So is there any way to increase your chances of selection based on the timing of the entry? No! It is a random selection.
The following two screenshots show a distribution of selectees in EU, AS and AF regions in DV2014, grouped by the day they entered.
You can see there is a pretty random distribution – that seems to peak toward the end. However, that says more about the way people behave, rather than the lottery process. Meaning – I think more people put off entering until the last few days and then there was an increase in winners to match the increase in entry volume…..