Cut-to-length (CTL) harvesting with the sophisticated forest machines in European logging conditions is highly demanding and requires high expertise and skills by the operators. In order to reach the top performance of each operator’s skill level in working with forest machines training time can take 1 to 2 years. Intelligent operator assisting systems could ease and improve the work in logging operations especially for inexperienced operators as well for other operators with varying experience level. Operator tutoring system in varying logging situations and conditions is an instrument for a) decreasing decision making strain and uncertainty of operators, b) assisting cost- and economy efficient working models and techniques, and c) guiding the efficient use of machine without loading the machine system and its components needlessly. The objective of the study was to point out the potential of computer-based assistance in divided elements of the whole harvesting operation - both in cutting and forwarding. A questionnaire-study was executed for forest machine operators, logging entrepreneurs, as well as students and teachers from vocational schools educating mechanized harvesting. According to the questionnaire study, forest machine operators were fairly willing to receive intelligent assistance and guidance while operating. By extracting the three most potential factors to be included in tutoring, harvester operators needed tutoring and guidance in locating protected areas inside logging sites, locating cutting borders and monitoring harvesting damages. Forwarder operators needed guidance in the location of roadside storages, the trafficability support for strip road network and the location of cut timber at the site.