No one should take offence at my suggestion that a messy logbook "usually" indicates a careless pilot. Obviously this is a generalisation, and as such is implicitly subject to exceptions.
I did not say - and do not believe - that first impressions count for everything. However, it is an unfortunate fact of life that quite often one doesn't get a chance to make a second impression.
I agree with everyone who has said or implied that "it's my logbook, I'll make whatever entries I like". All I meant to suggest is that you might want to keep those entries neatly. I don't see any obvious downside to that (although I agree with Whirly that a pristine but out-of-date logbook at home is of little use. As with most things in life, it's better to do something 90% and on time, than 100% but late).
MLS