Building any commercial product for a target distribution is a bad idea
IMHO.

You've limited yourself to gentoo or debian for deployment, but have already
shut out the significant numbers of redhat (plus derivatives) folks,
mandrake folks, suse folks, plus the many other various flavors of linux
that are out there.

As a commercial product, you should seek the widest possible audience for
sales and distribution.

Focus less on the target distribution.  Get your product functional across
multiple distributions and then look into how to support the update process
for each distribution or, as most other corp products, rely upon a manual
process that each distribution can use (ftp, then run script, ...).



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