Still dunno what was the problem but changing the port from 1194 to 1195 everywhere just made it work...
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[Interface]
ListenPort = 1194
PrivateKey = ####
[Peer]
PublicKey = ####
PresharedKey = ####
AllowedIPs = 10.0.8.7/32
[Interface]
ListenPort = 23847
PrivateKey = ####
[Peer]
PublicKey = ####
AllowedIPs = 10.0.9.0/24, 172.21.0.0/16
Endpoint = ####:51820
[Interface]
ListenPort = 51820
PrivateKey = ####
[Peer]
PublicKey = ####
PresharedKey = ####
AllowedIPs = 10.0.8.0/24, 172.20.0.0/16
Endpoint = ####:1194
PersistentKeepalive = 10
[Peer]
PublicKey = ####
AllowedIPs = 10.0.9.254/32