Transaction data is received from an agent instrumented on a first one of a plurality of software components in a system, the transaction data identifying characteristics observed by the agent during monitoring of the first software component during a transaction involving the first software component and a second one of the plurality of software components. A second thread running on the second software component is identified that is at least partially dependent on a first thread run on the first software component during the transaction, the second thread corresponding to code of the second software component with a conditional breakpoint defined to be triggered based on when the second thread falls within a defined transaction boundary for the system. From the transaction data, it can be determined that the second thread falls within the transaction boundary to cause the conditional breakpoint to be triggered.