Good morning!
It’s been a bit since the last newsletter, but I found our new rhythm.
I just had one of those moments where everything clicked. I found this agent, Juan, who, instead of cold calling during COVID, grabbed a GoPro and started driving Uber around Tampa Bay to create content. Talk about zigging when others zag.
In today's newsletter:
How a "naturally boring" agent built a YouTube empire ($85M/year)
The local newsletter making $320K in a small town
Fresh YouTube ideas that are crushing it right now (even non real estate)
Rapid fire for your consumption: fresh insights from Shopify's CEO, Diary of a CEO's thumbnail evolution, and why Perplexity Pro might be your new Google
Fun fact: Juan reads 20-30 publications every morning to stay sharp. And here I was feeling accomplished with my morning coffee.
Let's dive in.
— Andrew
P.S. First time here? This newsletter is where we break down what's actually working in modern marketing, minus the fluff. Would love to hear your thoughts on today's stories!
Playbook

Juan Alcala had a decision to make.
91 days had passed since the pandemic started, and he still hadn’t made a single dollar. His wife looked at him and said exactly what he needed to hear: "You have a license. You need to get your behind to work."
But instead of cold calling or door knocking, Juan did something different.
He grabbed his GoPro, signed up to drive Uber, and spent the next three months exploring Tampa Bay, stopping at every interesting spot to film content.
Today, that decision has turned into a media empire with:
285 self-scheduled buyer/seller consultations per year
17.6K YouTube subscribers
A 9-person production team
Operations across two states
$36K foreclosures that became million dollar listings
And here's the cherry on top: He did it all while being "naturally boring" (his words, not mine).
The Failed Teacher Who Found His Calling
Juan's journey didn't start in real estate. He originally went to school to be a teacher but left because he “Was never going to make any money there."
After pivoting to the beer industry, where he got his first taste of marketing by wining and dining brewery executives, Juan got his real estate license in 2012.
His first sale? A $36,000 turnkey foreclosure in Detroit that netted him $800 after splits.
"I was reading Buffett at the time," Juan recalls, "and he was like 'Hey, whenever people are running away it's a time to get in.' I was so ignorant, I was like 'that sounds like a great idea!'"
That "ignorance" would later prove to be his superpower.
A Pivot That Changed Everything
By 2018, Juan had built enough of a business in Michigan to attempt semi-retirement in Florida.
Then COVID hit. Michigan deemed real estate non-essential, and Juan's income dried up completely.
That's when he made the decision that would change everything: Instead of fighting the old game, he'd create a new one.
Juan’s $85M/YR YouTube Formula

Juan's content strategy breaks down into three tiers of exponential returns:
Reality Check Content
50-75x normal views (80k-200k views)
Example: "What They're NOT Telling You About Moving to Florida"
Keys: Raw honesty, pattern interrupts, hidden truths
Cost Analysis Content
15-25x normal views (30k-50k views)
Example: "The Real Cost of Living in Tampa"
Keys: Specific numbers, real examples, clear comparisons
Area/Neighborhood Deep Dives
10x normal views (20k-40k views)
Example: "Living in Clearwater Beach Florida"
Keys: Personal experience, local insights, lifestyle focus
For Juan, every piece of content has to answer a specific search intent. Most agents create content they want to make, but he creates content people are already searching for.
His video planning process starts with three questions:
What are people actually searching for about Tampa?
What misconceptions need to be corrected?
What information would I want if I were moving here?
Be willing to answer them, and you got yourself an audience of possible leads that know you’re the best at tackling their questions.
The Anti-Marketing Marketing
While most agents focus on pushing out content, Juan follows a different philosophy.
"YouTube doesn't push videos," he explains. "YouTube pulls videos for the viewer."
This means:
No generic "how to buy a home" real estate content
No basic property tours
No market update spam
No spamming other platforms to drive to YouTube
Instead, he focuses on being the unofficial guide to Tampa Bay life, answering the questions people are actually searching for.
"I literally jumped in an Uber for three months. What I would do is I would get to a new place, I would Google it on my phone, and I would literally jump out with my GoPro.”
This way, Juan was able to familiarize himself with the things that actually make his area desirable. He doesn’t market a picture-perfect landscape, he just offers an honest look.

The Content Machine
But how exactly is he able to fully implement this strategy?
The answer is simple — He’s not alone. Juan's operation now includes:
4 agents across two states
9-person production team
Copywriter for content planning
Regular content planning sessions
But it's not just about the team size. Juan has built a systematic approach to content creation that keeps the machine running smoothly. FYI, His morning routine starts with reading 20-30 different publications to stay current on market trends and content ideas.
Most agents try to wing it with content, but Juan built a machine that can consistently produce what his audience wants.
The key? Actually working on his packaging. Every piece of content goes through the process of thumbnail design, hook crafting, and story structuring before it ever sees the light of day.

The Hook Evolution
Let’s focus on those intimidating hooks for once: Juan’s journey to mastering YouTube hooks didn’t happen overnight, and he’s aware of this.
His early videos started with very basic introductions: "Hey guys, today we're talking about Tampa versus Orlando."
The results? Decent, but not spectacular.
Everything changed when he discovered a fundamental truth. You have about 30 seconds to convince someone their next 15 minutes belong to you.
“Top performers know the path: Get them to watch, keep them watching, make the offer. Everything else is noise."

Juan’s hook structure evolved into a three-part formula:
Pattern Interrupt: Start with an unexpected statement
Curiosity Gap: Hint at valuable information that’s being withheld
Credibility Marker: Establish why viewers should trust you
That’s why his most successful hooks now follow a dream-to-nightmare-to-solution pattern:
Paint the Florida dream (sundrenched beaches, perfect lifestyle)
Introduce the hidden reality (what most people don't see coming)
Promise the roadmap (how to navigate the challenges)

The Numbers Behind Authentic Content
The results speak for themselves:
285 Zoom calls scheduled by prospects (not by him)
17.6K subscribers and growing
75% higher retention than industry average
Content performing up to 75x above baseline
But perhaps most importantly, Juan hasn’t been forced to do any prospecting-based business in five years since he built an attraction marketing machine.
Of course, none of this happened overnight. Juan has a specific approach to YouTube, and it’s the whole reason behind his success.
By focusing on searchable, evergreen content, each video keeps on generating leads months and even years after being published.
Want some ideas? Here’s the content that actually pulls:

Short-Term Ambitious, Long-Term Lazy
If there’s anything that stood out while talking to Juan, it’s got to be the philosophy he lives by.
"My whole goal in life is to be short-term ambitious so I can be long-term lazy.", Juan says.
By that, he means putting in the hard work upfront to create content that continues to grow indefinitely. While other agents are constantly chasing their next lead, Juan created a search-driven, evergreen content library that acts as a 24/7 lead generation machine.
In order to achieve that, he has to make sure every single video is able to pull the viewer in — and he also happens to have a system for this.

Professional marketers understand something that most agents don't: You want to work at the top of the funnel, not the bottom. When you build the right content machine, the leads come to you.
The Lesson for Every Agent
The biggest lesson I learned from Juan isn't about YouTube tactics or content strategies.
It's about having the courage to play a completely different game.
"When you understand that you don't have to chase the bottom of the funnel, but can focus on the top — that's when everything changes in real estate marketing."
Because real estate isn't about following the crowd. While others chase immediate leads, Juan built a content empire.
While others focused on pushing content to their audience, Juan mastered the art of pulling viewers in
It’s all about taking that leap — or, in Juan’s case, grabbing that GoPro.
Want to dive deeper into Juan's content strategy? Watch the full conversation to get his complete playbook.
Is email dead?
Meet Ryan Sneddon, founder of NapTown Scoop, who transformed a tiny 70-subscriber newsletter into a thriving media company reaching half of Annapolis. From burning through his savings on Facebook ads to having $230K already booked for 2025, Ryan's story proves local media isn't dead - it's evolving.
Ryan built a hyper-local media company making over $320,000/year with his email newsletter in 1 small town.
In our conversation, we dive deep into:
How focusing on a 10-mile radius was key to hitting 21,000 subscribers
The exact content formula that got him recognized in an Irish airport
Getting subscribers for $0.80 when others say Facebook ads are dead
Why he stopped running Facebook ads after hitting "critical mass"
Why restaurants and event coverage drives massive engagement
How he built a lean team without any full-time employees
The secret behind getting advertisers to pay $800 per email
The future of local newsletters through licensing vs franchising
His contrarian take on using AI for local news
I truly believe local media can be different - more positive, more impactful, more profitable. Ryan's story proves it.
Having Ryan on the show was someone I wanted to show that local news isn't dead - it's evolving. And when done right, it can transform both your business and even your community.
Let me know your thoughts below after watching!
Watch the full episode now on YouTube — or search 'Breaking and Building Leaders Ryan Sneddon' — and discover how serving one community deeply can build a thriving media business.
Packaging (Topic + Title + Thumbnails) of the Week

11X - If I Were Moving to {CITY} in 2025, I'd Move Here
1.4X - I Just Toured 2025's #1 {CITY} Home Of The Year... Already!! The Kitchen And Pantry Are INSANE!
5.9X - {CITY, STATE}'s BEST New Homes in 2025
2.6X - Everything You Need To Know About Where To Live in {CITY} (Map Tour)
8.3X - Inside the Most EXPENSIVE {BUILDER} Home in {CITY/STATE}
6.6X - What They Don’t Tell You About Living in {CITY}
100X - The {AREA} Inside {CITY} That You've Probably Never Heard Of
81X - The Most Valuable {REAL ESTATE} In {CITY/STATE}
2.6X - {CITY} – What’s It Really Like Now?
18X - I {Visited/Lived/Toured/Moved} the Most Remote {OR OTHER MOST DISTINCT FEATURE} Town in the {CITY/STATE}
I hope these help inspire your next video!
Rapid Fire For Your Consumption:
“Don’t enter markets, make them.” - CEO of Shopify on Lenny’s Podcast
“If you’re growing so fast and the customer experience starts to degrade you’re hurting yourself” - Silicon Valley Legend behind Billion Dollar Companies on the Knowledge Project Podcast
Mapping the value engines in your business - YouTube video from Ryan Deiss founder of DigitalMarketer.com and way more
The complete YouTube playbook from the man behind $100M creators - The #1 YouTube Strategist on Greg Isenberg’s Podcast
The evolution of the Diary of a CEO’s thumbnails (also why I follow 15+ of the DOAC’s team member’s on Linkedin, they show how to market as a team).
The landing page formula for 50%+ conversion behind 7, 8 & 9-figure emails newsletters
The characteristics of a popular blog post and why AI doesn’t solve blog writing completely (plus why longer is better). PS YouTube is similar…
The client lifecycle & ROI from brand vs. performance marketing - X/Tweet from the Cofounder of Chubbies ($100M+)
Your company is a media company first - Linkedin post with 7+ takeaways from a marketing agency event with $1M to $100M+ founders
The strategy, content, KPIs/numbers, team, phases, business model & more behind a $50M media company built first with Blogs & YouTube
Perplexity Pro is my new Google Search + it launched both Open AI o3-mini + DeepSeak R1
Why we’re building AI Agents internally - AI newsletter from the founder of Hubspot
The 2 best AI agent creators on YouTube - Riley Brown and Greg Isenberg
Which 1 of these newsletter topics did you like best?
I hope you enjoyed this one!
I tried to include a range of content to help anyone at any level across numerous things.
So, I’m curious to hear your results after you implement 1 of these into your business!
Time to build for 2025!
Andrew Bayon
P.S. Watch the 2-hour ADVANCED EMAIL webinar before it disappears in 48 hours.



