2026
How I Stopped Retraining AI on Every Deal
Index, Reference, Skills, Outputs. The folder framework I use to run acquisitions in Claude Cowork, so the training compounds instead of starting from scratch.
Due Diligence Checklist: The Checklist I Run On Every Deal
Two years ago I wrote about my due diligence checklist. It's had a small update…
The Rising Tide of Defaults: CRE Distress Report 2024 - 2026
The commercial real estate (CRE) sector is currently navigating a period of significant distress, driven…
A Due Diligence Strategy That Closes Deals
One of our readers asked me something this week that deserves a full answer: "How…
My 2026 Tech Stack
Of the 5 million apps out there, only a rare few will actually make you…
What I'd Tell My Younger Self: What I'd Do Differently
Yesterday morning, I was scrolling through reader questions and one from Paul caught my eye:…
The 20-Year Partnership Test
Every week, I ask readers the same question: "What's your biggest challenge in CRE right…
Why You Should Stop Setting Goals and Start Removing Obstacles
I've been setting goals for almost two decades. Tried every framework , tweaked it every…
2025
My 2025 Tech Stack
Of the 5 million apps out there, only a rare few will take your productivity…
Italy 2025
For entrepreneurs, "vacation" is a loaded word. It usually means one of two things: either…
Mountain Adventures: Peak Moments with Saul
There's something magical about standing on top of the world, where the air is thin…
The Reality of Real Estate
There's a cold, hard truth in real estate . It's a risky game. Now, that's…
5 Years of Proforma Lessons in 1 Email
This past Friday, we got about two inches of snow here in Chicago , and…
Advice to My Younger Self
What's one piece of advice you wish you could give your younger self in your…
2024
I Feared for 72 Hours: Hurricane Milton
They say you should prepare for the worst and hope for the best. I failed…
