The problem with writing about technology is that the specifics rot. A book naming the platforms, tools and companies of its moment reads as a period piece within a few years, however sharp it was at the time.
The ones worth keeping are about the underlying shape of the change: how distribution shifts when copying becomes free, what happens to pricing when a marginal cost collapses, why networks concentrate into a small number of winners. Those arguments still hold when the brand names have changed.
For a small business the practical question is narrower than the genre usually addresses. It is rarely whether a technology will matter eventually; it is whether adopting it now is cheaper than the problem it solves. A lot of software gets bought to fix a process nobody has written down yet, and it does not.
The shortest shelf here, deliberately. Most technology books have a useful essay's worth of argument in them.
