Timing Isn’t Everything — But It Might Save You 37% in Taxes (and Regret)

If you've ever watched your company stock soar 40%, only to sell a month later at a 15% loss because “the fundamentals still look good,” this post is for you.

Let’s talk about something most tax advisors won’t: technical analysis — yes, the charts and candles thing — as a way to make smarter decisions with your company stock.

Before you panic: no, you don’t need to become a day trader. You’re not buying NFTs.
But if you're holding a 7-figure position in Tenet stock (THC) and your retirement date is somewhere between “next year” and “please soon,” it pays to look at more than just your vesting schedule.

Meet THC: Tenet Healthcare, Wild at Heart

Take a quick peek at the last 3 years of THC's stock chart and it’s clear:
It doesn't move in straight lines.
It rips, it dips, and occasionally it moonwalks for no reason at all.

While you’re waiting for your options to mature, it might be worth noting that:

  • THC dropped 40% in 2022, then doubled within 18 months

  • The stock respects key support/resistance levels better than most executives respect their wellness stipends

  • If you had sold on a technical breakdown below the 50-day moving average, you might have exited with more value (and less heartburn)

Why It Matters

When you own concentrated stock — especially something like THC — tax strategy is only half the battle.
The other half? Timing your exit with a little market awareness.

No, we don’t recommend trying to beat Wall Street. But pairing your tax plan with basic chart signals (think trendlines, moving averages, relative strength) can help you:

  • Avoid selling at the bottom (always a crowd favorite)

  • Lock in gains during market strength

  • Diversify when your stock is cooperating, not capitulating

Bottom Line

You're not trading — you're managing risk.

Think of technical analysis as the weather radar for your equity position:
You still need to file your taxes… but maybe don’t schedule your entire financial future during a thunderstorm.

ExecStockTax.com — because “buy and hold” sounds noble… until it’s 52-week lows and tax bills.

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