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Many bosses wouldn't know the tax/legal implications or how to handle such a move, I think you're better off asking someone in HR what countries the company can legally pay you to work from. My company only hires in 18 states and maybe one or two other countries where we have an office.
This is super important!
Time zones are also critical. Europe and NA? South America? Not a big deal. Moving to Southeast Asia? Problematic from a coordination standpoint.
Sorry but please please do not start with HR. HR exists to protect the company. They have nothing stopping them from sharing your plan/questions with agency leadership, your boss, your team, etc.
I did this exact thing except it was moving from the east coast to west coast. Get your boss/managers buy in first. Tell them what you’re thinking and why, tell them how you’ll make it work across time zones and countries and make sure your plan has buy in and is air tight. Make sure you have an understanding as best you can of the tax implications and all that. Talk to peers in your company that may have done this already. THEN go to HR and ask them about it, what the steps are, who you need to talk to, ETC.
Remember that no matter how much you like someone or trust them at work, it’s still work and you need the ultimately be the one looking out for yourself first.
The biggest thing is payroll. Companies are not always set up to pay in different states let alone another country. They may simply not be able to accommodate this. So HR is a good initial exploratory convo to understand the financial part of it. If that can happen, you should then discuss with your boss what you are considering. But you should have a plan laid out. What hours are you working? Your time zone or theirs/client? How do you intend to be present for other team members? What about cultural interactions at the agency? Are you willing to travel back (on your dime) for important meetings? It’s not likely they will pay for your travel if you are CHOOSING to move away. That burden would likely be on you unless it’s client travel where they pay for agency personnel to go somewhere (production, planning meetings, focus groups, etc). You need to show what you intend to do and what they get out of it more than what your personal desires are.
Start with HR but know ability to fly in to key meetings is also important and your salary would most definitely be changed.
Usually they won’t let you work out of the country because of tax issues.