TABLE OF CONTENTS
I am not a day trader. You’d be barely justified in calling me a trader. I trade options on the idle cash I have until I have a better use for that money. It takes me 5 minutes most trading days and I earn ~17% on that money.
My developed strategy is purposefully low-risk. In five years of trading, three times were my shares called away (through my covered call strategy) and zero times I had to buy shares (through my cash-secured put strategy). Let’s dive in.

It’s simple, really. I trade options under two scenarios:
In the meantime, while I’m not buying or selling stocks (this should happen 90% of the time; for me, to date, I’m at a 99.2% success rate), I’m collecting premiums of a few hundred dollars per sale.
Scenario one is a Call option. Scenario two is a Put option. We’ll go over both in this beginner’s guide to options trading.
Think of it like this.
To make a Call, you have to pick up your phone. Or, you are betting that the price won’t go up.
You will Put down your phone to end the conversation. Or, you are betting that the price won’t go down.
The year is 2016. I had been fired twice in the past 12 months and I had just started my Airbnb property management company, where Roy was one of my first clients.
Roy owned a mansion in the Bay Area, which I rented out for $1,500 per night. Roy was also fabulously wealthy from owning gas stations.
I can’t remember how the topic came up, but he offered to teach me how to trade options. I took him up on this offer at once. I was genuinely interested. I had been investing since 2008. I brought my friend Collin along for one of the sessions.
Roy taught me how to trade options from his “funny money” account, as he called it, which had a $9,000,000 balance.
I will teach you the same simple options trading strategy that Roy taught me.
And, by the way, I’m no longer just ‘student of Roy’. I’m now a level 3 (unlimited risk) options trader and will add my own commentary when appropriate.

One thing I have learned in life is to always have options, below is another one of my brokerages.

Let’s get started.
Roy told me that he had two rules for options trading.
Rule #1: Don’t lose money.
Rule #2: See rule #1.
I later realized these rules were borrowed from Warren Buffet. Roy was my real-life Warren Buffet.
Essentially, what those rules translate to is a very conservative options trading strategy. There are options traders making a higher ROI with a riskier strategy, but this was not Roy’s way. I like Roy’s strategy.
Roy explained his options trading strategy as picking up pennies off a train track.
In this section, we will Sell to Open a Put option.
What that means is that you are giving someone the option to sell their shares to you at a given price (below the current stock price). It’s a sort of insurance for the buyer. You are the seller.
Example: I Sell to Open a Put option on TSLA stock (current stock price: $185) at $165. This would mean that someone is going to pay me a small premium to guarantee that they can sell me 100 shares (selling one option contract equals 100 shares) of their TSLA stock at $165, no matter what the real stock price is. Even if the stock price went down to $150, if the option is exercised, I would have to buy 100 shares at $165 for a total of $16,500. Now, I do own TSLA shares in this scenario, so not all is lost. However, I am in the hole, in this (avoidable) scenario $1,500 (100 shares * buying the stock at $15 above current share price).
The first and most important concept I want to introduce you to is the Delta.
Delta represents the probability that an options contract is “in the money.” In our example above, the options contract would have been “in the money” as soon as the stock price fell below $165.
Any trading platform (Charles Schwab, Robinhood, Fidelity, etc.) will show you the Delta.
Options Trading Strategy Key: Sell to Open a Put with a Delta of 0.10 or less. This would mean that there’s a 90% chance of the options contract expiring “out of the money.” Ninety percent of the time you would collect the premium, end of story.
What does it mean for an options contract to expire? When you Sell to Open a Put, you will need to choose a date for expiry. ***The date is always on Friday*** and in the future. More on why in My Rules below. The further the expiry date, the higher the premium, but the riskier the options trade.
Every option’s price has two parts:
Option price = Intrinsic value + Extrinsic value
Intrinsic value is what the option is worth if it were exercised right now. It only exists when the option is in the money.
Extrinsic value (also called time value) is everything else. It’s what buyers pay for the chance the stock moves before expiration. More time and more volatility mean more extrinsic value.

Here’s a live one from my own AI dashboard. I sold one AAPL $325 Put expiring October 9. Apple is at $331.47, and the Put trades at $2.38 per share ($238 per contract – 100 shares per contract):
Now say Apple drops to $320 and that Put trades at $7.00:
Why this matters to a seller: extrinsic value melts every day until it hits zero at expiration. That melting is what I get paid for. When I sell an out-of-the-money option, I’m selling pure extrinsic value, and I keep it if the option expires worthless, which it does, according to our Delta, about 90% of the time.
It also tells you when you’ll get exercised early. A buyer who exercises gives up whatever extrinsic value is left. So when that time value gets tiny, early exercise becomes increasingly likely. More on that in the 4 Smaller Risks below.
Congrats! I think you know enough to go through a real-life example.
But, if you’ve had enough, I created a video for you. I also do passive investing, and I share my favorite online investing platforms:
I am going to ‘Sell to Open’ a Put on TSLA.
Date: Monday, May 13
Current Stock Price: $168
I will have to choose my strike price. The strike price simply represents the price at which I will buy shares of TSLA if the options contract is in the money before expiry.
But don’t worry. Our Delta, in relation to the expiry date, will tell us what strike price we want.
For expiry this Friday, May 17 and a strike price of $165, the Delta is 0.32. That’s too risky for our beginner’s options trading strategy. Remember, the trading platform will show you this number. There’s no calculating you need to do. All platforms will calculate to the same Delta number.
What about a strike price of $160? The trading platform says the Delta is 0.18. Still too high/risky.
At a strike price of $155, the Delta is 0.09. Perfect.
We will Sell to Open one Put option on TSLA on Monday, May 13, with a strike price of $155 and an expiration date of May 19. The premium that immediately gets deposited into your trading account upon the sale of this option is $39.
That might not sound like much, but hold out for me until we calculate the return. You need to do this for any investing activity to judge its worthwhileness.
When you ‘Sell to Open’ a Put, one of three things will happen before expiration:
1. The stock goes up. ✅ Win. The option expires worthless. I keep the $39. I can ‘Sell to Open’ another option.
2. The stock stays the same or goes down, but stays above the $155 strike. ✅ Win. Same result. The option expires worthless and I keep the $39. This is why selling Puts is so forgiving: the stock doesn’t have to go up for me to win. It just can’t fall too far.
3. The stock falls below the $155 strike. ❌ Loss. Defensive roll needed. Now the option is in the money (ITM). If it’s still below $155 at expiration, I have to buy 100 shares at $155 ($15,500), no matter what TSLA is actually worth. I don’t let that happen. I do a defensive roll: buy back this Put and sell a new one further out (and lower, if I can) for a credit. More on that in My Rules below.
[ADVANCED⚠️] By the way, if you change your mind and don’t want to own TSLA shares, you can “roll.” Rolling means buying back your current option (sometimes at a loss) and selling a new one further out in time (at a net credit), usually at a lower strike for a Put (or a higher strike for a Call), in one trade. You “roll” the problem into the future and usually collect a little more premium doing it. More on how I roll in My Rules below.
There are many formulas for calculating your return on options selling, but I’m going to share the most straightforward one.
Essentially, we are measuring how much we earned compared to how much we risked given the time period.
Let’s keep with our example above. Remember: premium received / cash risked or needed to purchase stock.
In this case, we received $39 and risked $15,500 (1 options contract * 100 shares * $155 strike price). So $39 / $15,500 = 0.25%.
However, we earned this return in only five days, so we have to take that into account. If we did this same trade every week this year, what would be our annual return?
To get that, we would multiply by 52 weeks. So, 0.25% * 52 weeks = 13.1% annual return.
In general, you want a higher return for a riskier investing activity. Typical investors are very happy with 10% returns. So a 13.1% return for a few minutes of your time is excellent.
If that doesn’t make sense, post your question or clarification in the comments. See you there.
There is a slight variation to the formula if you are making trades lasting more than one week. As it makes things a little more complicated, I’m going to leave it out of this blog post, but if you happen to be interested, again, tell me in the comments, and I’ll share the options ROI formula there.

A covered call is a strategy used when you own 100 or more shares of a stock and would be happy to sell at a given price.
Important Note: Selling a Call on a stock that you do not own is called a Naked Call and is extremely risk. I do not advise it.
Let me give you a real-life scenario. I own 500 shares of ABNB (Airbnb). I want to sell my ABNB because the company is no longer promising. In the time that I owned the stock, it’s been as high as $212. Over the past couple years, the stock has been annoyingly steady. Over the past two years, it has almost always stayed below $150.

You can see that over the past five years, the stock has increased a measly 5.08%.
This puts me in a predicament. I own the shares, and I want to sell them, but at a slightly higher price than the current stock price. I’m in no rush to sell the shares, but I don’t believe the company is well-managed, so I don’t see the price going higher in the future. I also don’t see the company going out of business anytime soon. Also, the stock price is extremely consistent, which affects Volatility, another measure I will introduce shortly.
In this case, I am going to sell five Covered Call options contracts because I have 500 shares that I’m willing to sell. I am going to choose a strike price at whatever I’m comfortable selling the price at, given the return.
In this case, I know the price has barely ever breached $150 and never $165 over the past 24 months. I decided I’d be happy to sell at $165 so that will be my strike price.
In this case, the strike price represents at what price I will sell my shares to whoever buys my Call option, no matter how high the stock price rises.
The only other thing I have to choose is an expiration date. Let’s run through an example.
Same date: May 13th. I am going to Sell to Open five Covered Call options contracts with a strike price of $165.
If I choose this Friday, May 17, the trading platform tells me I’ll earn a premium of $19. You can decide for yourself, but this is not worth my time.
For reference, the Delta on this trade is 0.004.
The expiration date of May 24th yields a premium of $38. Still, not enough.
Let’s go to June 28th. Remember, over the past two years, the stock has never gotten to $165, which is why the premiums are so low. I’m just looking to make a few extra thousand low-risk dollars this year. Now, the premium is $502. Now we’re talking!
But what if I change the strike price to $160?
Pop Quiz: If the strike price changes to $160 from $165, in which direction will the premium move?
You should have said it would increase. That’s because the stock is going to reach $160 before it reaches $165. More risk, more premium.
In this example, the premium is $867, with a strike price of $160 and an expiry date of June 28th.
However, as with any investing activity, we need to know our return to decide if it’s a good investment.
By the way, before we calculate the return on selling covered call options, I made a video years ago on the Airbnb IPO.
The return on investment formula is the exact same as it is for Put options, but given the complexity of this topic, let’s run through the example.
Please do it first on your own and compare your result with mine.
We will Sell to Open five Covered Calls on ABNB with a strike price of $160 and an expiration date of June 28th for a premium of $867.
Remember: premium received / cash risked or collected on the stock sale.
In this case, we received $867 and would have collected $80,000 (5 options contract * 100 shares * $160 strike price). So $867 / $80,000 = 1.1%.
However, we earned this return in only seven weeks, and we want these return on investment numbers to be comparable, so we need to convert them to an annual return. What if we did this same trade every seven weeks this year? What would be our annual return?
We would multiply by 7.4 (52 weeks / 7 weeks) because we could do this trade 7.4 times per year. So, 1.1% * 7.4 times per year = 8.1% annual return.
And that’s not too shabby for a disappointing stock with limited risk of going bankrupt. Basically, I’m buying time, hoping that either the company management will improve and the stock price will rise, or the company will start to falter, and I’ll simply sell the stock at the given price if I think the future trajectory is an ever-lower stock price.
Volatility represents how wild the upward and downward swings are of the stock in question.
You can imagine if a stock is more volatile, how this would affect options trading. It would make it more risky. Thus, higher premiums.
ABNB stock volatility is 10.46%. This is not a volatile stock. (This is subject to change given future events of the company.)
TSLA is 57.13%. Here is the TSLA stock price chart over the past five years. Compare it to ABNB.

The S&P 500, representing less risky companies, has a volatility of 15%.
The volatility of a stock will change over time, especially during earnings week.
Four times per year, a public company will announce earnings. Your trading tool should clearly show which week is earnings week. You will want to avoid trading options this week as a new options trader.
But later on, you can leverage earnings week to maximize options profits.
For example, TSLA stock recently shot up from $165 to $185. It was due to some positive news, not earnings, but both work the same way. Earnings weeks are more predictable because we know when the big news will come out.
On a Monday, I Sold to Open five Put options on TSLA with a strike price of $175 and an expiration on that Friday. I collected a premium of $812.50, and my annual return was 48.3%. The options contract expired out-of-the-money, I kept the premium, and my options trading record remains at nearly 100% success rate.

The biggest argument from people unfamiliar with options trading is that it’s complex and/or that you make such small amounts. $50, $100, $200 trades, typically with my strategy AND you’re risking ten, twenty, or thirty thousand dollars.
It doesn’t seem to make sense.
Well, that is already accounted for. Above, we’ve already verified that the return on investment on any single traded is valid. That’s great, but one thing often overlooked by options traders (and Uber drivers and nearly everyone on the planet, it seems) is their hourly rate in any given activity. Below, I discuss that topic.
The one valid argument against trading options is that you can’t be a casual options trader. If you’re putting aside $50,000 as collateral to trade options, then you have to trade options consistently to make enough money on that collateral to make it worthwhile.
Let’s run through an example. Both options traders are using $50,000 in collateral. That means if you are selling Puts, you have the cash in your account to buy the stock if the option is exercised. In this case you can sell the quantity of Puts on stocks that would require less than $50,000.
Example 1: You make a few trades monthly. Let’s say that grosses you $1,800 annually. This is an annual return of only 3.6% on that $50,000. Pathetic.
Example 2: You trade consistently every week for the whole year. Let’s say that grosses you $7,200. This is an annual return of 14.4% – just fine if you’re not a professional trader, as this strategy is without much risk (thus lower returns).
In example 1, what else could you do with that $50,000 collateral? For one, you could put it in a fixed-term and riskless Certificate of Deposit with a bank and earn about that return on your money, but you could forget about it.
That is the only valid argument against trading options.
One fix: I keep my collateral in a short-term Treasury ETF like SGOV instead of plain cash. It earns the T-bill rate while it secures my Puts, so idle collateral isn’t really idle.
Roy’s rules got me started. These are mine now. Every one of them exists for the same reason: my biggest, and really only, enemy is a big liquidity event (more on that below). The rules keep me maximally prepared for it at all times.
🔑 Key Rule: The expiry is always a Friday. Friday weeklies are where the volume is. When the market panics and I need to roll or close, I want to be in the contracts everyone else is trading, not a Tuesday expiry nobody quotes. This doesn’t matter UNTIL IT MATTERS. And we are always prepared for when it matters.
🔑 Key Rule: Strikes are always in $5 increments. No exceptions. $5 strikes ($150, $155, $160) carry the most open interest and the tightest bid/ask spreads. In a crash (ie a big liquidity event), a $157.50 strike has fewer buyers. A $155 strike has a market. That’s the difference between rolling at a fair price and getting stuck.
The rest of my rules:

As my strategy matured (read: got more risky), it all seemed too easy. I kept asking AI tools what my biggest risk was. None of the answers satisfied me. There MUST be a risk, and I finally found it: a big liquidity event. It’s my biggest, and really only, enemy. Every rule above is built around it.
In a big sell-off, spreads blow out, buyers disappear, and rolling gets expensive right when I need it most. At the same time, three things happen at once. Your account value falls. Your Puts go in the money, so the broker’s margin requirement RISES. And the stocks you’d sell to raise cash are the same ones falling. If the requirement passes your equity, that’s a margin call. Under Reg T you get a few business days to cover it, but the broker can sell your positions without asking, at the worst possible prices. Portfolio Margin gives you more leverage, which means bigger swings in both directions.
I’m always maximally prepared for this. Friday expirations and $5 strikes keep me in the most liquid contracts. SGOV is my cushion. And I stress-test my account: what happens if the market falls 10%, 20%, 30%? Where’s the break point? Two things help. Treasury funds like SGOV don’t fall with the market, so they carry you through the first stretch. And cash-settled index Puts like XSP only cost you the difference, not the full strike value, because nobody delivers shares.
These are smaller, one-off risks. They hit one contract at a time, not the whole account, but they still need to be managed. Delta tells you the chance your option finishes in the money at expiration. It tells you nothing about getting exercised EARLY (something we want to avoid). So I built a AI monitor that checks my positions twice a day for the four things that actually get options exercised.
Luckily, the options market is basically fully rational which means that we can predict with very high accuracy (let’s say 99%) when an option will be exercised early and plan around that undesirable event.
Risk #1: Dividend (early exercise on your Calls). If you sold a Call that’s in the money and the stock is about to pay a dividend, the buyer can exercise early to own the shares before the ex-dividend date and collect it. They do this when the dividend is worth more than the time value left in your option (see Intrinsic vs. Extrinsic Value above). It happens the day before the ex-date, never weeks early. Watch for special or raised dividends too: a bigger payment makes it more likely. This got me in April 2026: my Verizon $40 Calls, expiring in June, were exercised two months early, right before the ex-dividend date. About $4,200 of upside, gone. You could just buy back the shares, if you wanted and still believe in the stock.
Risk #2: Interest (early exercise on your Puts). If you sold a Put that’s in the money, the buyer can exercise early to get your strike price in cash today and start earning interest on it. They do it when that interest is worth more than the time value left in your option.
Example: a $285 strike with 84 days left earns about $2.62 at 4%. If the time value left is below that, expect the shares, even though your option still shows real time value. Unlike dividends, there’s no date on the calendar. It can happen any day. (An upcoming dividend delays it, because the Put buyer gives that up by exercising.)
Risk #3: Expiring in the money. A short option that’s in the money at expiration gets exercised automatically. You own (Put) or give up (Call) 100 shares per contract on Monday unless you close or roll it first. This is how I lost my Uranium Miners ETF (URNM) shares: the $55 Calls finished in the money and the shares were gone that Monday. (I ended up buying back in at $56.) Three days out is when I start making the decision and if the stock is within 1% of your strike. Index options like XSP settle in cash, so there are no shares, just the difference.


Risk #4: Earnings. Earnings can change a stock price 10% to 20% overnight, straight through your strike. It’s urgent when the strike is within 10% of the stock price AND earnings lands right before expiration. A far-away strike with weeks of runway after earnings is just a warning.

I am constantly trying to optimize my strategy for slightly higher ROI. My most recent change is adding XSP, a mini version of the S&P 500 index option (1/10 the size of SPX). Four reasons:
Only broad-based index options qualify. SPY, QQQ, and IWM options are ETF options and do NOT get 60/40. Neither do leveraged or inverse ETFs.
The trade-off: there’s no “wheel.” With a stock, if I get assigned, I own shares and can sell Calls on them. With XSP, the loss is just cash.
[Not tax advice. Talk to your CPA.]

If you want some of the benefits of selling options without any of the management, enter a covered call ETF.
XYLD. That’s what you’ll want to type into your brokerage platform like Charles Schwab or Fidelity or Robinhood.
Currently, its yield is over 10%. Another word for yield is dividend and it’s how much the stock pays out. In this case, XYLD pays out every month.
But, let’s run though a hypothetical example assuming you purchased 100 shares five years ago at about $50 per share.
Total cost: $5,000
Number of shares of XYLD: 100
Total dividend payout over 5 years at 10% yield? The 10% does change, but for simplicity of this example, let’s say that all five years were at 10%. In this case, you would have earned dividends in this time of $2,500 (10% of $5,000 is $500 annually multiplied by 5 years).
How much did the stock price change? It went down from $50 to $40 for a decrease of 20%. Your investment went from $5,000 to $4,000 ($40 * 100 shares).
You lost $1,000 on your capital, but you made $2,500 in dividends over this time period. That equals about 6%. Not too shabby.
Of course, XYLD’s distributions are mostly taxed as ordinary income (and part is often return of capital, which lowers your cost basis), while selling the shares after a year would be taxed at the long-term gains rate of 0-20%. This needs to be factored in, but in our scenario, you still did pretty good especially if you factor in the fact that you spend no time managing this investment.
Firstly, how’d I do in explaining my easy options trading strategy? Tell me in the comments.
Why do I trade options? You can make 15% on conservative options trading. While this isn’t passive, it’s also not very active. The most active I’d be as an options trader is spending a few hours per week managing my trades.
You can make 25%+ trading options, but this requires more of your attention and requires you to know more advanced options trading strategies.
I like to think of things an hourly rate.
If I use a balance of ~$100,000 to make ~$15,000 per year while spending 22 hours (5 minutes per trading day * 52 weeks), my hourly rate for this activity is $692. That’s good.
My hourly rate on The Belmonte Penthouse, a short-term rental Airbnb investment I have in Medellin, is $342.
You adjust the numbers based on your situation and come to your own conclusion as to whether or not options trading the easy way is a worthwhile investing activity for you. It was for (most probably) deca-millionaire, Roy.
By the way, not being passive investing means I have more control over it. If you’re a good investor, you seek control as it results in a higher return. For me, not being passive means I’m making a higher return.
Compare that to my passive investing blog post, where you can expect to make somewhere between 3-6% returns.
Speaking of my Airbnb investment, a more active investment, and a headache in a half. I’m constantly coordinating things to be fix, repaired, or replaced. I also have to deal with other humans and play politics in the HOA. These are severely unenjoyable activities for me, and I want to avoid them at all costs. Thus, if I make another real estate investment, my hourly rate on that investment must be $180+ per hour. That would mean the return needs to be 30%+. Luckily, my return there is 33%.
Happy options trading aspiring investors! I’d love to hear from you in the comments. I know you want to share some advice or expand upon some concepts I shared in this blog.