Scripting environments support exploration from smaller programs to larger systems. From original Smalltalk workspaces to modern Python notebooks, such tool support is known to foster understanding. However, programmers struggle with unforeseen effects from script execution, disrupting their thoughts. Unexpectedly long response times, in particular, cause frustration due to progress info not being provided automatically for ad-hoc scripting tasks. In Smalltalk systems, experienced programmers can interrupt an unresponsive environment to look for such info manually. We propose an automatic approach for progress indication, using a watchdog that periodically scans the stack of script workers for known heuristics to then derive task identity, label, and progress metrics. Using Squeak/Smalltalk as an object-oriented, single-threaded, cooperative scripting environment, we argue that simple heuristics for list enumeration or other patterns can (1) keep users informed while (2) leaving scripts untouched and (3) mostly retaining execution performance. We believe that Unanticipated Progress Indication will encourage programmers to experiment with library interfaces and domain artifacts more often, which will reduce their cognitive load for an expedient programming experience.