I'd suggest Apache but... I hear you. Oh for config files and modular code.
He's somewhat right about filesharing. It's tough to secure. Not impossible but it isn't something you want to add to the plate if they aren't ready.
Have you thought about adding a separate net for the fileshares? Another card, another cable, the works? I started doing this for special needs back when DLT backups started saturating our little 100Mb server farm. Things are way beyond that now but the benefits remain. Another cable takes most security problems away.
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