Research background and purpose: The Automation of Office Work finds extensive application in enterprise management and support areas, including finance, sales and customer service, accounting, warehouse operations, logistics, and more. However, implementing automation is not solely about improving efficiency or enhancing working conditions. Many enterprises encounter challenges related to investment and start-up costs, ongoing automation management expenses, and opportunity costs such as changes in employee behaviour and their approach to work. The aim of this article is to identify and assess the key challenges that enterprises may face when implementing Automation of Office Work. Design/methodology/approach: To achieve the aim, survey research was conducted in the first quarter of 2024 with a sample of 109 enterprises. A statistical analysis of the collected data was performed using Statistica software. Findings: The study confirmed the stated hypotheses. Regarding H1, implementation costs represent a particularly significant challenge in automation. These costs encompass initial investments, ongoing expenses for maintenance, employee training, and the adaptation of business processes, all of which significantly impede the efficient utilization of Robotic Process Automation platforms. H2 was also confirmed, indicating a direct impact of automation on human factors such as job satisfaction, engagement, and creativity. Value added and limitations: The study revealed that automation can reduce interpersonal interactions among employees, weakening social bonds and potentially leading to burnout. To mitigate these negative effects, a balanced approach that prioritizes employee development and satisfaction is essential. The study is subject to several significant limitations that may influence its results and interpretations: (1) selection bias –purposive selection of financially stable companies; (2) Exclusion of MicroEnterprises; (3) Overemphasis on Certain Legal Forms; (4) Focus on Established Markets