89% Annualized Returns: May's $106K Profit Breakdown + New Targets

$106,500 in 26 days.

I’ve closed nine covered call positions that generated 89% annualized returns on blue-chip stocks you already know and trust.

META. Microsoft. Tesla. Amazon.

Not some crypto moonshot or penny stock gamble. Household names that paid me $4,077 per day to temporarily cap their upside.

But I'm not celebrating yet.

Seven of my remaining positions are flashing red. In-the-money.

I'll show you how I execute surgical procedures that turn these "problems" into profits, starting with the complete trade-by-trade breakdown of May's $106K haul.

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Here's the entire book:

I've written 32 covered calls across 23 tickers, methodically building a diversified book across conservative, balanced, and aggressive sleeves.

First, The Settled Winners (9 Contracts)

These are the trades that already crossed the finish line, and they tell the whole story about why this system works:

Key Figures:

$53,000 from stock appreciation on assigned shares
$51,000 in collected premiums
$2,500 in pure premium from the two OTM expiries (ALT, CVS)

Total realized profit: $106,500

Look at that META trade. Sold the $560 call, collected $22.50 per share premium, then watched the stock rocket to $640. That's $22.50 in option income plus $80 per share in stock appreciation when it got called away.

$102.50 total profit per share in two weeks.

That's quality stocks, and letting assignment work for you instead of against you.

Now here's what's still cooking — 23 open positions

Key Figures:

Active book: 23 contracts, 73% weighted average annual yield
6 contracts (26%) are currently ITM and flashing red
Mark-to-market: Shares up 3%, collected premium equals 1.7% of capital
No single position exceeds 6% of NAV—risk management still intact

The 7 Positions That Need Surgery

The seven positions under pressure aren't mistakes requiring panic. They're maintenance items. But not all of these positions should be treated the same way.

The triage matrix above shows exactly why: 2 Critical, 3 High, 2 Medium priority levels based on time decay, volatility, and technical levels.

Some need immediate rolling, others benefit from patience, and one might actually be worth taking the assignment.

The difference between amateur option sellers and institutional-grade execution comes down to knowing which battle to fight and which to walk away from.

In the premium section, I'll walk you through my exact decision matrix for each of these seven positions.

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Here's why May's systematic approach generated 89% annualized returns:

Quality Stock Selection First:

Every underlying—META, AMD, MSFT, TESLA, AMAZON—was chosen for its ability to deliver returns even if assigned. When META got called away at $560 and the stock was at $640, I still banked the premium plus appreciation to my strike. Assignment became profit, not punishment.

Strategic Delta Management:

Most positions were opened at 0.45-0.48 delta, giving roughly 50/50 odds of assignment. But here's the key: I wanted assignment on quality growers during a bull run. Seven of nine assignments generated double-digit stock appreciation on top of the option income.

Time Decay Optimization:

Average 22-day holding periods captured the steepest part of the theta curve without exposing positions to earnings volatility. Long enough to collect meaningful premium, short enough to avoid random market chaos.

Diversified Expiration Laddering:

Contracts spread across multiple expiration dates prevented the "all expire Friday" panic that kills retail option sellers. When positions needed management, I had time and flexibility to execute proper rolls.

Risk-Controlled Position Sizing:

No single position exceeded 6% of capital, so even if everything went wrong simultaneously, the damage would be manageable. This allowed aggressive premium collection without reckless risk-taking.

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The Methodology Behind the Success

I don't pick the above trades by gut feeling.
Every position comes from my Volatility Arbitrage Dividend Enhancement Return algo - aka VADER.

The scan processes 3,200 optionable U.S. stocks through 16 quality and liquidity filters, then outputs three distinct opportunity lists:

• 🔒 Conservative (8-12% target yield)

• ⚖️ Balanced (15-25% yield)

• 🔥 Aggressive (25%+ yield)

These exact picks hit Premium subscribers' inboxes every Thursday and Sunday—the same ones powering my family's retirement.

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A Critical Reminder Before We Dive into the Fresh Picks: This Isn't a Copy-Paste Game

Before you rush off, mirroring every position, let me save you from a costly mistake.

Don't replicate my exact trades.

My May profits came from positions entered in late April under different conditions. Different timing. My risk tolerance, not yours.

What you should steal:

• The VADER screening methodology

• Position sizing discipline

• ITM management framework

• Three-tier risk allocation

What you should adapt:

• Stock picks for your comfort zone

• Strike selection for your assignment tolerance

• Position sizes for your account value

Maybe you love my UNH logic but prefer ETFs over individual stocks.

Perfect — use the same 0.45 delta framework on your picks.

My May results prove the system works. VADER gives you the system.

Your job: understand why those ITM positions became profit opportunities, then build your own version.

But the systematic approach that generated 89% annualized returns — that you should absolutely steal.

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Disclaimer: The tables below show how I screen for income. They are not trade recommendations, signals, or financial advice. Use them as an educational foundation only—back‑test, sanity‑check, and consult a licensed professional before risking a nickel.

Fresh Ammunition: New VADER Picks for June

TIER 1 – Conservative Income

These are the mattress-money calls—collect the coupons and still sleep like a pampered cat.

UnitedHealth dominates this tier for good reason.

Healthcare insurers print option premiums like the Federal Reserve prints dollars, but with actual underlying value.

77.99% annualized yield with a 4% cushion and a delta under 0.50. That's a boring business model + exciting option flows.

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Join Premium to access the complete VADER pick lists and position management playbook.

P.S. The Lifetime plan may be ending soon, possibly within days or weeks (unfortunately, it is not up to me). Current lifetime members keep access forever.

If you'd like Lifetime Access, lock it in while this window is still open.