Social Security Return on Investment

What is the ROI of incremental Self-Employment taxes?

By taking GCC truly global and incorporating overseas, we can completely eliminate Self Employment taxes.

Although this is only one of many factors to consider, these pesky payroll taxes take 15.3% of every dollar of profit we make on this little blog. All else being equal, I would rather pay $0 than $5,000+.

But of course, all else is not equal. Fewer dollars paid in Self Employment taxes will result in smaller Social Security checks down the road. (Checks? I’m definitely dating myself.)

Even though I know Social Security is generally poor value for early retirees… since I won’t even change brands of toothpaste without a little research, I guess I better do the math.

What is the actual return for continuing to pay (now optional) Self Employment taxes?


Reflections of 2016, Hey Big Spender

You spent how much?! (Blue Lagoon, Iceland)

2016 was our 4th full year of living large. And this year we have the receipts to go with it.

We traveled a bit, spending time in 16 countries. This includes a month in Thailand, a month in Malaysia, a few days in Singapore, 4 months in Western Europe, 2 months in the US, and a few months in Taiwan. Jr has been to 17 countries now.

If that weren’t enough, Winnie finished and published her book (in Mandarin), we took a ton of photos, wrote some blog posts, attended a blogging conference, and even appeared in People Magazine (print only, see all press here.)

Whew! One of these days we are going to have to actually retire, or something.


Never Pay Taxes Again with an Overseas Corp

photo <a href="">credit</a>

GCC: Ever since I became an accidental business owner when this blog started making a little dough, I have had a small problem… Self-Employment taxes. Extra money and an interesting tax dilemma are fun problems to have, I agree, but those confounded SE taxes were totally ruining my Never Pay Taxes Again street cred. And that, I simply could not abide.

So I began exploring my options, writing as I went. For example, last year I shared Never Pay Taxes Again by Moving Abroad, which explains how digital nomads (working for themselves or a US employer) can reduce or eliminate their US federal income tax burden simply by traveling the globe. Amazing! But it still didn’t address my SE tax challenge.

Shortly thereafter, I had my first phone call to discuss creating a Belize Corporation with Stewart Patton, a US tax attorney, expat entrepreneur, and founder of U.S Tax Services.

“You’ve done your research”, he said.
“I think you’ve just solved my most annoying problem”, I replied.
We liked each other immediately.

See, even though the US tax code has something for everybody, it offers just a little bit more to business owners. Of course, with better tax benefits come more complicated rules. So I’ve asked Stewart to share a guest post about how expat entrepreneurs (like you? like me?) can truly Never Pay Taxes Again. This time, with your own Overseas Corp.


Aloha Uncle Sam

Moana Surfrider Hotel, Oahu, Hawaii

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It’s that time of year again, when households across the land are excited to fill out their tax forms. Yeah for Tax Day!

Goal #1 is of course to minimize tax burden using the numerous options available. Be sure to contribute to those deductible IRAs and 401ks!

Some households will have a zero or even negative tax burden, but most will have a tax obligation for the year. This is usually paid at least in part through paycheck withholding or estimated tax payments.

This is also the case for us since we pay Self-Employment tax on blog income. (But… plans are in motion to reduce/eliminate this.)

And I don’t know about you, but if I have to pay some taxes…. I at least better get a ridiculously cheap trip to Hawaii out of the deal.


Something for Everybody

(I was feeling a little frisky today, so this one is fun….)

Several years ago I wrote a post with a rather obnoxious title, Never Pay Taxes Again, in which I outline our strategy to minimize our tax burden in the years to come. It is still one of the most popular posts on this rather obnoxious blog.

Then I recently outlined how we’ve paid no income tax for 4 years while increasing Roth accounts from $0 to $100k and raising basis in our stock portfolio by $145k. Not only was this all tax free, but will be tax free forever.

As you might expect, quite a few people have taken time out of their busy schedules to express their opinion about the taxes of a guy who writes stuff on a blog. There is something truly magical about the Internet that encourages this kind of sharing.

The strongest opinions seem to come in 3 main forms:


Retire Early.

Travel the World.

Let's do this.

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