I work for a water utility company and we have 1000's of plans scanned to TIFF, some very long (up to 15m) In order to reduce printing costs, these have to beconverted to PDF for easier viewing.
I have found that Bentley Viewer and Microstation v8i are very efficient PDF creators. With the right pltcfg, they produce compact and efficient PDFs from TIFFs, longer than 5m.
After opening the TIFF in either of the above programs, I proceed as follows: