How do I get logbook to recognize landing gear configuration changes on a single aircraft (IE: Plane is changed from floats to skis)?

If you have a single aircraft where the landing gear configuration changes, such as going from floats to skis or from wheels to floats, then we suggest you create multiple aircraft profiles for that single aircraft.  

As an example, you could label one profile "N12345 (Floats)" and another profile "N12345 (Skis)".  That way when you create a logbook entry, you can easily select which profile matches your current aircraft configuration.