ago48:26

48:26

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…

1
Is This the Way To Build a Life-Changing Business? (Podcast Ep#111) 49:46

1y ago49:46

49:46

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 …

1
Meet the 16-YEAR-OLD Land Flipper (Podcast Ep#110) 30:58

1y ago30:58

30:58

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 inve…

1
Wholesaling + Owner Financing + ? = Long-term Success (Podcast Ep#109) 46:24

1y ago46:24

46:24

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 …

1
Boost Your Call Answer Rate by 95.6% with this ONE change 😲 (Podcast Ep#108) 47:26

1y ago47:26

47:26

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…

1
“Quick Cash Close” is Killing Your Marketing (Podcast Ep#107) 39:45

1y ago39:45

39:45

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…

1
The Cure to Your Scaling and Hiring Problems? (Podcast Ep#106) 52:45

1y ago52:45

52:45

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…

1
Mail Isn’t Dead! Is Now the Time to Double Down on Mailers? (Podcast Ep#105) 46:31

1+ y ago46:31

46:31

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 w…

1
Closing More Land Deals with Cold Calls (Not Mailers!) (Podcast Ep#104) 46:39

1+ y ago46:39

46:39

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…

1
Can Community Make You a Better Investor? (Podcast Ep #103) 49:01

1+ y ago49:01

49:01

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 o…

1
23 Biggest Land Lessons of 2023 (Podcast Ep #102) 23:00

1+ y ago23:00

23:00

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 …

1
The Holy Grail for Land Investors (Podcast Ep #101) 49:48

1+ y ago49:48

49:48

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…

1
What we learned in 3 years of Pebble (Podcast Ep #100) 1:12:16

1+ y ago1:12:16

1:12:16

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…

1
College Basketball Coach to Mega Land Investor (Podcast Ep #99) 36:23

1+ y ago36:23

36:23

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 h…

1
How to scale a 7-figure business in less than 2 years (Podcast Ep #98) 37:55

1+ y ago37:55

37:55

“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 m…

1
Why did this serial entrepreneur settle on land? 36:17

1+ y ago36:17

36:17

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 t…

1
The Entrepreneurship Balancing Act: Multiple Careers at Once! 46:31

1+ y ago46:31

46:31

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.…

1
Land Investing Secrets from an 8-figure Entrepreneur 55:15

1+ y ago55:15

55:15

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,…

1
Lessons From A Lazy (and wildly successful) Land Investor 43:45

1+ y ago43:45

43:45

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…

1
Are you sure your website is helping your land business? 38:50

2y ago38:50

38:50

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 t…

1
House to Land Flipping (and Never Looking Back) 43:20

2y ago43:20

43:20

Refreshingly simple. Those are the two words Colin Murphy uses to describe land flipping after 2 decades in the house flipping game. With so many transferrable skills between the two, it’s no surprise that more and more house flippers are finding success in land. Are you ready to say goodbye to the headaches of homes? The inspectors busting your ch…

1
Why Attitude (and Systems) are Everything as an Entrepreneur 41:12

2y ago41:12

41:12

Consider this the no-excuses episode. Mina Rickey joins the show with her contagious positivity and entrepreneurial spirit to talk about everything from getting started in land investing and her unconventional strategy to the importance of building processes. With involvement in multi-family homes and self-storage properties as well, she’s on the p…

1
The Truth About Systems and Multi-touch Marketing 31:36

2y ago31:36

31:36

Did you know that it can take over 10 touches, on average, to get a response and even more to actually close a deal? The exact number of touches will vary but the significant point is that the days of sending a mailer and closing are largely in the rearview. On this episode, we’re joined by land investing expert and systems guru Callan Faulkner who…

1
The Secrets of a 10x Land Investor 33:22

2y ago33:22

33:22

In 3 short years, Pete Reese has taken his land investing business from $1.2 million in revenue to a projected $10 million in 2023. And he has the receipts to prove it, posting his monthly income and deal breakdowns on his website so you can transparently see what’s what. In this episode, he shares what his land business looks like internally and h…

1
Is This Your Alternative To Direct Mail? 33:33

2y ago33:33

33:33

Whether you’ve been in the land investing for months or years, direct mail has long been considered the bread and butter of a viable business. But If you’re concerned about direct mail costs and getting nervous about your response rates, there are other ways to reel in leads and close deals, specifically: Cold Calling. Listen in as Nicholas Nick, t…

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