There are two aims of this editorial article. The first is to present the current state of research related to widely defined Information Technology (IT) and Information Systems (IS) in the Visegrád Group (V4) of countries. The second is to introduce articles included in the special issue. While there are already reviews focused on the transition economies (Roztocki & Weistroffer, 2015), there is a lack of reviews which cover the four Visegrád Group countries—the Czech Republic, Hungary, Poland, and Slovakia. All four countries share similarities, such as recent historical events; they joined the European Union (EU) in 2014 and NATO in 1999 (with exception of Slovakia which joined in 2004)—thus 2014, when this issue was completed, was a year full of anniversaries—10 years since joining the EU, 15 years since joining NATO (10 years for Slovakia); also it was the 25th anniversary of the first free 1989 elections in Poland. However, it is important to stress that there are also socio-economic and political differences between the V4 countries. The transformation process from the centrally planned economy to the free market, from communism to democracy, was not easy and smooth and was full of mistakes, problems, and delays; nevertheless, it is a remarkable achievement. Lessons learned from the transformation, including the role of technology in the creation of the modern economy, and relevant societal changes, should be collected and analyzed to be applied in different contexts. This is especially important when failed attempts of the transition and modernization processes in the Middle East, or some post-communist countries, such as Ukraine have been witnessed. This is also an important issue from the academic point of view, as, unfortunately, such lessons are neither widely captured, nor available internationally; Roztocki and Weistroffer (2015) pointed out that research focused on transition economies is very limited. There are some changes in this trend, following publications of special issues on the topic, edited by Roztocki and Weistroffer (2008a, 2008b, 2011a, 2011b); however, such publications were focused on all transitional economies. This special issue is likely to be the first one covering solely the Visegrád Group of countries—the Czech Republic, Hungary, Poland, and Slovakia. This editorial article is structured as follows. First some main terms are defined; this is followed by a short methodology section, which explains the articles’ selection and literature review process. Afterward, the current status of IT/IS related research in V4 is presented, then the articles included in the special issue are overviewed, and finally some conclusions and directions for future research are offered.