I have a similar issue with a Pulse Secure VPN
After some time and usually after one or more hex dumps were displayed, I get 
the following


SSL read error: Error in the pull function.; reconnecting.
SSL negotiation with ...
Connected to HTTPS on ...
Got HTTP response: HTTP/1.1 101 Switching Protocols

After that the VPN isn't working anymore and I neet to reconnect.


OpenConnect version v8.05-1
Using GnuTLS. Features present: TPMv2, PKCS#11, RSA software token, HOTP 
software token, TOTP software token, Yubikey OATH, System keys, DTLS, ESP
Supported protocols: anyconnect (default), nc, gp, pulse

This version is included in Ubuntu 20.04.

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https://bugs.launchpad.net/bugs/1754601

Title:
  openconnect has trouble maintaining a VPN connection

Status in linux package in Ubuntu:
  Triaged
Status in openconnect package in Ubuntu:
  Confirmed

Bug description:
  Some time after upgrading to Bionic, I have found that openconnect has
  some trouble keeping a VPN connection open to our company VPN.  Since
  openconnect in Bionic seems to be based on the same upstream release
  as in Artful I assume that the problem is more likely to be in the
  kernel, and the timing of when it started could fit the kernel upgrade
  from 4.13 to 4.15..  I regularly see this in the output:

  SSL read error: Error in the pull function.; reconnecting.
  SSL negotiation with <server>
  SSL connection failure: The operation timed out
  sleep 10s, remaining timeout 300s
  SSL negotiation with <server>
  SSL connection failure: The operation timed out
  sleep 20s, remaining timeout 290
  ...

  Interestingly I just now saw it recover from that problem for the
  first time I am aware of.

  I know that it would make sense to test it with the old kernel, and I
  will try that some time (I don't reboot that often, and am not always
  on VPN).  In the mean time, I am creating this report in the hope that
  it will ring some bell with someone.

  ProblemType: Bug
  DistroRelease: Ubuntu 18.04
  Package: openconnect 7.08-3
  ProcVersionSignature: Ubuntu 4.15.0-10.11-generic 4.15.3
  Uname: Linux 4.15.0-10-generic x86_64
  ApportVersion: 2.20.8-0ubuntu10
  Architecture: amd64
  CurrentDesktop: ubuntu:GNOME
  Date: Fri Mar  9 10:25:56 2018
  InstallationDate: Installed on 2017-10-24 (135 days ago)
  InstallationMedia: Ubuntu 17.10 "Artful Aardvark" - Release amd64 (20171018)
  SourcePackage: openconnect
  UpgradeStatus: Upgraded to bionic on 2018-02-06 (30 days ago)
  --- 
  ApportVersion: 2.20.8-0ubuntu10
  Architecture: amd64
  AudioDevicesInUse:
   USER        PID ACCESS COMMAND
   /dev/snd/controlC0:  michael    1608 F.... pulseaudio
   /dev/snd/controlC1:  michael    1608 F.... pulseaudio
  CurrentDesktop: ubuntu:GNOME
  DistroRelease: Ubuntu 18.04
  HibernationDevice: RESUME=UUID=701963f8-cca7-4480-b062-4d2d5006f10d
  InstallationDate: Installed on 2017-10-24 (149 days ago)
  InstallationMedia: Ubuntu 17.10 "Artful Aardvark" - Release amd64 (20171018)
  MachineType: Dell Inc. Latitude E7440
  Package: openconnect 7.08-3
  PackageArchitecture: amd64
  ProcFB: 0 inteldrmfb
  ProcKernelCmdLine: BOOT_IMAGE=/vmlinuz-4.15.0-12-generic 
root=/dev/mapper/ubuntu--vg-root ro quiet splash
  ProcVersionSignature: Ubuntu 4.15.0-12.13-generic 4.15.7
  RelatedPackageVersions:
   linux-restricted-modules-4.15.0-12-generic N/A
   linux-backports-modules-4.15.0-12-generic  N/A
   linux-firmware                             1.173
  Tags:  wayland-session bionic wayland-session
  Uname: Linux 4.15.0-12-generic x86_64
  UpgradeStatus: Upgraded to bionic on 2018-02-06 (44 days ago)
  UserGroups: adm cdrom dip lpadmin plugdev sambashare sudo vboxusers
  _MarkForUpload: True
  dmi.bios.date: 02/02/2015
  dmi.bios.vendor: Dell Inc.
  dmi.bios.version: A14
  dmi.board.name: 0WK2DM
  dmi.board.vendor: Dell Inc.
  dmi.chassis.type: 9
  dmi.chassis.vendor: Dell Inc.
  dmi.modalias: 
dmi:bvnDellInc.:bvrA14:bd02/02/2015:svnDellInc.:pnLatitudeE7440:pvr01:rvnDellInc.:rn0WK2DM:rvr:cvnDellInc.:ct9:cvr:
  dmi.product.name: Latitude E7440
  dmi.product.version: 01
  dmi.sys.vendor: Dell Inc.

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