Purpose – The purpose of this research paper is to explore the challenges faced by Pakistani entrepreneurs in different cultural context of Sweden and Pakistan. Design/methodology/approach – In order to collect primary data, authors has conducted six interviews of Pakistani entrepreneurs. Three entrepreneurs were taken from Pakistan and three were taken from Sweden. For this research paper, authors has used Inductive approach as Research approach, Case study as research design, Qualitative data as research strategy, primary and secondary data as data sources and in-depth semi-structured interviews as data collection method, purposive and snowball method were used to select sample size. For the sake of collecting secondary data, two search engines were used; One Search and Google Scholar. Different published articles and journals were utilized in order to critically analyze Literature on similar topic. Conclusion – Challenges faced by Pakistani entrepreneurs in Pakistan are brand registration problem, corruption, Lack of support, Labour problem, Law and order, High taxes, Loan problem, Load shedding problem, high approach and high rental expenses. Explored challenges in Sweden are; Language barrier, Employees problem, Loan problem, High taxes, Saturation, less availability of shops, Racism, requirements for Swedish licences. Research limitations/implications – This research paper is only limited to Pakistani entrepreneurs who have start-ups in Pakistan and in Sweden.