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I've been working on a startup since Jan. 1, 2009. To keep me alive (physically on a ramen diet) my parents give me $1-$2k per month. My company is set up as an LLC and my parents would like to consider the money they are giving me as an investment and structure it as Convertible Debt. I simply take that money and use it to pay my living expenses.

My question then becomes - do I have to pay income and payroll taxes on this money?

Any advice is helpful.

Thanks!!!

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The others have commented on the tax implications -- I'll just advise you to lay off the ramen! High carbs + high sodium aren't the best food to keep your body and mind healthy while you're working hard on your startup! :) Cheers! – Mark Beadles Dec 28 '09 at 21:33

4 Answers

You don't pay income tax on loans. You don't pay payroll taxes on it either.

What you need to do next is find an inexpensive lawyer to draw up the paperwork. Because this is a red-flag transaction (parties are close), you need to make it clear that this is an arm's-length transaction.

But you can use an inexpensive lawyer because it's cookie-cutter and the parties are friendly!

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As noted in the first answer, taking out a loan is not a taxable event. Nevertheless, in addition to having a lawyer draw up a convertible loan agreement, you should consult with your tax advisor so you can anticipate and avoid any potentially undesirable tax consequences down the road if and when a conversion from debt to equity takes place.

Disclaimer: This post does not constitute legal advice and does not establish an attorney-client relationship.

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The problem is that the money is supposed to go to your LLC, but then you obviously are using it to cover your living expenses. How does the LLC give you the money? You could be an employee of the LLC, for instance. That's when taxation would come into play: payroll taxes and income tax.

I don't think there is a way for you to pocket that money without paying any taxes on it. Otherwise, everyone would be doing it.

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It could also be a loan to him from his parents - and with that money he is funding his entity... – TimJ Dec 22 '09 at 6:27
The entity is not generating income - no reason for him to pay any taxes on it at all. I know of a pair doing something similar - one is working full time on a startup and the other has a full time job and works on the venture part-time. The one with the paying job pays for the other's bills. No reason to flow through the entity and waste money - since it is a personal loan - not entity money. As far as I can tell it is legit and legal. – TimJ Dec 22 '09 at 6:29
The money exchange can be, say, 95% a personal loan, then the other 5% convertible loan to the entity. I am not sure an LLC is set up to make equity transfers - probably best to be a corp - but check with an accountant, cpa and atty on that. – TimJ Dec 22 '09 at 6:42
Can't thank you guys enough!! Just one more question, would a lawyer and CPA have to draw something up by year-end 2009 in order to make this work? – mister e Dec 22 '09 at 15:54
Right now I would imagine all the money that passed hands can be classified as a personal loan. There is no need to record that at all. If your parents want a formal agreement I see no reason why it has to be forced into this calendar year. I am not a lawyer or an accountant. – TimJ Dec 22 '09 at 16:25
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They can give you up to $10,000 each tax free as a gift. (that number may have gone up). Let them give 9,800 each per year to you as a gift and pay personal income taxes on the rest. Then either grant them stock or options or convertible debt on the rest. If you are using the money to "pay" yourself you are supposed to declare it as income. And they need to show "consideration" for their investment for it to be truly an investment. Even if it is only $200 per month. At least that is the way I understand the tax code but I am not an accountant or a lawyer. Just an entrepreneur.

Personally I think placing a value on a company, even at the beginning is always best and most fair. The early investors take the most risk and should get stock at the best value. If they have to wait until an angel or a VC puts a value on it, they effectively get penalized by that valuation, typically higher than the value at the early seed stage. I try to avoid convertible notes both as an angel and as an entrepreneur.

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