Do you think the ability to recall private information like that will more valuable to you, the user, or to data aggregators, advertisers, and service providers? Is there enough extra revenue in expanding services to Dropbox users, or will they inevitably become another data scraping company (perhaps with a veneer of "anonymization" to supposedly protect your privacy)?

As of now I trust Dropbox not to use my information or sell it to anyone else. In fact I pay them pretty penny not to. Is there any evidence that they’re violating that assumption?

There is in face public evidence that they take good care of data, even when building an in house OCR engine, https://dropbox.tech/machine-learning/creating-a-modern-ocr-... :

> We began by collecting a representative set of donated document images that match what users might upload, such as receipts, invoices, letters, etc. To gather this set, we asked a small percentage of users whether they would donate some of their image files for us to improve our algorithms. At Dropbox, we take user privacy very seriously and thus made it clear that this was completely optional, and if donated, the files would be kept private and secure. We use a wide variety of safety precautions with such user-donated data, including never keeping donated data on local machines in permanent storage, maintaining extensive auditing, requiring strong authentication to access any of it, and more.

Would you use the passport number without double checking it ?

If it looks mostly correct, yes.

I can get my passport number by pressing the Windows key, typing "passport" and pressing Enter. I don't know if I'd want AI to come into the mix, or even Dropbox for that matter.

There is no substitute for being organized.

There is absolutely a substitute for being organized :) ask me how! Dropbox plays a big role in it ever since it started indexing pdf contents.

if it's in your iphone photos library you can just type "passport" and then copy/paste the number out of the image.