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2.1.269 — Prompt suggestions were being dropped for Japanese, Chinese, Thai and other languages written without spaces between words. That is now fixedKB5124008 — After September's cumulative update, Windows 11 users report Cowork failing to mount any host folder at all. The VM still starts, which makes the cause hard to pin downPUSH — Some cloud and Cowork sessions have git push rejected by the proxy before it reaches GitHub. Cloning still works, so it reads like a token permission problem when it is notNEW — Adding more material made Projects answer thinner. Three questions we now use to decide which knowledge files stayTOKENS — You cannot price a PDF before sending it: CountTokens does not accept document input. That leaves estimating from page count or extracting the text and counting thatCLEANUP — Before asking an agent to tidy up, separate the work that only needs reading from the work that needs writing. The order you hand over folders cannot be reconsidered afterwards2.1.269 — Prompt suggestions were being dropped for Japanese, Chinese, Thai and other languages written without spaces between words. That is now fixedKB5124008 — After September's cumulative update, Windows 11 users report Cowork failing to mount any host folder at all. The VM still starts, which makes the cause hard to pin downPUSH — Some cloud and Cowork sessions have git push rejected by the proxy before it reaches GitHub. Cloning still works, so it reads like a token permission problem when it is notNEW — Adding more material made Projects answer thinner. Three questions we now use to decide which knowledge files stayTOKENS — You cannot price a PDF before sending it: CountTokens does not accept document input. That leaves estimating from page count or extracting the text and counting thatCLEANUP — Before asking an agent to tidy up, separate the work that only needs reading from the work that needs writing. The order you hand over folders cannot be reconsidered afterwards
Articles/Cowork
Cowork/2026-09-15Intermediate

What you keep the agent from walking matters more than what you hand it

Searching one connected Cowork folder for the same word gave three different answers. Here is what the default search silently left out, and how to measure a folder's scan scope once before you hand it over.

Cowork39connected foldersripgrepscheduled tasks12automation design

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Four Next.js sites, a pile of assets, and a drawer of half-written documents all live in one folder on my machine, and that folder is connected to Cowork. One morning the log from an unattended check held nothing but a search that had stopped partway through.

No error. The count was simply low, and the task moved on to the next step. Failing quietly is the hardest kind of failure to notice.

So I ran the same search by hand. grep -rl never came back, even after forty seconds. ripgrep answered in seven. But ripgrep found more files. Faster and more — one of them had to be lying, and I sat looking at the screen for a while.

The first thing worth saying is that neither search was lying. What was wrong was my assumption that the folder could be walked at all.

The same word, the same folder, three different answers

I searched the root of the connected folder for one word (premium) four different ways, with a forty-second ceiling. Anything that hadn't returned by then I recorded as cut off. This is the working folder I actually use as an indie developer, so the numbers are exactly what my environment produced.

CommandFiles foundTimeFinished
grep -rl premium .314 (when cut off)>40sNo
rg -l premium .4,1427.6sYes
rg -l --no-ignore premium .3,443 (when cut off)>40sNo
rg -l --no-ignore --hidden + excludes4,27813.3sYes

Only two of the four finished. And between those two there was still a gap of 136 files.

The "314" sitting in my unattended log was 314 out of 4,278. That is 7.3%. As an audit, it is barely distinguishable from having looked at nothing.

Four out of five files were not anything I wrote

To understand why grep -rl never finished, I counted what it was being asked to walk. One pass over the whole folder, classified as it went:

BucketFilesShare
Total103,845100%
Inside node_modules81,35978.3%
Inside .git7,0926.8%
Inside __pycache__120.0%
Everything else (the actual work)15,38214.8%

Only 14.8% of the folder was material I had written or would ever want to read. The rest was dependencies and Git internals.

The timings follow directly. find . -type f -name "*.json" returned 3,867 paths in 15.03 seconds. Pruning node_modules, .git, and .next returned 56 paths in 2.41 seconds — 69 times fewer results, six times faster.

One assumption came apart here. I had been treating the four sites as identical boxes on one shelf. Only three of them had node_modules on disk; the fourth had none. Boxes lined up on the same shelf are not guaranteed to weigh the same. The cost of a scan is set by which dependencies happen to be unpacked, not by how many repositories you own.

Thank you for reading this far.

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WHAT YOU'LL LEARN
You'll be able to tell, before an unattended search cuts off mid-run, whether a folder can actually be walked inside your time budget
You'll be able to count which files your default search quietly excludes in your own environment, and close the hole it leaves in an audit
You'll be able to drop the assumption that longer exclude lists are safer, and move to declaring scope on the command instead
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