Thanks for the above information about the filter. Although I no longer have my 5500, I also had a failing fuel filter in the generator compartment about two years into ownership. After that, I started replacing both of them annually but never bypassed it. I never had a repeated problem with filters and assumed that one was faulty or I had left it too long without replacing it.
Annually, I would clean the air filter (never had to replace it), replace the oil, oil filter and two fuel filters. The spark plug was also still original after 7+ years of use, but I did carry a spare air filter and spark plug with me.