Background: Patients suffering from osteoarthritis particularly complain about pain during day and night as well as loss of function. This consequently leads to impaired quality of life and therefore psychological stress. The surgical therapy of choice is joint replacement. Regarding the outcome after operation, expectations might differ between the patient and the surgeon. This can lead to dissatisfaction on both sides. This study aimed to document patients’ expectations of a planned shoulder joint replacement. The results were compared with assessments made by shoulder surgeons. Methods: In total, 50 patients scheduled for operative shoulder joint replacement were included in this study, as well as 10 shoulder surgeons. Patients were requested to fill out questionnaires preoperatively to provide sociodemographic data, PROMS (Patient-Reported Outcome Measures) with regard to the pathology and their expectations about surgery in terms of pain relief, gain of range of motion, strength as well as the impact on activities of daily and professional life and sports. In addition, surgeons were asked what they thought their patients expect. Results: The most important goal to achieve for patients was to relieve daytime pain, followed by improvement of self-care and the ability to reach above shoulder level. The most important factors for patients to achieve after operation were ‘pain relief’ in first place, ‘movement’ in second and ‘strength’ in third. This also applied to shoulder surgeons, who ranked ‘pain relief’ first, followed by ‘movement’ and ‘strength’. When patients where asked what is most important when it comes to choosing their surgeon, 68% voted for ‘surgical skills’, 28% for ‘age/experience’, followed by ‘empathy’, ‘sympathy’ and ‘appearance’. For surgeons, ‘age/experience’ obtained rank one, ‘surgical skills’ was ranked second, followed by ‘sympathy’, ‘empathy’ and ‘appearance’. Surgeons significantly underrated the factor ‘empathy’ in favor of ‘sympathy’. Conclusions: This study shows that patients’ expectations for shoulder joint replacement and surgeons’ assessments do not differ significantly. Relief from pain and better shoulder movement were crucial for patients to achieve after operation, which was in line with surgeons’ expectations. The most important factor for choosing the surgeon was ‘surgical skills’ for patients, while surgeons thought they would care more about ‘age and experience’. This underlines that patients’ expectations should be taken into account within the preoperative medical interview. This might allow an optimization of compliance of the patients and lead to a better satisfaction on both sides.