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Updated almost 4 years ago,

User Stats

9
Posts
5
Votes
Zachary Himes
5
Votes |
9
Posts

Cash out an investment to pay off student loans - Avoid Cap gains

Zachary Himes
Posted

Here is the situation:

I am 20 years old, I invested in bitcoin at $7000 a couple of years ago, I'm planning to cash out soon in order to pay off my student loans (64k total between both me and my fiance). Me and my fiance file taxes separately and since we are both in college are only making around 20k a year each. 

If I was to cash out at $70,000, I would have to pay capital gains of $43,000 (6k initial + 20k annual income) resulting in having to pay around $4600 in capital gains tax.

I've been trying to find the best way to save the most money on Capital gains tax. Here are some of my ideas:

  • 1. Set up a wallet for my fiance and send half of the BTC to her and that way when we cashout it will only be taxed at 15% for 10k (35k investment + 20k annual income = 55k total leaving 15k a piece to pay the cap gains on), this would save a bit but I don't think enough to make it worth the hassle. 
  • 2. Cash out and "Gift" the entire sum to my fiance. I understand 15k a year is allotted and anything after that, a gift tax is required. However, I have stumbled across an estate tax exemption or a lifetime gift exemption of sort. See this article: https://www.fool.com/taxes/202... with this, I would be able to apply anything after the 15k gift to my fiance to her lifetime total I'm allotted (that I'm assuming turns unlimited when we are legally married?). I'm a bit confused though I might have to pay taxes on it before I gift that to her...

Those are my two ideas, as our loans are done privately through discovery aside from 10k in federal loans, I wasn't able to find any tax exemption for education. 

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