How I actually use AI in my portfolio


Hey Reader,

If you're someone who likes knowing how the work actually gets done before you trust it, this one's for you.

People assume AI in investing means a bot picking trades. That's not how I use it. I use it for the data analysis & underwriting, the work that takes up most of my time.

Because here's the truth, I want everyone to know

Note investing is more passive than being a landlord, but it is not truly passive.

So here is the process for me these days.

It usually starts with a loan tape.

A broker or seller sends a spreadsheet with 10-100 notes on it: UPB, interest rate, monthly, property value, payment history, state, and term left.

So instead of doing my underwriting directly in the spreadsheet, I use AI in my workflow.

After I've excluded personal information, I run the tape against my buy box, the criteria every note has to clear before I'll even look closely:

  • Performing 1st liens
  • Conservative loan-to-value with real equity underneath
  • States where I can actually resolve a default in a reasonable timeframe
  • Payment seasoning to trust the history.

AI scores the whole list against those rules in one pass, kills the obvious no's, and tells me why each one failed so I can sanity-check the logic.

Then, on the few that survive, I go deeper, one note at a time.

I'll have it digest the payment history, flag inconsistencies in the numbers, and draft the questions I take back to the seller or my attorney.

AI doesn't replace my judgment or any professionals.

It just gets me to the decision faster, with my attention on what actually matters.

If you want to put this to work yourself, here's where I'd recommend starting:

  1. Start with what's draining you. Pick the one task you keep doing by hand that eats your time. This could be repetitive reading, sorting, and the first-pass filtering.
  2. Write your criteria down. AI can't filter against rules you haven't defined. Get your non-negotiables on paper, the things a deal must have and the things that are instant no's.
  3. Get your tools in one place. I stopped paying for a pile of separate AI subscriptions and switched to one workspace to save on cost.
  4. Keep yourself as the final call. AI sorts and flags. It doesn't decide. It can be confidently wrong, and in this business, that's dangerous. Treat it like a sharp junior analyst: fast, useful, always double-checked.

So when people ask if note investing is really passive, my honest answer is yes, compared to most real estate, but passive doesn't mean automatic.

The systems do most of the lifting.

Your attention does the rest.

Sierra

Check out all episodes!

Educational content only. Personal investment examples are shared for illustration and do not constitute investment, tax, legal, or financial advice, or an offer to sell securities. This email may contain affiliate links.

600 1st Ave, Ste 330 PMB 92768, Seattle, WA 98104-2246
Unsubscribe · Preferences

Wealth With Notes Newsletter

Discover How Smart Investors Earn 10-15% Returns from Real Estate Without Being Landlords

Read more from Wealth With Notes Newsletter

Hey Reader, Every 18 months, real estate has a new "hot" strategy. Short-term Rentals Wholesaling BRRRR RV Parks Sober living homes Each one got hyped, pulled in a wave of investors, then cooled the moment the conditions that made it special shifted. Mortgage notes have never been on that list. Not because they're boring (they are), but because they don't depend on the conditions that make trends work. A short-term rental needs tourism, friendly ordinances, low rates, and the right platform...

Hey Reader, If you're someone who's heard how the wealthy borrow against their assets instead of selling them, you already understand the idea behind this. The rich rarely sell what's working. They borrow against it. Buy an asset, borrow against it, keep it growing, that's the playbook some people call "buy, borrow, die." The asset stays theirs while the borrowed money goes to work somewhere else. You can do the same thing with a note. It has an intimidating name: Hypothecation It's simpler...

Hey Reader, I hear this almost every week. "Sierra, I would love to invest in notes, but I just don't have the money." I used to believe that was the real problem. I do not anymore. The longer I do this, the more I see that money is rarely the actual constraint. People with no money close deals all the time. People with a lot of money sit on the sidelines for years. The difference is not the account balance. It is who they know. There is a concept called Who, not How. Most people, when they...