Thanks for the continued advice. Loading the libtiff-dev extension as you suggested fixed the JPEG dependency but then it griped about missing freetype but since I don't think I need or want freetype (whatever that is) for my app, I just built as follows:
root@box:/tmp/Pillow/Pillow-4.3.0# python setup.py build_ext --enable-jpeg
...
--------------------------------------------------------------------
PIL SETUP SUMMARY
--------------------------------------------------------------------
version Pillow 4.3.0
platform linux2 2.7.13 (default, Dec 23 2016, 18:28:09)
[GCC 6.2.0]
--------------------------------------------------------------------
--- JPEG support available
*** OPENJPEG (JPEG2000) support not available
--- ZLIB (PNG/ZIP) support available
*** LIBIMAGEQUANT support not available
--- LIBTIFF support available
*** FREETYPE2 support not available
*** RAQM support not available
*** LITTLECMS2 support not available
*** WEBP support not available
*** WEBPMUX support not available
--------------------------------------------------------------------
And I actually did not need olefile. According to
https://pypi.python.org/pypi/olefile/0.40: "Since 2014 olefile/OleFileIO_PL has been integrated into Pillow, the friendly fork of PIL. olefile will continue to be improved as a separate project, and new versions will be merged into Pillow regularly."
Now to see if I build it for python3... AND make a TC extension... AND then repeat the process for a bunch of other modules (e.g. picamera, pydrive, yagmail, wifi, astral, ipify). It would be REALLY nice to be able to use pip installs and make make extension from those rather than trying to build each of these from source...