Rather than changing your address to someplace in Canada, I would suggest asking a trusted friend to receive mail on my behalf or to fetch my mail from a nearby PO Box once/week. Depending on how deeply into the Great White North you move, you could also rent a US PO Box just over the border and visit it yourself.
Alternatively, or if you don't have any friends you can trust, you could use a mail scanning service such as the one Go Curry Cracker discusses here: https://gocurrycracker.com/snail-mail-paper-checks-21st-century/. Google knows about many other mail scanning services besides the one GCC recommends.
Both options allow you to retain a US mailing address and thereby skip all the problems you're running into, except the Medallion Signature Guarantee, but you don't need that if you don't need to transfer accounts, right?
I've definitely considered this. My main concerns are two-fold
- These are accounts that ideally will be around for decades. I don't want to discover at any point that this approach fell afoul of some subtle rules or regulations that could cary costly consequences.
- My wife is a lawyer and any shady behavior (real or perceived) can have real consequences for your ability to practice law. Thus we feel it's best to keep everything well above board.
Hi EpicCrawfish,
If you are both US citizens, there's nothing shady or illegal about having your mail go to a drop-box, friend, or relative; you'd also continue to be residents of the last city and state in which you resided before moving to Canada. If I may offer a couple examples:
1) I work for the US Department of State and have been assigned overseas for several years now. Employees assigned overseas can give an address for personal mail that is, in short, a government-run drop-box that funnels that personal mail to us through the diplomatic pouch. None of the financial entities with which we have accounts need to know where we are overseas. How is this shady?
2) What if, instead of moving to Canada, you simply decided to slow-travel for two years? You'd still be overseas. You'd still need someone to receive mail for you. How would this differ from your move to Canada?
I think you're simply running into the mental lock-in that American financial companies have when they see an account with a non-US address: "They must be foreigners."
In my experience, a few financial enterprises understand the situation and either attempt to accommodate or just don't care, e.g. USAA, PenFed (their members serve in the military or Foreign Service).
As long as you're paying Federal and State taxes correctly under the law, I don't see how not telling them where you happen to live isn't above-board.
Now I wouldn't lie, for example, on a life insurance application if they ask whether you're going to live overseas, just as I wouldn't lie about whether I fly planes or scuba-dive; I wouldn't have merchandise shipped to a mail-forwarder in Oregon just so I could evade sales taxes; I wouldn't rent a mailbox in a ZIP code with lower auto insurance rates; but giving a different address for receiving mail seems to me fundamentally different.
To think of it another way, many colleagues and I use VPNs to obscure our true IP addresses and thereby access financial accounts (believe it or not, some banks won't let you sign in from overseas IP addresses) as if we were in the US. How is this any different from saying, "My address is [your mother's address]" ?
Perhaps you might draw the line at "I'm not using a VPN so I can stream movies from the US-based version of Netflix because I'm not really a US resident", which I understand from the legal aspect; many of my colleagues do subscribe to such services and then do use a VPN to obscure their IP address. And while I'd understand an attorney drawing some bright lines in certain places, some such legal limitations just seem silly to me, e.g., ESPN and NFL.com block access to game highlights because I'm "overseas". But that's a question for a different thread or forum.
As to your HSA question, it doesn't matter where you receive medical care, any eligible medical expenses that are not covered by your insurance (e.g., deductibles, co-pays, and other out of pocket expenses) are still eligible for reimbursement through your HSA (whether immediately or years later). I'm not going to look those regs up for you, you can either trust me and my thousands of colleagues assigned abroad or do your own research.
That's my take, feel free to PM me if you'd like to discuss this further.
Edited to clarify the HSA information and add the VPN examples.