The New Rules of Direct Mail Marketing with Jessey Kwong

In this episode of the REI Marketing Weekly, I’m joined by Jessey
Kwong from Pebble REI for one of the most refreshingly honest and
strategic conversations I’ve had on the show. We break down why
direct mail is still thriving for investors who know how to niche
their messaging, personalize their approach, and pair mailers
with other marketing channels. Jessey shares data-driven insights
from his platform and real-world stories that prove the
old-school method is not only relevant—but evolving in a big way.





We also go beyond direct mail to talk about how the smartest
marketers balance being proactive and reactive. Whether you’re
new to real estate marketing or a seasoned pro, this episode is
packed with insights that will help you better adapt, optimize,
and get the most out of your budget and time.





Episode Timeline & Highlights





[0:00] - Why staying updated on marketing trends is vital for
success


[1:22] - Marketing is both proactive and reactive—here’s how to
balance both


[2:20] - Introduction to Jessey Kwong and his CRM platform for
real estate


[3:25] - Why direct mail still works: consistency in lead flow
despite declining use


[4:08] - How investors are leveraging the drop in mail
competition


[6:23] - Jessey’s take on traditional vs. problem-based messaging


[10:23] - The power of personalized mailers: maps, doodles, and
human touches


[11:37] - What makes mailers stand out in today’s crowded
marketing space


[15:28] - Combining mail with texting and cold calling for better
engagement


[18:02] - Rising costs in direct mail: How to adjust your
marketing budget


[21:24] - Don’t get spoiled—why all marketing channels eventually
shift


[23:35] - Staying creative before your results decline


[25:11] - Why successful marketing requires delegation and
expertise


[27:08] - Jessey’s platforms, podcasts, and ways to connect





5 Key Takeaways:





Direct Mail is Not Dead – While fewer investors
are using it, those who personalize and target their campaigns
are seeing consistent ROI.


Relevance is the Secret Sauce – Messaging that’s
problem/solution focused and hyper-specific outperforms generic
“we buy houses” mailers.


Pair Channels for Power – Combine mail with
texts or cold calls to create a seamless, multi-touch experience
that boosts response rates.


Adjust Budgets Proactively – Rising mail costs
don’t mean giving up—work backward from margins and forecast
smarter to stay profitable.


Marketing Requires Balance – Being both
proactive and reactive is essential to adapting strategies that
evolve with the market and customer behavior.





Links & Resources







Pebble RCI CRM for Real Estate Investors:
https://pebblerei.com




Jessey’s Podcasts:







Land Investing Business Secrets




Wholesaling Secrets









YouTube: Pebble REI Channel







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