Tuesdays are 3 AI updates, one hot take, one action. Weekends are 1 practical real estate agent workflow.
On Tuesday I shared how AI works with your browser. Here’s a twenty minute exercise that creates a report every Monday morning. The Chrome side panel is now a Cowork session, so anything you save there follows you across Claude instead of living in one browser tab. You teach it a job once, in the browser, and Cowork runs it on a schedule from then on.
Before you start, you need a paid Claude plan and two things installed: Chrome with the Claude extension, and the Claude desktop app that handles the scheduling. Install the extension from the Chrome Web Store, sign in, then click the puzzle piece icon in your toolbar and pin Claude so the panel is one click away.
Set the page up once
Open your MLS and run the search you would run anyway. Your farm, last seven days, new listings plus price changes plus pendings plus solds. Get the results on screen exactly how you like them. Claude reads this page every week, so spend two minutes getting it right now instead of fixing it every Monday.
Give it the actual job
Set your approval bar to “Automatically approve” so you are not confirming every click. Then paste this into the panel with your results on screen:
Read the search results on this page. Build a table with address, status change, list price, price per square foot, and days on market. Then write me four sentences in plain language: what moved this week, which price cut matters most and why, which property has sat long enough that I should call the agent, and one specific thing I could say to a seller about this week's activity. No preamble, no summary at the end.
Save it as a skill, then schedule it in Cowork
This is the part that stops it being a one-off. Tell Claude to save that prompt as a skill file so it is reusable on every surface instead of living in one browser tab. Confirm that it’s saved in the skills section under “Customize”. Then open Cowork in the desktop app and set up a scheduled task that runs it against your MLS search every Monday morning. It goes off whether or not you remember it exists, which is the only reason any of this sticks. One caveat worth knowing: Claude reads whatever tab you are on without any help, but a scheduled task that drives Chrome needs the desktop app open, so leave it running on your laptop on Monday.
What could go wrong. The first run will be mediocre. Claude will grab the wrong column or miss the status field, and you will need to tell it which part of the page to read. Fix it once and the fix holds. I would also keep the results list to around twenty properties, because long pages make it sloppy.
One honest warning. Anthropic says the extension is still risky, and they are right. A web page can carry instructions you cannot see, aimed at getting Claude to do something you never asked for. Keep it on your MLS and your own dashboards, stay off anything with a comment section, and check your MLS rules if you are unsure about automated reading.
BOSTON. ONE DAY. IN PERSON.
I built this exact thing with 50 agents in California in August. Who wants to join the next room? Thursday, September 24 I’m running a one-day Claude workshop in Boston, and it’s everything I just walked you through plus the rest of the system, built live on your own listings and your own database. Small room on purpose. It’s $499. I’m still locking the venue, though it will be somewhere easy for agents to get to. Grab your seat here.
Reply to this email with an example of how AI has transformed your day to day work, and I’ll send you an early bird code for 10% off.
-Matt
(and now a word from a tool I use every day…)
PRDs by voice. Bug reports by voice. Ship faster.
Dictate acceptance criteria and reproductions inside Cursor or Warp. Wispr Flow auto-tags file names, preserves syntax, and gives you paste-ready text in seconds. 4x faster than typing.
