What do you mean that the fuel cup isn't holding fuel? Is it leaking out? How do you know that it isn't holding fuel? Not too many places that it can go you know
Also, as far as it having trouble starting I assume that you mean that it was turning over but refusing to fire?
What kind of tuner do you have on it?
Early 99 F350 4X4 CC 7.3 Auto. A.R.E. Topper, bed carpet/bench inserts, Rhino grill guard, AIS w/sleeve, Fuel filler mod, GOS headlight harness, 02-04 Headlights, Rancho HD stabilizer, 06 Telescoping/heated mirrors with C-Btr Mirrors, Hella FF1000, Htr Bypass valve, front receiver hitch, Quadzilla XZT gauges, ITP Pre-pump/In-tank mods, Pioneer P5000UB w/XM radio, 4 Infinity Kappa 682.7cf, Fumoto valve, FIAMM Highway blaster horns, SS HPX, IDM mod, DP F5 (Stock,Drive-thru,60T,80E,120,80E-Mountain,1200), Walker BTM, RR, Dieselsite BRV, BTS Tranny (2nd one :-), 31 row tranny cooler, Bilstein shocks, Amsoil bypass oil filter, Stancor HD Glow Plug Relay, billet thermostat housing, front & rear parking cameras, Aux reverse lights, Heated Seats.
Security: CrimeGuard Alarm with remote notification, DIY jimmi-jammers, door cylinder locks and linkage removed, padlocked rear bench seat hinge, PCM, DIY "pitstop" switch.