Description:

I’m planning to work remotely from a different country than my employer (or already do). What are the main tax, payroll, and compliance issues I should be aware of from both the employee and employer perspectives? In particular, I’m looking for practical, career-focused guidance on:

– How my tax residency is determined and when I might owe income tax in the country where I live versus the employer’s country.
– Employer withholding and payroll obligations: can they keep paying me from their home payroll, or do they need to register locally/withhold local taxes and social security?
– Social security/benefits: when do I continue under the employer’s system vs. become liable for local contributions (and how that affects pension/health benefits).
– Double taxation treaties and how to claim relief, plus common documentation needed (residency certificates, tax filings, etc.).
– Classification risk: employee vs contractor — how it changes taxes and protections, and what to negotiate if my employer prefers one model.
– Permanent establishment risk for the employer and why some companies refuse remote work from certain countries.
– Practical steps I should take (ask employer for X, consult Y, keep Z records) and red flags that suggest the employer isn’t handling compliance properly.

Any concrete examples, common pitfalls, or negotiation tips (e.g., requesting tax equalization, PEO/Employer-of-Record solutions, or payroll alternatives) would be especially helpful.