Failed Connection despite bridge, new connection, Mac

MacOS Big Sur 11.6.7
Tor Browser 11.0.15
Standard Security
Opened the browser, tried to click connect, tried all 3 bridges and requested a new bridge, all returned similar logs.

7/11/22, 23:14:02.988 [NOTICE] DisableNetwork is set. Tor will not make or accept non-control network connections. Shutting down all existing connections.
7/11/22, 23:14:04.367 [NOTICE] Opening Socks listener on 127.0.0.1:9150
7/11/22, 23:14:04.367 [NOTICE] Opened Socks listener connection (ready) on 127.0.0.1:9150
7/11/22, 23:14:04.368 [WARN] Cannot find maximum file descriptor, assuming: 256
7/11/22, 23:14:04.973 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:04.973 [NOTICE] Bootstrapped 1% (conn_pt): Connecting to pluggable transport
7/11/22, 23:14:04.977 [NOTICE] Bootstrapped 2% (conn_done_pt): Connected to pluggable transport
7/11/22, 23:14:04.984 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with [2a0c:4d80:42:702::1]:27015 ID=jvQiwW4F56WErOOOEUDVkIOO65AYIAm8qy2z7oiSmD4 RSA_ID=C5B7CD6946FF10C5B3E89691A7D3F2C122D2117C (“general SOCKS server failure”)
7/11/22, 23:14:05.397 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:05.684 [NOTICE] Bootstrapped 10% (conn_done): Connected to a relay
7/11/22, 23:14:05.725 [NOTICE] Bootstrapped 14% (handshake): Handshaking with a relay
7/11/22, 23:14:05.973 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:05.973 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:05.973 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with [2a0c:4d80:42:702::1]:27015 ID=jvQiwW4F56WErOOOEUDVkIOO65AYIAm8qy2z7oiSmD4 RSA_ID=C5B7CD6946FF10C5B3E89691A7D3F2C122D2117C (“general SOCKS server failure”)
7/11/22, 23:14:06.402 [NOTICE] Bootstrapped 15% (handshake_done): Handshake with a relay done
7/11/22, 23:14:06.403 [NOTICE] Bootstrapped 45% (requesting_descriptors): Asking for relay descriptors
7/11/22, 23:14:06.432 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:06.973 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:07.980 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:08.454 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:09.159 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:09.180 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:09.180 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:09.985 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:10.700 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:11.207 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:14.300 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:14.279 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:14.284 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:18.750 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:21.244 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:23.298 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:24.770 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:24.315 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:24.320 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:25.338 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:26.464 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:28.512 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:31.121 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:31.377 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:31.589 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:33.131 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:33.330 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:35.373 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:36.161 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:36.402 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:41.202 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:41.623 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:45.308 [WARN] Proxy Client: unable to connect OR connection (handshaking (proxy)) with 192.95.36.142:443 ID= RSA_ID=CDF2E852BF539B82BD10E27E9115A31734E378C2 (“general SOCKS server failure”)
7/11/22, 23:14:48.269 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv6 address ([2a0c:4d80:42:702::1]:27015) based on the configured Bridge address.
7/11/22, 23:14:48.688 [NOTICE] Bridge ‘dktoke’ has both an IPv4 and an IPv6 address. Will prefer using its IPv4 address (45.145.95.6:27015) based on the configured Bridge address.
7/11/22, 23:14:55.257 [NOTICE] Closing no-longer-configured Socks listener on 127.0.0.1:9150
7/11/22, 23:14:55.257 [NOTICE] DisableNetwork is set. Tor will not make or accept non-control network connections. Shutting down all existing connections.
7/11/22, 23:14:55.257 [WARN] Problem bootstrapping. Stuck at 45% (requesting_descriptors): Asking for relay descriptors. (DONE; DONE; count 7; recommendation warn; host D9A82D2F9C2F65A18407B1D2B764F130847F8B5D at 37.218.245.14:38224)
7/11/22, 23:14:55.258 [WARN] 25 connections have failed:
7/11/22, 23:14:55.258 [WARN] 18 connections died in state handshaking (proxy) with SSL state (No SSL object)
7/11/22, 23:14:55.258 [WARN] 7 connections died in state handshaking (TLS) with SSL state SSLv3/TLS write client hello in HANDSHAKE
7/11/22, 23:14:55.260 [WARN] Pluggable Transport process terminated with status code 0
7/11/22, 23:14:55.308 [NOTICE] Delaying directory fetches: DisableNetwork is set.
7/11/22, 23:14:55.524 [NOTICE] DisableNetwork is set. Tor will not make or accept non-control network connections. Shutting down all existing connections.

Screenshot of the page that it sticks at attached

I’ve had some issues too connecting on a Mac, try disabling the bridge if you can and try again, if that doesn’t work a restart always seems to help for me.