This position paper will examine the complexities of remote working, specifically as it impacts students on work integrated learning (WIL) placements such as internships. Current literature on the challenges of remote working and recent student reflections based on their experiences of pivoting from office space to completing their internship placements online during the COVID-19 self-isolation orders, provide the context for examining best practice curriculum strategies for a new and unpredictable work world. Boundary theory is used to unpack the challenges of remote working that students may face, and students' reflections provide insight on the skills they developed from their remote working experiences that will give them a competitive edge in the job market. WIL curriculum needs to address the changing nature of work and work placements in order to prepare students for remote work in an ever-shifting world.