This chapter is going through the Industry 4.0 concept. On the first hand, it relies on advanced technologies which have a high potential to save costs and deliver groundbreaking products and services. On the other hand, Industry 4.0 brings so many innovations and opportunities that it requires an essential change in thinking and organization. Presented insights are based on conducted comparative analysis and its results. This analysis compared significant maturity models for the assessment of Industry 4.0 readiness in organizations and defined universal dimensions. These identified dimensions uncovered existing gaps in the analyzed maturity models. Solving these missing areas required additional research that provided additional insights not only in Industry 4.0. The results of this analysis provided an overview of critical factors related to Industry 4.0 and possible solutions to missing parts. The technical challenges related to technologies, standards, and architectures used in Industry 4.0 are introduced. Organizational specifics of this concept are outlined.