Liberty Entrepreneurs – Tax Tips for Digital Nomads with Bobby Casey


Today’s guest is Bobby Casey from www. He’s one of those guys who has figured out the tax system for digital nomads; including us Americans. Growing up in a household full of accountants, Bobby has been around taxes, using corporate structures and the offshore financial world his entire life.

Are you confused and maybe frustrated with trying to figure out how to best structure your various business and incomes to best protect the money you’ve voluntarily earned? When should you choose an LLC vs a S-corp or maybe file your LLC as an S-corp.

This episode is a must listen for those who have decided to travel the world and work online.

Pay your taxes. Just learn the system and take your legal credits and refunds. Living as a Digital Nomad has tons of benefits and the government will subsidise your living abroad if you learn the rules.

Build Freedom,

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Meet the hosts

Ashe Whitener is the founder and host of the Liberty Entrepreneurs Podcast which aims to provide an alternative perspective to achieving individual freedom through the creative, entrepreneurial process rather than through the tried and failed process of politics. Ashe has two BS degrees in Engineering and is also an original member of Peter Schiff’s Euro Pacific Bank where he is currently the Head of Business Development. Much of Ashe’s experience has come during his time living in Panama and he continues to consult global teams on various projects including tech startups and offshore asset protection.


  • I debated whether or not this should be posted in the history discussion category as today may indeed go down as a tipping point in the game of government intimidation. Could we bee too hopeful to think that the next significant confrontation could be with the bureaucracy everyone loves to hate?

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  • Let’s face it. That’s what we all want. we would like to form money immediately, today. We don’t want to attend tomorrow. Hell, with the way this world is, tomorrow may never come. Let’s be honest, the economy sucks, we’ve two idiots running for the White House, and that we have lending institutions giving loans to people that can’t afford to shop for a loaf of bread. But we would like to form money NOW. Well, I’ve been wrestling with this problem for a real while, and that I was the primary one to urge on my attitude and say that it just wasn’t possible. Well, I assume I’m getting to need to eat a touch crow here because I used to be wrong. Yes, I used to be wrong. it’s possible to form money right away…as in today. Now, don’t get me wrong. I’m not talking about making a 6 figure income in one night or maybe during a few months. But I’m talking about putting some things together on Monday and by the top of that day, actually seeing money inherit your account. simply because I couldn’t figure this out until 5 plus years into my marketing life doesn’t mean it’s impossible. I even have finally realized that it’s. Visit on: Having said that, a number of the methods I’ve discovered are a touch more complicated than others. Some, fortunately, are VERY simple. That’s why I had to be very selective about producing any information on this subject. I didn’t want to offer people false hopes or lead them down a path that was getting to be too difficult to follow. Perhaps you’ve heard of Google Hot Trends. Maybe not. I don’t know. But this is often something that I recently got into and experimented with. In doing so, I had to iron out a couple of kinks. See, Hot Trends is simply that. It’s what people are most curious about immediately. The main problem with these Hot Trends is that they modify very quickly and that they don’t last very long. So you’ve got to mount them directly. meaning keeping your eyes on them. But once you recognize what to seem for and what to leap on, the cash starts to return therein DAY. The key’s knowing the way to cash in on those Hot Trends. How are you able to make the foremost of them? How are you able to get people to your site without cost and right away? That’s what took me a while to work out. Once I did, the remainder was easy. If you’re interested, I’ve put together an excellent book on this subject that I feel you’re getting to love. I’m practically giving it away because I would like this to be within the reach of almost anybody…even if you’re dirt poor. And yes, these methods won’t cost you ONE DIME. Read More:

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  • The “Tax Honesty” movement has demonstrated a few things to a lot of people.  To cover a lot with a few words, I’ll put it this way:  The IRS breaks its own rules in order to rob us through deceit. Some people (Irwin Schiff, for example) have suffered because they attempted to protect themselves from the rule-breakers.  There is now a theory popular among liberty-minded people that the government is too corrupt and powerful for anyone to succeed in an effort like Irwin Schiff’s.  There is also some good evidence showing this theory to be wrong.  It’s available at Peter Hendrickson’s website, I think that a lot of bureaucrats feel and believe that they are helping society.  This leaves them open to consider fixing situations in which their bureaucracy is breaking its own rules.  And let’s face it, there are some rules that can actually help liberty.  Perhaps the loads of evidence that Hendrickson has on his site can be explained by the presence of such “good-hearted” individuals in the bowels of the IRS. In any case, if you can, please entertain the possibility that the US Income Tax is not being administered honestly.  Consider that maybe, just maybe, in the gargantuan tangle of words called “Title 26,” the legal meaning of the law as it applies to most people is not coercive at all.  Maybe, if it were properly applied, the government would be a nuisance like neighbors who let their dogs poop on your lawn, instead of a nuisance like cancer in your lungs.  It could be true.  I think it is true, and I think that failing to follow all the twists and turns that Hendrickson uncovered to see for yourself that it is true kind of justifies you still being enslaved to a government that steals from you in order to cause havoc all over the planet in a massive deception that justifies its existence. If we want to honor the goodness in all people, including those who have been tricked into serving evil, we can do so by understanding the rules they think they should be following, and using them to protect ourselves from enslavement.

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  • It can be a challenge to keep up with all the taxes one needs to pay throughout the year, and than to deal with all the paperwork that needs to be filed can be frustrating. What would be a good way to simplify the Tax Code? Below is a list of some of the taxes that we the people need to pay, or at least we experience their effects at one time or another. -Medicare, Medicare, Social Security, Federal Inocme Tax, State tax, Local Tax, Corporate tax, Sales Tax, Property Tax, estate tax, alcohol tax, tobacco tax, gift tax, tariffs on imports and exports, etc. Would a simple flat or consumption tax do the trick?

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  • I’ve just recently blogged about Insidious Government Encroachment which I believe would provide the basis on a useful discussion here.   I’d be interested and hearing the views and experiences of others from this group.

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