Do you have a watt meter? If so plug it in and record the watt draw on each item and socket. If no meter then add up the watt rating for each item to determine total draw. If draw > circuit rating, then trip is in order. You could be close to the total circuit rating, but at startup some items briefly draw more than their rating which may spike the draw and cause a trip. Also each plug connection can contribute resistance and degrade the circuit, reducing the available load. Use the formula volts x amps = watts. 120volts x 15amps = 1800 watts available assuming true 120 volts available and a 15 amp breaker. Breakers trip either from a sudden spike in draw or a chronic high load causing heat build up. How much extension cord is in the circuit? What matters is the gauge and length. Voltage will drop with increased length and/or decreased gauge. If the circuit can not get it's power in volts, it will try to draw it in amps which can cause a trip. The cord for a heavy load should be minimum 14 gauge, 12 is better particularly if it is a long length. A 16 or 18 gauge is ok for low draw items like 1-3 fans, but not for multiple items. There is a formula for volt drop for length, can't remember off top on my head. Also The contacts in the timer(s) could be contributing to the problem. You can try swapping out the individual components to see if you can find the heavy draw item. A breaker going bad is rare but not impossible. If they are bad it usually shows up soon after installation. Bottom line, if it keeps tripping you need to find the cause. The HLG 100 is the new item that started this correct? I assume that is an LED light. Could be a bad driver causing a heavy load at startup It may be a PITA but you can try moving everything that is causing the trip to a different circuit to see if the trip moves. If it does not, then rule out a bad breaker. If it does move then you need to reduce the load on that circuit. And remember, just because something is new, does not mean that it is not faulty. That is a concept to always remember particularly in auto parts.