SSH on Ubuntu 20.04 Windows 10 Subsystem ignores IdentityFile specified in .ssh/config

SSH flat out ignores the identity file I've specified in my .ssh/config file and will not use that key to authenticate with my work server. This is my config file:

Host *    # This is to fix check_host_cert: certificate signature algorithm ssh-rsa: signature algorithm not supported    # I tried putting this under *.work but it didn't work, so I put it under *    CASignatureAlgorithms ecdsa-sha2-nistp256,ecdsa-sha2-nistp384,ecdsa-sha2-nistp521,ssh-ed25519,rsa-sha2-512,rsa-sha2-256,ssh-rsaHost *.work    ProxyJump bastion.work.com    User myusername    IdentityFile ~/.ssh/workCompression yes

This exact same configuration works on my Ubuntu 18.04 installation but will not work on on my Ubuntu 20.04 Windows 10 subsystem at all. I ran ssh with -vvv and I can see that it reads the config file and recognises the key but doesn't try it:

debug1: Reading configuration data /home/myusername/.ssh/configdebug1: /home/myusername/.ssh/config line 1: Applying options for *debug1: /home/myusername/.ssh/config line 4: Applying options for *.workdebug1: Reading configuration data /etc/ssh/ssh_config...debug1: identity file /home/myusername/.ssh/work type 0debug1: identity file /home/myusername/.ssh/work-cert type -1...debug1: Next authentication method: publickeydebug1: Trying private key: /home/myusername/.ssh/id_rsadebug3: no such identity: /home/myusername/.ssh/id_rsa: No such file or directorydebug1: Trying private key: /home/myusername/.ssh/id_dsadebug3: no such identity: /home/myusername/.ssh/id_dsa: No such file or directorydebug1: Trying private key: /home/myusername/.ssh/id_ecdsadebug3: no such identity: /home/myusername/.ssh/id_ecdsa: No such file or directorydebug1: Trying private key: /home/myusername/.ssh/id_ecdsa_skdebug3: no such identity: /home/myusername/.ssh/id_ecdsa_sk: No such file or directorydebug1: Trying private key: /home/myusername/.ssh/id_ed25519debug3: no such identity: /home/myusername/.ssh/id_ed25519: No such file or directorydebug1: Trying private key: /home/myusername/.ssh/id_ed25519_skdebug3: no such identity: /home/myusername/.ssh/id_ed25519_sk: No such file or directorydebug1: Trying private key: /home/myusername/.ssh/id_xmssdebug3: no such identity: /home/myusername/.ssh/id_xmss: No such file or directorydebug2: we did not send a packet, disable methoddebug1: No more authentication methods to try.myusername@bastion.work.com: Permission denied (publickey).kex_exchange_identification: Connection closed by remote host

It just never tries /home/myusername/.ssh/work. How can I explicitly ask ssh to use it?

EDIT: From today (01/07/20) the exact same issue has started happening on my Ubuntu 18.04 installation too. Has something changed in OpenSSL?

EDIT (17/06/21): I should mention that sometime after the issue just happened to disappear on its own, but maybe this question would be useful to other people.