Published December 1, 2024
Roi Fine

Roi Fine

Former Atlassian PM • 20+ Years Trading Experience

3 CGT Optimization Strategies That Could Save You Thousands on US Stocks (Australian Investors)

If you're an Australian investor trading US stocks, you're probably paying way more tax than you need to.

I learned this the hard way during my first US stock tax season. After manually calculating CGT on 47 transactions, I realized I'd made costly mistakes that cost me thousands in unnecessary tax.

Here are the three biggest CGT optimization strategies that most Australian investors miss.

Strategy 1: Master the 12-Month CGT Discount Game

What if you could sell $50,000 worth of shares today and only pay tax on half the capital gains?

Australia's 50% CGT discount lets you do exactly this - but only if you've held shares for more than 12 months.

The Multi-Purchase Strategy

Most investors buy once, wait 12 months, then sell. Here's a smarter approach:

Buy the same stock multiple times over months/years:
• January 2023: Buy 50 Shopify shares at $40 each
• March 2023: Buy 50 shares at $50 each
• June 2023: Buy 50 shares at $60 each
• September 2023: Buy 50 shares at $70 each

February 2024: Shopify hits $100 per share.

Instead of selling everything, I sell only my January 2023 shares (held >12 months):
• Profit: $100 - $40 = $60 per share × 50 shares = $3,000 total profit
• With 50% CGT discount: Pay tax on only $1,500
• Tax saved: $450-600 (depending on your tax bracket)
• Bonus: I keep my position in the other shares

When you buy the same stock multiple times, you create multiple "parcels" with different purchase dates. This gives you flexibility to cherry-pick which parcels to sell based on how long you've held them and what price you paid.

Strategy 2: The AUD/USD Conversion Nightmare

The brutal truth: Every buy and sell needs converting to AUD using the exchange rate on that exact day.

First tax season: 47 transactions = 47 different exchange rates to look up. Time wasted: 3 hours of my life I'll never get back.

Where to Get Exchange Rates

Best practice: Use RBA rates. They're legally bulletproof.

Strategy 3: Smart Selling vs FIFO

Most people hit "sell" and let their broker decide (usually FIFO - First In, First Out). But FIFO isn't always optimal for tax.

The Smart Strategy

This optimization becomes impossible to calculate manually when you have multiple stocks with multiple purchase dates each.

The Bottom Line: Stop Doing This Manually

Your time is worth more than looking up exchange rates and calculating tax optimization strategies.

$2,000-5,000+

potential annual tax savings with proper optimization

After this pain, I built an automated CGT calculator that pulls RBA exchange rates automatically, optimizes which shares to sell first, handles multiple parcels per stock, and generates accountant-ready reports.

Ready to Stop Overpaying on US Stock Taxes?

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