Hi Doug,
Welcome to the forums.
If it's cold outside the possibility of gelling fuel is more likely, although I've not witnessed it here in Texas. But...
The symptoms you're describing sound like gelling fuel.
Add the recommended amout of additive to the tank for the amout of fuel you have, I don't believe you'll hurt anything by running it stronger than specified (within reason).
It's also possible that you're not getting fuel pressure to the fuel filter due to a failed fuel pump. Your truck being an '88 (new or old body style?) could be equipped with an electric fuel pump driven by an Oil Pressure Switch. If either of those components has failed you'll have a fuel delivery issue to the ip and through the fuel filter.
J
1982 C10 SCSWB 6.5TD, mods too extensive to list. (13.69 1/4 mile @94.6 MPH) RACE TRUCK
1982 C10 SCSWB 6.2NA, 2.73 700
1986 C10 SCLWB 6.2TD 3.73 700
1989 V20 SUB 6.2NA, 3.73 400
1994 G20 VAN 6.5NA, 3.42 60E
1994 K20LD ECSWB 6.5TD, 3.42 80E
1995 K20 SUB 6.5TD, Wrecked, ran into by stupid teen.
1995 C3500HD DRW 6.5TD, 12' Flatbed 5.13 80E
1995 C3500HD DRW 6.5TD, 18' Rollback Wrecker 4.63 80E
1994 C20HD ECLWB 6.5TD 3.73 80E Wifes Truck.
1995 C20LD ECSWB 6.5TD 3.73 80E
1995 K20LD SCLWB 6.5TD 3.73 80E
1996 K30 DRW 6.5TD 4.10 80E
1997 C10 Tahoe 2Door 2WD 5.7L to 6.5 Conversion Underway