I am guesing you meant the 5 lights are wired in paralell NOT series like old Christmas tree lighting???
A new switch shouldnt fail so often UNLESS its switching way more current then its designed to handle, so I'm wondering if theres a high resistance short or arc somewhere in the circuit (hot to neutral or ground) causing high current flow but not so much as to cause the breaker to trip???
Id look at each fixture and the wiring in each box and look for signs of burning or arcing etc. There may be a hot (black) wire shorting/arcing to the Neutral or Equipment Ground somewhere causing high short term temporary current flow (but insufficient time or amps to trip breaker). The problem may not, however, be in an easy place to observe, it may be as you suspected in the wiring.
Id also insure the Neutral is good and continuous throughout the circuit. Some devices are pemisssible to be used to splice Neutrals but if not they need appropriate independant splices with a pig tail ran to the fixture.
This is where an AFCI breaker could detect arcing and trip the breaker even if the current flow is less then the trip.
Are these incandescent lights or fluorescent or other HID lights?? HID lighting creates an inductive load which needs to be taken into account when selecting a switch but with only 5 lights I dont see that as the problem regardless.
CHECK FOR BURNING OR SIGNS OF ARCING OR SHORTS AND FOR GOOD NEUTRAL SPLICES
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