@costalguy Thanks for the great feedback! On your last point, we've now made it easier to enter multiple segments one after the other. When you add a flight we auto-populate the fields to make it very quick to enter the next segment, e.g. we assume that you're taking off from the same airport you landed in your previous segment, on the same airline and on the same date.
On the TripIt import the current behavior is that if there are two flights on the same date and from/to the same airports we consider them duplicates. We keep the one you already have on SkyHops and skip the import of the duplicate one. Are there situations where you'd want the import to be handled differently? How about if we just show you the duplicate flights that were skipped? That way you'd have a chance to at least enter them manually if you still want to include them.
The personalized thumbnail of your flight map in your share 'snippet' is a good idea. Added it to our implementation queue.