Pillow 5.0.0 can no longer read JPEG-compressed TIFFs:
$ pip freeze | grep -i pillow
Pillow==5.0.0
pillow-scripts==5.0.0
$ wget -q https://github.com/jwilk/didjvu/raw/0.8/tests/data/ycbcr-jpeg.tiff
$ pilconvert.py -r ycbcr-jpeg.tiff tmp.png
TIFFReadScanline: scanline oriented access is not supported for downsampled JPEG compressed images, consider enabling TIFF_JPEGCOLORMODE as JPEGCOLORMODE_RGB..
cannot convert image (<type 'exceptions.IOError'>:-2)
(I presume TIFF_JPEGCOLORMODE is a typo for TIFFTAG_JPEGCOLORMODE.)
This used to work until Pillow 4.3.0.