Research Highlights: The felling of hung up trees is considered by literature in the field as an activity with a high injury risk. The low work productivity in the felling of hung up trees is wrongly cited by workers in order to justify various more or less safe work techniques. Background and objectives: The purpose of this paper was to determine work productivity in the felling of hung up trees when this activity has a well-defined structure with stages and specific activities that would allow workers to assess injury risk correctly. In addition, this paper aims to identify the moment when workers should give up the manual felling of hung up trees with a hand winch and start using specialized logging equipment. Materials and methods: The research was conducted in the Eastern Carpathians in a spruce (Picea abies (L.) H. Karst.) tree stand where clear cutting normally takes place. A single team of workers was used consisting of two chainsaw operators—a main one and a secondary one. This team had a high level of qualification and experience in the operations performed. For the felling of hung up trees, the technique based on rotating the tree around a pivot with a hand winch was used. Time was measured in seconds by using the continuous time study method. Results: The results indicated that work productivity decreases with the number of times the traction line needs to be repositioned. It decreases from 3.477 trees·h−1 (in trees where no repositioning is necessary) to 1.402 trees·h−1 (when the repositioning takes place twice). In trees that needed the repositioning of the traction line, safety rules were broken in the following ways: crossing over the tensioned cable of the traction line, the main chainsaw operator being positioned inside the triangle formed by the hung up trees and the anchorage points of the pulley and the hand winch as well as the operator being positioned very close to the hung up tree stem base while the latter is being tied. That is why, if the repositioning of the traction line is necessary, the question is—would it be better to give up the manual felling of hung up trees and start using specialized equipment? Conclusion: The felling of hung up trees must be regarded and understood, first and foremost, through the perspective of reducing injury risk and protecting workers. Thus, the work productivity of 3.477 trees·h−1 can be considered acceptable for trees that need no extra repositioning of the traction line or when the time consumed does not go over 17 min·tree−1.