​@Bencharlton As it turns out, inside of RingCentral this will be consider two separate calls and thus two different transcripts will be produced. So inside of Bullhorn you will see two notes added, one for each person the candidate/contact spoke to. They can be correlated via their “telephony session ID”, which you can log to Bullhorn if you choose. 

And yes, it will maintain the right context - identifying the original caller as the caller in both legs of the call (the telephony session).