Config and logs below but redacted, this is running on 2016 server, if it matters I am starting it over an RDP session

I find that the port is ignored in the config file and it always binds to ports in the 23*** range

; Sample stunnel configuration file by Michal Trojnara 2002-2006 ; Some options used here may not be adequate for your particular configuration

; Certificate/key is needed in server mode and optional in client mode ; The default certificate is provided only for testing and should not ; be used in a production environment ;cert = stunnel.pem ;key = stunnel.pem

; Some performance tunings socket = l:TCP_NODELAY=1 socket = r:TCP_NODELAY=1

; Workaround for Eudora bug ;options = DONT_INSERT_EMPTY_FRAGMENTS

; Authentication stuff ;verify = 2 ; Don't forget to c_rehash CApath ;CApath = certs ; It's often easier to use CAfile ;CAfile = certs.pem ; Don't forget to c_rehash CRLpath ;CRLpath = crls ; Alternatively you can use CRLfile ;CRLfile = crls.pem

; Some debugging stuff useful for troubleshooting debug = 7 output = /stunnel.log

; Use it for client mode client = yes

; Service-level configuration

[Service Config] accept=127.0.0.1:40001 connect = redacted:443

log file

2020.04.18 10:08:18 LOG7[main]: Dispatching a signal from the signal pipe 2020.04.18 10:08:18 LOG7[main]: Processing SIGNAL_RELOAD_CONFIG 2020.04.18 10:08:18 LOG7[main]: Running on Windows 6.2 2020.04.18 10:08:18 LOG5[main]: Reading configuration from file stunnel.conf 2020.04.18 10:08:18 LOG5[main]: UTF-8 byte order mark detected 2020.04.18 10:08:18 LOG7[main]: Compression disabled 2020.04.18 10:08:18 LOG7[main]: No PRNG seeding was required 2020.04.18 10:08:18 LOG6[main]: Initializing service [Service Config] 2020.04.18 10:08:18 LOG7[main]: Ciphers: HIGH:!aNULL:!SSLv2:!DH:!kDHEPSK 2020.04.18 10:08:18 LOG7[main]: TLSv1.3 ciphersuites: TLS_CHACHA20_POLY1305_SHA256:TLS_AES_256_GCM_SHA384:TLS_AES_128_GCM_SHA256 2020.04.18 10:08:18 LOG7[main]: TLS options: 0x02100004 (+0x00000000, -0x00000000) 2020.04.18 10:08:18 LOG7[main]: No certificate or private key specified

2020.04.18 10:08:18 LOG4[main]: Service [Digital-Prod-MTF-FIX-MD] needs authentication to prevent MITM attacks 2020.04.18 10:08:18 LOG5[main]: Configuration successful 2020.04.18 10:08:18 LOG7[main]: Deallocating section defaults 2020.04.18 10:08:18 LOG5[main]: Logging to C:\Users\turnert\AppData\Local/stunnel.log 2020.04.18 10:08:18 LOG7[main]: Binding service [New Broker FIX Demo-Trading] 2020.04.18 10:08:18 LOG7[main]: Listening file descriptor created (FD=1296) 2020.04.18 10:08:18 LOG7[main]: Setting accept socket options (FD=1296) 2020.04.18 10:08:18 LOG7[main]: Option SO_EXCLUSIVEADDRUSE set on accept socket 2020.04.18 10:08:18 LOG6[main]: Service [New Broker FIX Demo-Trading] (FD=1296) bound to 127.0.0.1:23471 2020.04.18 10:08:18 LOG7[main]: Binding service [Service Config]

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