Although the (relative) FOSS benefits are nice, that wasn't the real reason I switched. At the time, Office for Mac 2008 was going EOL, so this wasn't the best

Although the (relative) FOSS benefits are nice, that wasn't the real reason I switched. At the time, Office for Mac 2008 was going EOL, so this wasn't the best option and whispers had already surfaced that future versions would be subscription-only unless you were in an enterprise environment. Going this route, you eventually end up paying more than MSRP, which feels icky. As to why I didn't start from groff/toff - the original was done in Word, so I tried to keep a similar format and to get there required a few custom classes that would be a real pain to reproduce. I considered just using HTML with the print media type, but @page was new then, still isn't uniformly supported, and is basically absent in WebKit. All told, it probably took 2 weeks - asking silly questions on TeX Exchange and tweaking things - before I got something that I was happy with.