Jobber's limits are two different numbers and people mix them up. Attachments uploaded to notes on a client, job, quote or invoice allow 500MB per file. But the moment you send those attachments as an email, there is a 10MB limit across all attachments, because most email providers refuse anything bigger — Jobber's help center says so directly and shows a progress bar as files approach the ceiling. So a job with four 3MB phone photos is fine on the record and blocked on the send. The same 10MB cap applies in the Jobber App. That gap is where work stalls: the photos exist, the client wants them by email, and nothing goes out. Compressing the set to roughly a megabyte each fixes it while staying legible as a visual record of the work done. Skwish resizes and compresses in the browser, shows before and after per file, and gives you one ZIP to attach instead of four separate downloads.