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Following the uptick of flexible working arrangements during the pandemic, the world is still finding its footing for how this flexibility fits in existing tax and immigration structures. Many jurisdictions responded by introducing new or expanded visa pathways, including digital nomad and remote work visas. In isolation, that sounds like progress. In practice, it has also created a wider gray zone between what is permitted and what is simple.
Immigration rules are often designed to be legible: you qualify or you do not; you can do certain activities, or you cannot. Tax outcomes rarely behave like that, especially when people work across borders in fluid ways. A visa may tell you someone can live in a country while working for an employer elsewhere. It does not automatically settle when payroll withholding begins, what happens with social security, or how treaty concepts apply when someone is in and out of a location across the year.
The OECD consultations on cross-border working patterns and the concepts that allocate taxing rights is a reminder that old assumptions will not carry the same weight. When use of a home office is considered to be an employer-led decision, it may create a permanent establishment (PE) for that organization.
But flexible arrangements are less clear – for second homes, holiday rentals or other physical locations where work is done. Consultations must address whether taxation responsibilities are tied to incidental or continuous use, and whether there is an annual utilization rate tied to tax residency of the employee which has PE consideration for the enterprise.
Employers should expect more questions about the facts on the ground, not fewer, including where the work was done, for how long and for whose benefit. Organizations need to be prepared for these questions and have policies in place to account for potential risks. Part of the preparation is rooted in better coordination between talent, tax and compliance teams, and in the way cross-functional data systems capture and surface potential risks. Technology can help, but won’t be enough to handle workforce complexity without being paired with adequate documentation and processes.