Last Updated on April 25, 2026 by David Jaffee
Yes — you can make a living selling options. But the honest answer is more complicated than the “$3,000 a month from your couch” pitch you’ve seen on YouTube, and the real numbers will surprise you in both directions.
I’m David Jaffee. I graduated from an Ivy League university, worked at some of Wall Street’s most successful investment banks, and have spent the last decade trading options professionally and teaching over 2,500 students in 70+ countries how to do the same. I’m also preparing to launch a hedge fund with a $200,000 minimum investment in 2027.
In this guide, I’m going to show you exactly what it takes to make a living selling options — including realistic monthly income by account size, the verified results from my own two trading accounts in 2025, and why the most popular framework taught online (the 45-day-to-expiration approach popularized by Tastytrade) has a hidden flaw that has destroyed countless retail traders.
Let me give you the unvarnished truth that nobody else in the top Google results will tell you.
Roughly 80–90% of retail traders who attempt to make a living selling options will eventually blow up their accounts. Not because the strategy doesn’t work — it absolutely does, and I’ll show you my real numbers in a moment — but because they violate basic principles around position sizing, hedging, and trade duration.
The good news is that the rules they violate are knowable, learnable, and not particularly complicated. The bad news is that almost nobody teaching options online will tell you the parts that aren’t sexy.
To make a living selling options, you need exactly two things:
That’s it. Everything else — the specific strikes, the deltas, the rolling techniques — is execution detail. But if you don’t have those two foundational pieces in place, no execution detail will save you.
Before we go further, let’s define terms. “Making a living” means different things at different income levels:
As you’ll see in the next section, each of these targets requires a meaningfully different account size. There is no shortcut around this math.
Here is what nobody else will give you: a realistic, account-size-adjusted view of what selling options can actually generate. These numbers assume 2% to 3% per month in disciplined returns — which is what a properly hedged premium-selling strategy should target. Anything significantly higher is either temporary luck or unsustainable risk.
| Account Size | Realistic Monthly Income (2–3%) | Annual Income | What It Realistically Replaces |
|---|---|---|---|
| $25,000 | $500 – $750 | $6,000 – $9,000 | Side income only — not a living |
| $50,000 | $1,000 – $1,500 | $12,000 – $18,000 | Meaningful supplement to a salary |
| $100,000 | $2,000 – $3,000 | $24,000 – $36,000 | The first true “part-time living” threshold |
| $250,000 | $5,000 – $7,500 | $60,000 – $90,000 | Full middle-class income replacement |
| $500,000 | $10,000 – $15,000 | $120,000 – $180,000 | Upper-middle-class full-time living |
| $1,000,000+ | $20,000 – $30,000+ | $240,000 – $360,000+ | High-income professional level |
At $25,000, you’re not making a living — you’re learning. Realistic income is $500 to $750 per month, which is meaningful as a supplement but cannot replace a salary. Use this stage to build skill, not income. Most traders who try to push a $25K account too hard end up violating position sizing rules and blowing up.
At $50,000, you can generate $1,000 to $1,500 per month consistently if you stay disciplined. This is enough to make a real difference in your life — pay a mortgage, max out a Roth IRA, build an emergency fund — but it’s still not “quit your job” money.
$100,000 is the first account size where selling options can realistically be considered a part-time living. At 2–3% per month, you’re generating $2,000 to $3,000 monthly — enough to live on in lower-cost areas if your expenses are modest. This is also where you can start using more advanced position structures and benefit from broker margin treatment.
This is where premium selling becomes genuinely transformative. $5,000 to $7,500 per month is a full middle-class income in nearly every US market. You also have enough capital to properly diversify across underlyings and to hedge effectively, which dramatically reduces blow-up risk.
At $500,000 and above, you’ve crossed into territory where selling options is no longer just income generation — it’s wealth compounding. This is also where Portfolio Margin becomes available at most brokers, which can meaningfully amplify capital efficiency for traders who use it responsibly. (It can also destroy traders who use it irresponsibly. More on this below.)
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This is the section that no other ranking page in Google can show you. The competitors writing on this topic publish hypothetical examples calculated with the Black-Scholes model. I’m going to show you the actual screen captures.
I trade two separate brokerage accounts at E*TRADE (from Morgan Stanley). Here are the verified monthly returns from each, starting from the month I stopped adding new capital so the percentages reflect trading returns only, not deposits.

| Month | Monthly Return |
|---|---|
| May 2025 | +2.1% |
| June 2025 | +28.8% |
| July 2025 | +13.4% |
| August 2025 | +3.7% |
| September 2025 | +9.0% |
| October 2025 | +7.9% |
| November 2025 | +1.8% |
| December 2025 | +1.4% |
| January 2026 | +4.3% |
| February 2026 | −3.3% |
| March 2026 | −2.8% |
| 11-Month Total | ~+78% |

| Month | Monthly Return |
|---|---|
| April 2025 | +6.6% |
| May 2025 | +14.8% |
| June 2025 | +11.2% |
| July 2025 | +6.9% |
| August 2025 | +2.6% |
| September 2025 | +4.9% |
| October 2025 | +2.5% |
| November 2025 | +1.5% |
| December 2025 | +3.6% |
| January 2026 | +0.2% |
| February 2026 | −0.1% |
| March 2026 | −0.8% |
| 12-Month Total | ~+63% |
🔍 Full verified E*TRADE statements coming May 2026 at beststockstrategy.com/results — including complete PDF downloads with account numbers redacted.
A few things to notice from these statements that no online “guru” will admit about real trading:
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Here’s where I’m going to make myself unpopular with the largest options education brand on the internet.
The dominant framework taught online — popularized by Tastytrade and Tom Sosnoff’s “tastylive” content empire — recommends selling options at approximately 45 days to expiration and managing them at 21 days to expiration. Their reasoning is based on backtests showing this window optimizes the trade-off between premium collected and gamma risk.
I think this framework is dangerously wrong for retail traders, and I have refused to use it for years.
When you sell a 45 DTE put, you’re not just collecting premium — you’re taking on vega risk, the risk that implied volatility expands and your option’s value increases against you even if the underlying stock barely moves.
In a calm bull market, this is invisible. In a volatility expansion event — Volmageddon in February 2018, March 2020 COVID crash, the 2022 bear market — long-dated naked puts become what I call “widowmakers.” Your supposedly “safe” 30-delta put can triple or quadruple in value overnight as IV spikes, regardless of where the stock is trading.
I’ve seen this destroy countless retail traders who were following the 45 DTE / 21 DTE playbook to the letter. The framework looks great in backtests because most periods are calm. The framework destroys accounts in the rare but inevitable periods that aren’t.
Without giving away the specifics of my trade alerts service, here’s the principle: I sell short-dated naked puts only. The premium per day on a short-dated put is meaningfully higher, and more importantly, the time you spend exposed to a volatility shock is much shorter.
Yes, this means I have to manage trades more actively. Yes, this means more work. But this is why I have not had a single account-threatening drawdown in the past decade, and why my real 2025 numbers above include only two small down months.
Duration matters more than delta when volatility expands.
Without giving away the proprietary execution details I share with my paying alerts subscribers, here’s the high-level framework. I call it my Trading Constitution, and it has five phases.
A “war chest” of cash earning yield. Idle cash should be working for you. Tax-efficient cash management vehicles can generate meaningful yield while serving as margin collateral. The discipline is to liquidate this cash position aggressively when crisis opportunities appear and not before.
A standing portfolio hedge — what I call “the Umbrella.” Real option sellers always own some form of long-dated downside protection, deployed when volatility is low and protection is cheap. This is the single most important defensive structure I use.
The core principle is to finance directional bullish exposure with the premium collected from selling puts on companies you’d genuinely want to own anyway. Done correctly, you can capture meaningful upside in market leaders without paying for it out of pocket. You’re using time decay to fund your directional bets, which puts probability on your side.
For accounts large enough to handle SPX trading, there’s an additional income layer targeting daily premium decay on broad index options. The critical rule: only enter these trades when implied volatility is high enough to compensate you fairly for the risk. Most retail traders ignore the volatility filter and sell SPX premium every day regardless of conditions. This is how accounts blow up.
In addition to the standing “Umbrella” hedge, I use tactical hedges in shorter time frames when market conditions warrant. These are calculated structures that profit if the market drops while costing very little if it doesn’t.
My approach is designed to not just survive crashes — it’s designed to profit from them. The principle every premium seller should internalize: crashes are when option sellers should be most aggressive, not most defensive.
See also my analysis of the OptionSellers.com disaster, which applied the same duration-vulnerable approach at institutional scale.
If you only take one thing from this article, take this section.
You should never deploy more than roughly half of your buying power, and ideally less. Crises are when you need more buying power, not less. If you’re maxed out when volatility strikes, your broker will force-liquidate you at the worst possible moment.
Long-dated naked puts are widowmakers. Duration is the single most underappreciated risk variable in options selling. Note: Do NOT invest your valuable time and money in an inferior options trading strategy like the wheel.
Cash is for war, not peace. Idle cash should earn yield in normal markets; in a crisis, liquidate immediately and deploy into recovery trades.
If a short premium trade hits 50–75% of max profit quickly, close it immediately. The risk-reward of holding for final pennies is terrible.
Concentration risk is allowed only in broad market indices (SPX, SPY, QQQ). For individual stocks, no single underlying should represent more than ~20% of portfolio risk.
A $150,000/year salary sounds great until you account for taxes (~30–40%), 40+ hours/week, and the fact that you can be laid off. Selling options for $150,000/year on a $500K+ account requires roughly 10 minutes a day, has favorable tax treatment under Section 1256 for index options, and cannot be “fired.”
Day trading is the inverse of selling premium. Multiple academic studies find 80–95% of day traders lose money. Selling options gives you a statistical edge that day traders fight against.
Dividend investing yields roughly 2–4% annually. Selling options can target that yield per month. Trade-off: dividends are passive, options selling is active.
Buying out-of-the-money calls is the worst expected-value strategy in options. You need to be right about direction, magnitude, and timing. Selling premium reverses this: you only need not to be wrong. This is what I mean by “be the house, not the gambler.”
In 2027, I’m launching a hedge fund applying these principles at institutional scale, with a $200,000 minimum for accredited investors. The launch is the natural evolution of trading my own capital and teaching this methodology for over a decade.
Yes, you can make a living selling options. The math works. The strategy is statistically sound. I have the verified E*TRADE statements above to prove it works at scale.
But the path is narrower than the gurus on YouTube would have you believe. You need real capital ($100K minimum serious, $250K+ for full-time). You need a disciplined framework with built-in hedging. You need to reject the 45 DTE approach in favor of shorter-dated structures. And you need to follow the iron rules around buying power, duration, concentration, and velocity that 80–90% of retail traders violate.
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You can learn with $5,000–$10,000, but you cannot make a meaningful income at that size. Realistically, at least $100,000 for part-time living income and $250,000+ to fully replace a middle-class salary.
A disciplined, properly hedged strategy should target 2% to 3% per month, compounding to roughly 27–43% annually. Anyone promising consistent 10%+ monthly is either lying or running unsustainable risk.
Yes, but it’s suboptimal. Pure put selling concentrates risk on the downside. A more robust approach combines short puts with long debit spreads financed by that premium, plus standing portfolio hedges.
In terms of probability of profit, yes — significantly so. Sellers benefit from time decay and the fact that most options expire worthless. However, magnitude of losses on naked shorts can be larger than premium collected.
Undefended sellers can be destroyed. Properly hedged sellers can survive with minor losses or profit. The 2018, 2020, and 2022 events wiped out large numbers of retail sellers running undefended strategies.
No, but it helps significantly at larger account sizes. Portfolio Margin (typically $125,000+) treats your portfolio holistically. Powerful when used responsibly, fast ruin when used aggressively.
Stock/ETF options are generally short-term capital gains. Index options like SPX qualify for Section 1256 tax treatment — 60% long-term / 40% short-term blended rates regardless of holding period. Always consult a qualified tax professional.
Because long-dated naked options carry vega risk that retail traders consistently underestimate. In calm markets, the 45 DTE / 21 DTE framework looks excellent. In volatility shock events — which happen every few years and are inevitable — it can destroy accounts overnight.
Disclaimer: Options trading involves significant risk and is not suitable for every investor. The information presented is for educational purposes only and does not constitute financial, investment, or tax advice. Past performance, including trading results shown, is not indicative of future results. You can lose substantially more than your initial investment when trading options, particularly when selling naked options. Always consult a qualified financial advisor and tax professional. David Jaffee and BestStockStrategy are not registered investment advisors. For additional information on options risks, see the SEC’s investor.gov options guide at https://www.investor.gov/introduction-investing/general-resources/news-alerts/alerts-bulletins/investor-bulletins-63 or the Nasdaq’s options guide at http://www.nasdaq.com/investing/options-guide/ or the CBOE Options Trading guide at http://www.cboe.com/learncenter/
David Jaffee is the founder of BestStockStrategy.com and creator of the "Financed Bull" Strategy. He graduated from an Ivy League university and worked at Wall Street's most successful investment banks before becoming a full-time options trader and educator. David has taught over 2,500 students in 70+ countries, and his strategy has achieved a win rate approaching 98%. He specializes in selling options for premium income and buying call spreads for long-term wealth building. Verified Trading Results | Student Reviews | Trading Course & Trade Alerts | Watch on YouTube | Personal Website
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