<b>IT enemy No. 2: The Penny Pincher</b>
Whether it's an enterprise-level CFO or a small-business owner, a penny-wise/pound-foolish manager can stand in the way of necessary IT investments -- making your job much harder.
<b>Recognizing the enemy:</b> Though you might garner clues from threadbare office furniture or those Windows 98 machines running in the reception area, the only way to know for sure is to ask pointed questions about how the organization allocates resources for technology. If they answer, 'We never do that," or, "We get things as we need them," that's a red flag.
<b>Your best defense:</b> Gather intelligence. Find an incident where the organization's lack of IT investment hurt its bottom line -- say, a server that crashed or a backup that failed, leaving customers in the lurch -- and exploit it.