The importance of the information technology/information technology enabled services (IT/ITES) sector in modern Iran is indubitable. As IT has started to penetrate deeper into the country in recent years, IT and telecommunications infrastructure continue to be developed and enhanced throughout Iran. This expansion is creating many job prospects for employees in Iran, as well as providing greater availability of e-business, e-commerce, e-learning, and e-government in the country. Improving the quality of education and healthcare is also influenced by the growing importance of IT in the country. As demonstrated in this chapter, the three top IT-related organizational issues in Iran are: revenue-generating IT innovations, business agility and speed to market, and alignment between IT and business. The top three technology issues are: enterprise application integration, networks and telecommunications, and ERP systems. The IT employees indicate they are moderately happy with their work despite facing significant work pressure. © 2020 The Author(s).