It looks like the transfer is failing at the trunk level, not the agent. With Twilio Elastic SIP trunks, SIP REFER transfers usually require outbound PSTN dialing to be allowed on the termination side. I’d double-check the trunk termination settings and make sure +1 numbers are permitted.
Also, is the transfer being routed back through Twilio or directly from Retell to the PSTN? @mjunaid