[deanmoriarty]

A TurboTax-quality tax filing service for American expats with American investments who live abroad (particularly interested in a few European countries) and have to file in their country of residence and declare the income from such investments. I would pay $1-2k a year for a service like that, as I prefer to do things myself than relying on a CPA who will inevitably mess things up.

[deafpolygon]

I wish America wouldn't tax their citizens abroad. They are one of only two countries in the world that do this. Eritrea is the other one.

Citizenship-based taxation makes absolutely no sense, other than to harass Americans living elsewhere. Every other country in the world does residency-based taxation.

[firefax]

I thought the benefit of using a CPA is then it's on them to rectify any errors?

[deanmoriarty]

But who exactly is going to catch those errors, especially when the outcome of such mistake would be an adjustment in your favor? Not the tax authorities, not the CPA. You’re left to advocate for yourself.

This is a story that really happened, I’m not making things up. A few years ago, myself and other colleagues exercised some ISO in a startup we were working for. The exercise left us exposed to a steep AMT tax, it was a 6 figure tax bill (this was expected and we knew that going in, it was offset by some liquidity opportunity on the side).

Now, if you know what you are doing, it’s possible to get back all that extra AMT tax you paid as credit in future years, you just really need to be aware of the mechanics that enable that via form 8801, it requires variable carryovers for N years until the credit is extinguished. But it’s no big deal, even the TurboTax wizard is fully capable of the functionality! A colleague of mine, with his fancy CPA, completely missed this.

It wasn’t until several years later, when I casually mentioned that I was happy to have finally used up all the AMT tax credit, recouping my full 6 figure bill, that he literally said “what are you talking about?!”, and just there we learned that his CPA completely missed the situation (my coworker being clueless also certainly didn’t help). He called me later that evening to get the name of the form 8801, and confirmed it wasn’t there in his previous tax returns. I don’t know how the situation ended, but it’s possible I saved my colleague 6 figures that day, if he acted fast and painfully amended N years of prior tax returns, and hopefully fired the CPA.

There are more modest variations of this, for example your averagely talented CPA is most likely not going to go beyond the 1099 and, say, go look up what percentage of your money market fund interest was state tax exempt and ensure you get a credit.

For these reasons, I just don’t use CPAs and consider the time I spent to learn my taxes well spent and I’m fairly confident I’m doing a better job than any CPA for my specific personal circumstances, aided by tax filing software and some reconciliatory spreadsheets. I just wish I had a software for the expat situation, since the EU/US taxation is such a nightmare and it’s what I’ll find myself in when I early retire soon.