It doesn't make much of a difference in normal use, but I've seen the occasisonal slideshow glitch (using the travel theme) which I think were caused by this.
Right, you have to watch out for the counter on the Places label "xx of yyy photos" to increment, after you drop the pin. Otherwise you have to shift the pin a little.
It is a trade-off, what is more work - placing the pin precisely or changing the settings in the Lift&Stamp HUD,
When an image has many adjustment and tags applied, it is equally risky to lift and stamp; I have seen many cases when the OPs transferred and stamped everything but the GPS coordinates. The GPS data are the only option, that is disabled by default, but all adjustments and other metadata tags are enabled, and it is really easy to kill several hours's work of carefully tagging and adjusting by one single lift and stamp. And in Places view you will not notice this immediately, because the browser will show the map and not the metadata.