Very trivial feedback here: Calendly has gotten pretty prominent and your app’s name is so similar that I misread it as Calendly (and wondered “why is Calendly doing Show HN and what’s this about trip planning?”)
That's a good move by OP. Too bad for Calendly. I can't think of a reasonable argument that it's trademark infringement. A portmanteau with day is quite different from a -ly suffix. Levenshtein distance is irrelevant.
When the law for well funded companies is basically “shoot first and ask questions later” - and it is - then semantic arguments don’t matter. If it seems similar, it is similar.
Very trivial feedback here: Calendly has gotten pretty prominent and your app’s name is so similar that I misread it as Calendly (and wondered “why is Calendly doing Show HN and what’s this about trip planning?”)