Sumner Healey

700+ land deals. Founder of LIA 2.0 + Land Insights. Teaching the Mid-Market Land System. Usually barefoot somewhere outside the U.S.

[Sumner Healey @Sumnerrh]

Cold calling generated 7 new land contracts for us in September alone.

And after nearly 7 years in the land business, I'm convinced it's one of the best marketing channels available to land investors right now.

But there's a catch...

Most land investors are doing it completely wrong.

I just dropped a new YouTube video breaking down our entire cold calling strategy, including:

How we're generating 30–40 leads per caller each month
The exact process we use to turn cold calls into signed contracts
Why our cost per deal is typically just $1,000–$2,000
The 3 ways you can start cold calling (even with very little capital)
Why some of our biggest deals take 6–12+ months to close

I also break down what we've learned launching Dirt Dialers and share actual results from the field.

No theory. Just real numbers and what's working in our business.

If you're a land investor looking to generate more consistent deal flow, I'd highly recommend watching this one.

Watch here: https://t.co/KIX9XCw5GF

[Sumner Healey @Sumnerrh]

🚨 LIA is coming to San Diego...and tickets are already selling.

100 seats total. That’s it.

On February 5–6, 2027, we’re bringing together land investors for two days of business breakdowns, small-group roundtables, and conversations about what’s actually working.

Bring your numbers. Bring your biggest bottleneck. Come ready to work through it with people building this business every day.

Whether you’re working toward your first deal or already running a team, I want you in this room.

General Admission: $499
70 seats · February 5–6

VIP: $1,997
30 seats · February 4–6

Includes an extra day together with dedicated hot seats, a group activity in San Diego, and dinner.

I’m flying in from Bali for this one, and Drew Haney from Rooster Capital is joining us.

With only 100 seats, I expect these to go quickly.

If you’re planning to come, grab your ticket now 👇
https://t.co/7I4inqKrZR

[Sumner Healey @Sumnerrh]

Hope everyone is ready for kickass October.

September was our best month of all 2026 (on all fronts in the biz).

And that's why we’re going live this week for another free land investing webinar.

If you’re trying to get your first land deal — or you’re already doing deals and want to figure out how to scale...this is for you.

I’m going to break down what’s actually working in our land business right now in 2026, including:

• How we’re finding deals
• What marketing channels are producing
• How we’re underwriting and making offers
• How we’re using AI and new tools to move faster
• What I would focus on if I were starting from scratch today

We’ve had hundreds of people showing up to these trainings, and I try to make every one of them something you can actually take and use in your business immediately.

It’s completely free.

There will NOT be a recording, so you need to be there live.

Grab your spot here:

https://t.co/oIu5uJZrcE

[Sumner Healey @Sumnerrh]

🚨 FREE LIVE LAND FLIPPING MASTERCLASS NEXT WEEK

We’ve had hundreds of people showing up live to these trainings every time we run them...

....and there’s a reason why.

This is probably the most valuable free training I’m doing right now on how we’re actually building our land business in 2026.

I’m pulling back the curtain on the 5 biggest changes we’ve made this year that have helped lead to our best year ever in the land business.

And this is NOT just for complete beginners.

If you’re trying to get your first land deal, I’m going to show you exactly how I would approach building this business from scratch today.

If you’ve already done your 10th, 20th, or 50th deal but you’re still struggling with consistency, lead flow, deal size, or profitability — this training is for you too.

We’re covering:

• Why we stopped chasing MORE deals and started chasing BETTER deals
• How we’re finding markets with strong buyer demand and less investor competition
• How we create seller opportunities instead of waiting around for “desperate sellers”
• What we changed to get properties sold faster
• How we’ve built a leaner business using systems, software, delegation, and AI
This is the stuff we’re actually doing in our business right now.
Not theory.
Not what worked five years ago.
What’s working in 2026.
It’s 100% free to join.
But there is NO RECORDING.

If you want the training, you need to be there live.

👉 Grab your free seat here:
https://t.co/oIu5uJZrcE

Oct 8th at 4pm PST

See you live.

[Sumner Healey @Sumnerrh]

We are LIVE NOW
https://t.co/0q93tOhtd0

[Sumner Healey @Sumnerrh]

We’re going LIVE this Thursday at 4 PM Pacific for the official launch party.

Come hang out with us, see what we’ve been building, and be there when we publicly pullback the curtain on Land Insights Aero.

Set a reminder and join us live here:
https://t.co/0q93tOhtd0

[Sumner Healey @Sumnerrh]

For anyone starting with cold calling, this is a MUST watch.

https://t.co/laDyYSJKxT

[Sumner Healey @Sumnerrh]

If you’ve been watching land investing from the sidelines — or you’re already doing deals but still haven’t built the business you thought you would — this is for you.

On September 24th at 4 PM PST, I’m hosting another free live training breaking down exactly how we’re approaching land investing right now.

We’ll cover:

• What’s actually working in today’s market
• How we’re finding and buying profitable land deals
• How to avoid wasting months on the wrong markets and strategies
• The systems we use to turn this into a real, repeatable business
• What I’d do if I were starting over from scratch today

We’ve had hundreds of investors join these trainings, from complete beginners to people already closing deals.

No fluff. No 47-step complicated strategy.

Just a practical breakdown of what we’re seeing work right now.

It’s 100% free, but we’re capping registrations and there will not be a recording.

Save your spot here 👇

https://t.co/oIu5uJZrcE

See you live.

[Sumner Healey @Sumnerrh]

If you’ve been watching the land business from the sidelines thinking, “I know there’s opportunity here, but I have no idea where to actually start…” this is for you.

And if you’re already doing land but feel like you’ve been spinning your wheels, struggling to consistently find deals, or simply haven’t built the business you thought you would by now — this is also for you.

On September 24th at 4 PM PST, I’m running another completely free live Land Flipping Masterclass.

We’ve been doing these every couple of weeks, and every time we’ve had hundreds of people show up live.

I’m going to break down what’s actually working in the land business right now, what has changed, where I see the biggest opportunities, and the system we’re using to build a real land business in today’s market.

This isn’t theory. And it’s not just for people already doing deals.

Whether you’re trying to figure out how to get your first deal or trying to finally turn what you’re doing into a real, predictable business, I think you’ll get a ton out of this.

September 24th
4 PM PST
100% Free

We are capping attendance, and there will NOT be a recording.

If you want in, grab your spot below...
https://t.co/oIu5uJZrcE

[Sumner Healey @Sumnerrh]

The people have asked and I have spoken...

https://t.co/3vGe2Fh5f4

[Sumner Healey @Sumnerrh]

Whole lotta myths around this topic...

https://t.co/caJETRm5vz

[Sumner Healey @Sumnerrh]

Different than my normal video...

This is a fascinating topic though (and very relevant to land investors)

https://t.co/VdHSJFpjz4

[Sumner Healey @Sumnerrh]

This one is a straight HEATER

https://t.co/fn094WmfzR

[Sumner Healey @Sumnerrh]

If you’re trying to build or scale a land flipping business right now, I’m hosting a free live training this week that you should be on.

I’m breaking down the exact land investing model we’re using today to find better markets, generate motivated seller leads, structure bigger deals, and avoid the low-margin strategies that have gotten dramatically harder over the last few years.

This is not a beginner-level “what is land flipping?” webinar.

I’m going deep into what is actually working in 2026, including:

→ How we choose markets
→ Where our best deals are coming from
→ Why the old “Land 1.0” model is getting harder
→ How we consistently target $20K+ spreads
→ The systems we use to operate at scale without needing hundreds of deals

If you’re serious about land investing, come join me live.

Register free here:
https://t.co/oIu5uJZrcE

[Sumner Healey @Sumnerrh]

https://t.co/TiBNznA9c3

I tried nearly every strategy.

So now you can just copy what worked for me.

[Sumner Healey @Sumnerrh]

Most land investors have NO IDEA if their cold callers are actually performing.

They’re getting leads…

But are they getting enough?

We just broke down the actual numbers behind cold calling for land:

→ How many calls it takes to generate a lead
→ What a healthy conversion rate looks like
→ Why some callers produce while others burn through your data
→ The benchmarks we use to measure performance at Dirt Dialers
If you’re cold calling landowners right now, this is one of those videos you should watch and compare against your own numbers.
Because without benchmarks, you’re basically flying blind.
Watch it here 👇
https://t.co/6dZJQlEMy9

And if you’d rather have us build and manage the cold calling machine for you, you can join the Dirt Dialers waitlist at https://t.co/D9ohqTminT.

[Sumner Healey @Sumnerrh]

Most land investors are looking at deals completely wrong....

They’re asking:

“How cheap can I buy this property?”

I’m usually asking:

“What can I do to this property that makes it dramatically more valuable?”

One of the best examples is subdivision.

We’ve gotten to the point where some of the most exciting deals we look at have $100K–$300K+ profit potential because we’re not just buying and reselling dirt.

We’re looking for things like:

road frontage, zoning, access, demand, topography, wetlands, flood zones, perc potential — and whether there’s an arbitrage opportunity hiding inside the property.

I just recorded a full breakdown showing exactly how I think through these deals:

How to Subdivide Land for Profit ($100K–$300K Deals)

👉 https://t.co/mayGBAWE5R

And this is also exactly what I’m going much deeper on during our 3-Hour Land Investing Masterclass next week.

I’m breaking down the difference between what I call Land 1.0 and Land 2.0...

...and why I think the next generation of successful land investors will operate very differently from the old “send a bunch of blind offers and flip cheap lots” model.

We’ll cover:
-finding better markets
-finding better properties
-creating larger spreads
--building better acquisition systems
using data + AI to underwrite faster
-and how we’re consistently hunting for $20K, $50K, $100K+ opportunities

If you want to see how we’re approaching land investing right now, come join me.

3-Hour Land Investing Masterclass
September 9
👉 https://t.co/6saHH12gj1

Watch the subdivision video first.

Then come to the training.

The video shows you one strategy. The masterclass shows you the entire machine.

[Sumner Healey @Sumnerrh]

We got hit by a storm early this AM.

Internet at my house is down.

So sorry guys, we have to reschedule today's YT live stream to next week.

Was really looking forward to it ;/

Have a great weekend!

[Sumner Healey @Sumnerrh]

When I started flipping land in 2019, I had absolutely no idea what I was doing.

I was just trying to figure out a way to make some money outside of a job.

I bought my first piece of land.

Then another.

Then another.

Eventually, I quit my job.

Over the next several years, land completely changed my life.

It gave me money.

It gave me freedom.

It allowed me to travel, move to Bali, build other businesses, and create a life that honestly looked nothing like the one I had when I started.

But here's the part I think people need to hear:

If I lost everything tomorrow and had to start a land business again from scratch...

I would NOT build it the same way.

Not even close.

The business has changed too much.

The stuff we did in 2020, 2021 and 2022 worked incredibly well for that version of the market.

Pull massive lists.

Send huge amounts of mail.

Make stupid-low offers.

Buy cheap dirt.

Repeat.

You could get away with being pretty unsophisticated and still make a lot of money.

That game has changed.

And I think a lot of people in this industry are struggling because they're trying to force an old strategy onto a new market.

We had to change too.

Today I'm far more obsessed with:

Finding markets where demand actually exists.

Creating more seller conversations instead of endlessly buying data.

Buying better properties instead of simply buying more properties.

Finding deals where we can create value instead of just hoping we bought cheap enough.

Using technology and AI to make better decisions faster.

And building a business that gives me my time back instead of creating another job.

Ironically, I think land investing is a BETTER opportunity today than it was when I started.

But only if you understand how the game has changed.

That's what I'm teaching live this Wednesday.

I'm basically going to unpack the biggest lessons from the last 6+ years of doing this and show you the version of the land business I would build if I had to start over today.

No theory.

It's what we're actually doing right now.

If you're already in land, I think this will challenge some of the way you're operating.

And if you're brand new, it'll probably save you years of learning the hard way.

Wednesday at 4 PM Pacific.

I'm doing it live and we'll hang around afterward for Q&A.

You can grab a spot here:

https://t.co/3tQnOzjQP2

Hope to see you there.

[Sumner Healey @Sumnerrh]

Quick heads up gang....

We’re going live tomorrow at 4 PM PST on YouTube.

I’m going to do a full walkthrough of the new Land Insights Aero map and show you guys how I’m actually using it inside the platform.

We’ll also go through some of the newer features we’ve released recently, including the subdivision research mode, which people have been getting a lot of value out of.

I’ll probably show a few other things that have come out recently too, and then we’ll do some live Q&A at the end.

Should be a fun call.

If you want to join us, hit the link below and click “Notify Me” on YouTube so it gives you a push notification when we go live.

https://t.co/cmddFkGges