Hi Carrie,
No I don't always resettle her, but what happens is if I put her in and she plays and talks for a long time (an hour) she then becomes overtired so I do one of two things ... at the hour mark, she usually starts fussing so I go in and either 1) lay her down and tell her it's night night time and leave....I give her some time to fall back asleep but usuaully one or two times of doing this and she's out...if I do go back in a third time, I pat/shh to sleep because by #3 she's crying hysterically.