Personal Finance
I invested over $55k in Tesla's stock - now it's worth $550k and I'm looking for the best tax strategy for selling my position
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A Reddit post I read in the fatFIRE community shared a remarkable investment success story. The poster turned a $25,000 investment in Tesla (NASDAQ: TSLA) stock in 2019, with an average cost of $17.19 per share, into a combined position now worth approximately $550,000. While I do read a lot of these posts in the fatFIRE community, this one raises a few questions that we can learn from.
Understandably, the poster is exploring what they should do next. They mention selling the stocks to invest in the S&P 500 or private equity, though they’re seeking to minimize capital gains taxes in Canada. We’ve covered the tax ramifications of large investments before.
This story is a testament to bold investing. However, that isn’t all it is! It also gives us the opportunity to highlight a few key financial lessons. Here are three takeaways for investors:
Large capital gains are exciting, but they come with tax obligations. In Canada, 50% of the capital gain is taxable at your marginal rate. For example:
Our advice?
While there are limited strategies to “avoid” capital tax gains entirely, you can reduce its impact:
No matter how successful a stock is, it is very risky to hold a single stock, as it exposes you to significant risk from market volatility. TSLA’s highs and lows are proof of this. Diversifying into index funds like the S&P 500 or vetted private equity ventures can stabilize your portfolio.
When selling TSLA, we recommend:
Financial strategies can be complicated, especially when you add tax rules. When large sums are involved, it is often best to work with a financial planner or tax professional.
Here’s what we would recommend:
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