Real Estate

From Postcards to Personal Letters: What We’ve Learned (So Far)

July 23, 2025
Diving deep into real estate farming—from postcards to personal letters to AI-driven outreach. Here’s what worked, what flopped, and what we’re still testing in the field.

Real estate farming for the modern agent, told the messy way.

TL;DR

We’ve spent the last few months deep in the trenches of real estate farming—testing postcards, experimenting with personal letters, and now layering in digital outreach too. From clunky mail merges to robotic handwriting to AI-driven email tools, this is a transparent look at what we’ve tried, what kind of worked, and what’s still a work in progress.

1. Why We’re Farming Again

Mark Choey isn’t new to real estate… far from it. He was one of the top agents in San Francisco, co-founded Climb Real Estate, scaled it into one of the top teams in the country, and eventually sold it to Realogy. After that, he went all-in on real estate tech, launching Highnote, a platform that’s redefining how agents pitch and present listings.

But recently, Mark’s been making a quiet comeback. Not just as a tech founder—but as an agent again. And with that came the question:

How do we rebuild local mindshare in an ultra-competitive market… without burning through tens of thousands of marketing dollars?

The answer, or at least the starting point? Farming.

2. First Round: Postcards

We began with postcards because—let’s be honest—they still work. Especially in the Bay Area, where luxury buyers and sellers actually read their mail (or at least have an assistant who does).

We looked at a bunch of platforms:

  • Corefact sounded cheap, but once we tried to customize designs to match Christie’s branding, the price jumped.
  • QuantumDigital accepted PDFs (great), but their 20-card minimum made testing annoying, and the pricing ended up higher than expected.
  • XpressDocs didn’t allow design uploads at all. Template use only.

That’s how we landed on PropertyRadar. It wasn’t flashy, but it checked a lot of boxes:

  • $0.76/card (6×9) was the most affordable we found
  • No minimums! We could test with just 1 card
  • Easy export of up to 10,000 contacts per month
  • Shared login during the trial phase

The quality of the postcards? Decent… but Mark had concerns. The card stock felt just okay. The UI was clunky. And image-only uploads felt limiting from a design perspective. But for where we were at, it worked.

3. Then Came the Letters

While postcard tests were running, Mark had an idea: target a specific luxury building in San Mateo, where we had two qualified renter leads and potential sellers.

Instead of a generic blast, he wanted something personal—a letter.

So we did it old school:

  • MS Word
  • Manual Mail Merge
  • Printing at home

What we didn’t expect? The hours it would take Mark to print, fold, stuff, seal, and stamp just 100 letters. We were laughing about it on Slack, but also asking…

“Isn’t there a better way to do this?”

4. The Tech Side: Letters, Robots, and Digital Farming

While we were folding paper and licking envelopes (okay, not really—we use peel-and-seal), we couldn’t ignore the obvious:

We’re a tech-forward brand. Why are we doing this the old-school way?

That’s when we started exploring parallel tracks:

Letter automation through platforms like LettrLabs and Handwrytten

    • Our goal: keep the personal touch, ditch the hours of manual labor
    • Handwritten-look letters still feel more human especially for luxury clients
    • We’re actively testing LettrLabs now as a scalable option

 

At the same time, we’re also testing email/digital farming tools like TrustScout, which let us:

  • Send targeted messages to owners with verified emails
  • Automate follow-ups
  • Track clicks and opens (things a stamp can’t tell you)

It’s a different audience but an important one.
Some homeowners respond to personal letters.
Others only check their inbox.

We’re farming both because in a city like San Francisco, your buyers (and sellers) might be in Web3 and still love a thick card stock.

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5. Platform Comparison: What We’ve Tried So Far

Here’s a side-by-side snapshot of the direct mail and letter tools we’ve tested (or considered) along with what worked, what didn’t, and where they landed on pricing. We’re still experimenting, but this gives a sense of where things stand so far.

Platform

What We Liked

What We Didn’t Like

Pricing Notes

PropertyRadar

– Easy to use after initial tinkering

– 10k contact exports/month

– Can send 1 test postcard

– Good support

– Design upload limited to images only

– Postcard quality is just okay

– No cardstock/laminate options

$0.76/card (6×9”)

Base Plan Solo: $119/month

QuantumDigital

– Accepts PDF proofs

– Decent card stock

– Offers samples

– Requires 20-card minimum

– More expensive than PR

$0.85+/card, contact import needed

XpressDocs

– Comparable to PR in pricing for standard mail

– No design uploads allowed (template-only)

– First-class mail is pricier

Similar to PR unless using premium options

Stamps.com

– Potential for envelope automation

– Free customization will require desktop plugin (Windows only)

– No USPS barcode removal

– Limited design customization

~$39/month upgrade required to test custom features on the online app

LettrLabs

– Robotic handwriting at lower cost

– Personal-feel at scale

– Still in early testing

TBD (currently being tested)

Handwrytten

– Best-quality handwritten samples

– Expensive compared to others

Pricing varies—higher than LettrLabs

Note: We’re still exploring platforms that let us balance personalization, automation, and brand consistency without spending hours printing and folding letters by hand.

6. What’s Working (Kind Of)

7. What’s Not (Yet)

8. Still Figuring It Out (And Always Evolving)

This isn’t a polished case study. We don’t have all the answers yet. But we’re sharing the process anyway—because honestly, most agents we know are also still figuring it out.

We’re still testing:

  • What type of message resonates most with sellers
  • How to scale without losing the personal touch
  • Where to blend old-school marketing with new-school tools

And as AI continues to evolve, we’re watching that space closely too. Mark’s background in tech (and current work with Highnote) keeps us at the edge of what’s possible—from AI-assisted writing to smart targeting to automated follow-up sequences that don’t feel robotic.

Letters might win. Or email. Or some combination we haven’t built yet.

But whatever the mix is, we know it’s not static. We’re building a farming strategy that’s just as much about iteration as it is about outreach.

Final Thoughts

If you’re an agent trying to farm smarter (not just harder!)…we feel you. Our goal is to keep sharing what works, what flops, and what still makes us want to scream into a stamp roll.

This is the beginning of the journey. We’ll let you know where it goes next.

PS:

We’ll be updating this story as we test out new tools like LettrLabs and TrustScout. If AI ends up sending our next batch of letters or emails, you’ll be the first to know. Stay tuned.

More Resources

Author
Daphne is the marketing creative, systems nerd, and design mind behind the scenes at Highnote. She blends storytelling, automation, and real-world testing to help modern agents stand out—without the fluff. Lately, she’s been helping Mark Choey rethink his real estate marketing, from postcards to AI-powered outreach. When she’s not designing or debugging workflows, she’s probably asking ChatGPT if there’s a faster way to fold a letter.