> Has compression been broken?

Works for us:

  convert logo: -compress jpeg logo.tif
  tiffinfo logo.tif
    ...
  Compression Scheme: JPEG

Type 

  identify -list format

which version of TIFF are you using?  We get

  TIFF* TIFF      rw+   Tagged Image File Format (LIBTIFF, Version 3.8.2)

Its possible your version of TIFF does not have JPEG compression enabled.
ImageMagick checks to see if the compression is supported.  If its not,
it resets it to 'none'.
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