FairPlay and Extended Clear Lead

We're experimenting with a stream that has a large (10 minutes) clear portion in front of the protected section w/Fairplay.

We're noticing that AVPlayer/Safari trigger calls to fetch the license key even while it's playing the clear part, and once we provide the key, playback fails with:

name = AVPlayerItemFailedToPlayToEndTimeNotification, object = Optional(<AVPlayerItem: 0x281ff2800> I/NMU [No ID]), userInfo = Optional([AnyHashable("AVPlayerItemFailedToPlayToEndTimeErrorKey"): Error Domain=CoreMediaErrorDomain Code=-12894 "(null)"])
 - name : "AVPlayerItemFailedToPlayToEndTimeNotification"
 - object : <AVPlayerItem: 0x281ff2800> I/NMU [No ID]
 ▿ userInfo : 1 element
  ▿ 0 : 2 elements
   ▿ key : AnyHashable("AVPlayerItemFailedToPlayToEndTimeErrorKey")
    - value : "AVPlayerItemFailedToPlayToEndTimeErrorKey"
   - value : Error Domain=CoreMediaErrorDomain Code=-12894 "(null)"

It seems like AVPlayer is trying to decrypt the clear portion of the stream...and I'm wondering if it's because we've set up our manifest incorrectly.

Here it is:

#EXTM3U
#EXT-X-VERSION:8
#EXT-X-TARGETDURATION:20
#EXT-X-MEDIA-SEQUENCE:0
#EXT-X-INDEPENDENT-SEGMENTS
#EXT-X-PLAYLIST-TYPE:VOD
#EXT-X-MAP:URI="clear-asset.mp4",BYTERANGE="885@0"
#EXT-X-DEFINE:NAME="path0",VALUE="clear-asset.mp4"
#EXTINF:9.98458,
#EXT-X-BYTERANGE:81088@885
{$path0}
#EXTINF:19.96916,
#EXT-X-BYTERANGE:159892@81973
{$path0}
#EXTINF:19.96916,
#EXT-X-BYTERANGE:160245@241865
{$path0}
#EXT-X-DISCONTINUITY
#EXT-X-MAP:URI="secure-asset.mp4",BYTERANGE="788@0"
#EXT-X-DEFINE:NAME="path1",VALUE="secure-asset.mp4"
#EXT-X-KEY:METHOD=SAMPLE-AES,URI="skd://guid",KEYFORMAT="com.apple.streamingkeydelivery",KEYFORMATVERSIONS="1"
#EXTINF:19.96916,
#EXT-X-BYTERANGE:159928@5196150
{$path1}
#EXT-X-ENDLIST