All, I finally tested the truck on another 2 hour trip and have an update. Before I took it on the drive, I ran a camera into the oil pan and saw there was a little bit of sludge in the pan, not a lot, but some. I cleaned it out of the pan and put more oil in.
I took it on the two hour drive and again the oil pressure started strong at 65 psi but slowly dropped to 40psi in about 45-60 minutes. Right on the 40psi mark I got the lifter tick again. The oil continued to drop but held steady around 30psi.
Something different that happened on this trip, it was about an hour and a half in I got an engine misfire. I had a loss of power and the "check engine soon" light flashed a couple times. Five minutes after the check engine soon light turned on and stayed on but the next day it turned off. Additionally, later in the drive when the pressure was sitting around 30psi and I noticed that when I gave it a little gas, the pressure would drop 5-10 psi and when I let off it went back to 30psi.
Furthermore, after I got off the highway I stopped at a light and the pressure dropped from 30 down to 0. I shut the truck off and restarted it at the light and the pressure went to 35. Two minutes down the road the same thing happened. At the next light I put the truck into neutral and kept a little gas on it and the pressure stayed at 30.
This is such an odd issue as I will only have problems on the longer drives holding in the mid 70's at roughly 2000 rpm. After the truck cools down, the lifter tick goes away and pressure is perfect at 45-50 psi at idle and goes up to over 70 when I give it gas around town.
I took it to a different mechanic after the drive and he did several tests. To check the oil pressure, he let the truck idle for an hour and a half in front of the shop and then took the truck on a 40 minute drive driving around 55mph. He kept a manual oil pressure gauge on the whole time that tracked the pressure and the pressure the whole time was normal. He also scanned the codes and the memory bank showed P0300 random misfire detected, P0404 EGR feedback signal out of range, P0443 EVAP Purge control circuit fault, and P1133 HO2S Bank 1 Sensor 1 Insufficient switching. He performed an air intake system leak test and found no leaks, additionally, they analyzed data from the oxygen sensor, mass airflow sensor, and fuel trims and they were all normal. I also replaced the EVAP canister and the Bank 1 Sensor 1 O2 sensor about a year ago.
The mechanic asked me if I had ever gotten my computer updated and I said no. Apparently there is an update that addresses the engine sending these codes when there is no issue. It only just threw these codes but could they be linked to the dropping oil pressure?
I apologize for the lengthy post but I wanted to give everyone the full story. I have taken the truck to four mechanics and all of them have no clue why the engine would be doing this. It is frustrating because the truck acts perfectly normal but only when I take it on the interstate for a while I get these problems.