Pre-Roll issue loop then forever buffer

I am unsure if this is a new issue or has been happening for a while. Today I got a text in a group I share plex with and they said a movie they where trying to play kept playing the start over and over. So it would play the pre-roll then it would try to play a second or two of the movie then pre-roll again then it would just do the loop once more or just stops and buffers(not actually buffering as its not requesting from the server). Never playing the actual movie. If they would try to play it again it would go into the same loop.
When they brought this up others where saying they had this issue as well only when playing original quality. As soon as I turned off the pre-roll the issue stopped of course. So it seems like some devices have issues with that quick switch of formats.

No errors or anything in my logs, Just seems like user is requesting and sends it like normal. seems to be a pure client thing. One users device is a visio another is some amazon firestick or the box. Tonights device was the amazon firestick/box

Is there anything I could do to fix this? as in change the format of my pre-roll or am I just sol and should keep it off if I want to continue sharing.

Here is the format information for the pre-roll and the movie when the issue occurred

pre-roll :

General
Complete name : L:\PreRoll\preroll.mp4
Format : MPEG-4
Format profile : Base Media / Version 2
Codec ID : mp42 (mp42/mp41)
File size : 10.4 MiB
Duration : 8 s 8 ms
Overall bit rate mode : Variable
Overall bit rate : 10.9 Mb/s
TIM : 00:00:00:00
TSC : 30000
TSZ : 1001

Video
ID : 1
Format : AVC
Format/Info : Advanced Video Codec
Format profile : High@L4.2
Format settings : CABAC / 2 Ref Frames
Format settings, CABAC : Yes
Format settings, RefFrames : 2 frames
Format settings, GOP : M=2, N=59
Codec ID : avc1
Codec ID/Info : Advanced Video Coding
Duration : 8 s 8 ms
Bit rate mode : Variable
Bit rate : 10.5 Mb/s
Maximum bit rate : 768 kb/s
Width : 1 920 pixels
Height : 1 080 pixels
Display aspect ratio : 16:9
Frame rate mode : Constant
Frame rate : 29.970 (30000/1001) FPS
Color space : YUV
Chroma subsampling : 4:2:0
Bit depth : 8 bits
Scan type : Progressive
Bits/(Pixel*Frame) : 0.169
Stream size : 10.0 MiB (96%)
Language : English
Color range : Limited
Color primaries : BT.709
Transfer characteristics : BT.709
Matrix coefficients : BT.709
Codec configuration box : avcC

Audio
ID : 2
Format : AAC LC
Format/Info : Advanced Audio Codec Low Complexity
Codec ID : mp4a-40-2
Duration : 8 s 8 ms
Source duration : 8 s 43 ms
Bit rate mode : Variable
Bit rate : 317 kb/s
Maximum bit rate : 374 kb/s
Channel(s) : 2 channels
Channel layout : L R
Sampling rate : 48.0 kHz
Frame rate : 46.875 FPS (1024 SPF)
Compression mode : Lossy
Stream size : 310 KiB (3%)
Source stream size : 312 KiB (3%)
Language : English

Movie (This movie is playing direct on their device)

General
Complete name : H:\Movies\Movie.mkv
Format : Matroska
Format version : Version 4
File size : 5.60 GiB
Duration : 2 h 35 min
Overall bit rate : 5 144 kb/s

Video
ID : 1
Format : AVC
Format/Info : Advanced Video Codec
Format profile : High@L4
Format settings : CABAC / 2 Ref Frames
Format settings, CABAC : Yes
Format settings, RefFrames : 2 frames
Codec ID : V_MPEG4/ISO/AVC
Duration : 2 h 35 min
Bit rate : 4 759 kb/s
Width : 1 920 pixels
Height : 1 080 pixels
Display aspect ratio : 16:9
Frame rate mode : Constant
Frame rate : 23.976 (24000/1001) FPS
Color space : YUV
Chroma subsampling : 4:2:0
Bit depth : 8 bits
Scan type : Progressive
Bits/(Pixel*Frame) : 0.096
Stream size : 5.18 GiB (93%)
Writing library : x264 core 155 r2901 7d0ff22
Default : Yes
Forced : No
Color range : Limited
Color primaries : BT.709
Transfer characteristics : BT.709
Matrix coefficients : BT.709

Audio
ID : 2
Format : E-AC-3
Format/Info : Enhanced AC-3
Commercial name : Dolby Digital Plus
Codec ID : A_EAC3
Duration : 2 h 35 min
Bit rate mode : Constant
Bit rate : 384 kb/s
Channel(s) : 6 channels
Channel layout : L R C LFE Ls Rs
Sampling rate : 48.0 kHz
Frame rate : 31.250 FPS (1536 SPF)
Compression mode : Lossy
Stream size : 428 MiB (7%)
Language : English
Service kind : Complete Main
Default : Yes
Forced : No

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