This research study identified social challenges that knowledge workers in the Swedish organization TeliaSonera (Telia) face when utilizing wireless technologies to conduct work on the move. Upon collecting the relevant research data, five problem areas were identified: work and life balance, addiction, organizational involvement, nomadic work and control, and individual productivity. Each problem area was examined with the philosophical underpinning of socio-technical design principles. The results confirm that better role boundary management, self-discipline, work negotiation, and e-mail communication skills may be required for the knowledge workers to manage the demands of nomadic working. Similarly, rewarding nomadic work performance, building employee supervisor trust relations, and designing jobs that enhance work and life balance can be imperative.