Some answer to your question(s) is in your statement,
On Mon, Nov 1, 2010 at 8:32 PM, Ngũgĩ Kĩmani
<ngugi@mafundi.co.ke> wrote:
@Wash: 19th century or no, my point is that there is no need to use technology simply because it is the in thing;
While your observation might be correct, people WILL use technology simply because its the in thing, this is something you will find incredibly hard to change.
So, if majority of the decision makers in the small, one branch organisation you mentioned are of this generation, then they have been brought up and fed on Facebook, Gmail and all that Web 2.0, Ajaxified web based cerelac. Now, take your kick ass, stable, fast and all things nice DOS based software to them and chances are you will walk out with it.