Trading Psychology is a Trap: Build a System Instead

Trading Mindset & Psychology  |  By Simon Ree  |  13 April 2026

I hear the same confession constantly from traders who come to me after blowing up an account. Sometimes their first. Sometimes their second or third. The line is always more or less the same: “Simon, I know what I should do. I just can’t make myself do it.”

 

They’ve read the books. They’ve underlined the bits about not chasing trades, not holding losers, not sizing up after a hot streak. They can even quote you Jesse Livermore. They know the theory. And yet... the account keeps bleeding.

 

So they arrive at what feels like the obvious diagnosis: “I have a psychology problem. I need to fix my mindset. A bit of meditation. A trading journal. Maybe some Marcus Aurelius. Then I’ll be disciplined. Then I’ll follow the rules.”

 

I’m here to tell you that framing is almost entirely wrong. And it’s the reason a lot of smart, capable people stay stuck for years.

 

Three decades in markets, including a long stretch at Goldman Sachs sitting next to some of the most psychologically sophisticated traders on the planet, taught me one thing about trader psychology that nobody likes to hear: those guys still made emotional decisions under pressure too. Pedigree doesn’t fix it. IQ doesn’t fix it. Stoicism doesn’t fix it. You don’t have a mindset problem. You have a system problem. And once you see the difference, the whole game changes.
 

The Real Reason Traders Can’t Follow Their Own Rules


Most retail traders run what I’d call an opinion-based approach. They’ve got a thesis on a stock. A feeling. A bit of chart analysis. Maybe a tip from social media or a podcast. They put on a position that reflects “their view”... and then they fall in love with it.

 

Now when the trade goes against them, it isn’t just a financial problem. It’s an identity problem. Cutting the trade means admitting they were wrong. So they don’t cut it. They average down. They tell themselves it’s just noise. The market is wrong. They hold on, and on, and on, until what started as a small inconvenience metastasizes into a catastrophe.

 

The textbooks have lovely names for this. Loss aversion. Confirmation bias. Ego attachment. All true. But here’s what nobody seems willing to say out loud: these aren’t character flaws you’ll meditate your way out of. They’re the entirely predictable output of operating without a real system.

 

I see a related symptom every week. The trader who’s convinced their problem is the wrong indicator. They keep tweaking the settings on their MACD, adding a fifth moving average, hunting for the perfect oscillator combination. It’s the equivalent of a 30-handicap golfer who is sure that what’s holding back his game is that he hasn’t bought the right lob wedge yet. Mate. It’s not the wedge. The wedge is fine. You just don’t have a swing.

 

When you stop trading opinions and start trading setups, the whole psychological equation flips. A setup isn’t your idea. It isn’t your view. It’s a repeatable, structured set of conditions. If the conditions stop being met, the trade comes off. Not because you were wrong. Because the conditions changed. You’re not defending your ego anymore... you’re just following a framework.
 

Trade setups, not opinions.” Four words. Probably the single most powerful psychological shift a retail trader can make.
 

Do You Want to Be Right, or Do You Want to Make Money?
 

Ned Davis is credited with this line, and it took me years to fully appreciate what it means. The need to be right is what ties so many aspiring traders up in knots. Your job as a trader is not to be right. Your job is to take a lot of small losses while letting your winners run. That’s the entire job.

 

Read that again, because it sounds heretical to almost every instinct you’ve been trained on since you were two years old. From the day you started toddling around the kitchen, you’ve been conditioned by parents, teachers, bosses, and friends to avoid being wrong at all costs. Being wrong gets you scolded. Being wrong gets you laughed at. Being wrong can get you fired. So you grow into an adult who is wired, deep in the basement of the brain, to avoid being “wrong”.

 

That conditioning will quietly destroy you in trading, because in trading, losses are not mistakes. They’re an operating expense. They’re the cost of doing business. Every restaurant pays rent. Every trader pays losses. The skilled ones just make sure the losses stay small enough that the winners cover them with room to spare.

 

If you can’t accept that, the market will have its wicked way with you. To borrow a phrase from my book: you’ll become the market’s bitch. And nobody wants that.

 

Unlimited Risk Creates Unlimited Anxiety


Here’s something most stock traders never quite admit to themselves: a big chunk of what they’re calling “a psychology problem” is actually rational anxiety about unlimited downside.

 

Buy 500 shares of a company at $40 and you’re risking $20,000. “Unlikely to go to zero,” you tell yourself. Sure. But your nervous system isn’t listening to “unlikely.” Your nervous system knows that a 40% drop in a single year, completely normal in any market environment, takes $8,000 off your account with no predetermined stop. Unless you cut it yourself. Which you won’t. Because you have an opinion. And cutting it means your opinion was wrong.

 

This is why everything I teach is built around defined-risk options strategies. When I put on a trade, the maximum loss is known before the trade exists. Not approximately known. Precisely known. It’s a feature of the instrument, not a function of willpower.

 

Defined risk doesn’t make me a hero. It makes heroism unnecessary. I don’t have to summon discipline I don’t have at 2:47 PM on a Wednesday afternoon when the market is doing something ugly. The architecture has already done that work for me. My psychological energy can go where it actually belongs: finding good setups and managing positions well. Not fighting my own survival instincts.

How to Approach the Market (Hint: Like a Big Friendly Dog)

I use this analogy all the time with new traders. Imagine you’re walking past a big dog in a park. A really big dog. Maybe an Alaskan Malamute.

 

If you approach the dog with fearful, jittery energy, hunched shoulders, eyes darting, thinking “oh god, please don’t bite me, please don’t bite me,” the dog picks up on every signal you’re putting out and the encounter is unlikely to be much fun for either of you. If, instead, you approach with calm confidence, hand extended, “hey buddy, you look like you’d love a scratch behind the ear,” the odds of a beautiful interaction go through the roof.

 

The market is the dog. Approach fearfully and you start thinking fearfully, and fearful thinking produces fearful solutions. Stress literally makes you stupid. Approach calmly, see yourself as a professional risk manager rather than a hopeful punter, and there’s simply nothing to be afraid of.
 

The 30-Minute Container (And the Trap It Solves)
 

There’s a particular flavour of trader I see destroying themselves with overtrading. Screens on all day. Refreshing positions every six minutes. Hunting for action. Every hour without a trade feels like a missed opportunity, so they manufacture trades that aren’t really there. I call them boredom trades. They’re the silent killers of small accounts.

 

It looks like a discipline problem. It isn’t. It’s a structural one. These traders have no container for their activity. No defined start. No defined finish. No pre-set criteria for what counts as a real setup versus market noise wearing a Halloween costume.

 

There’s also a sneaky cousin of overtrading: the price obsession trap. The trader who keeps refreshing the chart isn’t trading. They’re feeding the ego, which loves nothing more than to be busy. Busy feels productive. Busy feels diligent. Busy feels like work. But staring at price action all day is not work. It’s a fidget toy with a P&L attached.

 

The system I’ve built around options, and that I teach across Options Academy, is deliberately designed to run in about 20-30 minutes a day. Pre-market review. Identify setups that meet defined criteria using our scanner. Execute with defined risk. Check back at the end of the day. Done. Coffee.

 

That’s not a lifestyle pitch. That’s a structural decision about what kind of trader I want you to become. The trader glued to charts for 8 hours a day isn’t a better trader. They’re a more anxious one. And anxiety, as we’ve established, is the enemy of every good decision you’ll ever make in markets…and in life.

 

The Setup Criteria Do the Psychology For You
 

One of the trend-following setups I teach is what I call the Bounce 2.0. It’s a high-probability, defined-risk trade on stocks or ETFs that have pulled back to a meaningful level of support after an established uptrend. The entry rules are specific. The position sizing is formulaic. The exit conditions are pre-defined.

 

By the time I click the buy button, I already know the answer to every emotionally charged question that traders typically agonise over in the middle of a live position. Where am I getting out if this goes wrong? Already set. How much am I risking? Already calculated. When does this thesis stop being valid? Already defined.

 

There’s no room for hope trading. No room for “let me just give it one more day.” No room for the slow, expensive death by a thousand justifications. The criteria are either still being met, or they’re not. The system is doing the heavy lifting that most traders are trying to do through sheer force of will... and failing.
 

Position Sizing: The Quiet Killer
 

If I had to name the single most common reason I see technically competent traders bleed out, it’s this: they get the direction right, they get the timing roughly right, they identify a legitimate setup... and then they size up too aggressively. One bad trade swallows four good ones. Then they wonder why their P&L looks like a heart monitor.

 

Here’s what nobody tells you. Position sizing isn’t really a risk management concept. It’s a psychological one. When your position is too big relative to your account, the dollar swings become emotionally unbearable. You start making decisions based on the size of the unrealised loss, not on what the chart is telling you. You take winners off too early because you want the relief. You hold losers too long because you can’t stomach the pain of crystallising. The chart is no longer the input. Your blood pressure is.

 

My rule of thumb: if the maximum loss on a position is a number that keeps you awake at night, your size is too big. End of story. Cut it until you’re un-freaked-out. You should not be feeling surges of emotion, positive or negative, on every uptick and downtick of the day.

 

In my programs, position sizing is not a footnote. It’s one of the very first things we lock down, and it isn’t negotiable. Not because I want to limit your upside. Because I’ve seen what happens to people who skip it. No amount of mindset coaching will save you from yourself when a 30% position is moving against you.

 

Not losing money is the game. I know how unsexy that sounds. It isn’t. Survival is the prerequisite for compounding, and compounding is how wealth actually gets built in markets. There’s no shortcut. There never was.

 

The “No High Fives” Rule
 

I have a rule I introduce to students that usually gets a laugh the first time they hear it. “No high fives.”

 

What I mean is this: when a trade wins, especially when it wins big, the correct response is not celebration. It’s not “I knew it.” It’s not doubling your size on the next one because you’re feeling it. The correct response is to look at the trade with cold, clear eyes and ask one question: did I follow my process? If yes, good. If you got lucky despite a sloppy process, that’s actually bad news dressed up as good news. And it’ll cost you later.

 

This rule exists because overconfidence after a big winner is one of the most reliable account killers I’ve seen in my career. After a string of fat green days, the ego puffs up like a peacock and the trader starts believing they’ve finally got the markets all figured out. Homework gets sloppy. Entries get loose. Position sizes creep up. Then “Mr. Market” walks in, taps them on the shoulder, and delivers a sharp lesson in humility. Every. Single. Time.

 

The system should feel the same on a winning day and a losing day. That’s not soullessness. That’s how you build a durable edge. Bruce Lee called it being water. Same idea, different industry.

The Sex Chapter (Yes, Really)
 

There’s a chapter in my book called “Why Trading Is Like Sex.” The full title got my publisher very nervous and got my wife very curious. I’ll spare you the entire setup here, but the punchline is the part that matters for this conversation.

 

Trading profits are like orgasms. The more you focus on having them, the harder they are to come by.

 

That sounds glib. It isn’t. It is a precise, almost mechanical description of how markets reward attention. The trader who sits down at the desk every morning desperate to make money, fixated on hitting a daily P&L target, calculating in their head how many trades they need to clear the mortgage this month, is doing the trading equivalent of trying very hard to fall asleep. The harder you try, the more elusive the thing becomes.

 

The mountain climber doesn’t reach the summit by staring at the summit. She reaches it by paying very close attention to where her hands and feet go in the next ten seconds. Same for traders. The summit is a consequence of good footwork. Not a substitute for it.

 

This is where the Eastern-philosophy side of how I think about markets meets the cold mechanics. Wu wei, the Taoist principle of non-forcing, sounds like incense-and-yoga mat stuff until you watch a forced trade blow up at 3:30 PM on a Friday. Then it sounds like the most practical advice anyone ever gave you.

 

If you can ignore your own opinions, stop trying to be right, stop trying to make money, and instead obsess over the quality of the process, the money shows up as a byproduct. Try it the other way around and the market politely takes everything you have.

 

What Drawdowns Are Actually Telling You
 

Every trader has drawdowns. The best ones I know have plenty. The question is never whether you’ll have them. The question is whether you have a framework that lets you read them properly and respond like an adult.

 

In my experience there are two species of drawdown. The first is statistical. A perfectly normal losing patch that is entirely consistent with your edge functioning the way it’s supposed to. If you’re right 60% of the time, then losing streaks of 4, 5, even 6 trades in a row are mathematically inevitable over enough observations.

 

Not a bug. A feature. The second is structural. Something in your process has actually broken down, conditions have shifted, and your system needs review.

 

Most traders can’t tell the difference. So they panic during statistical drawdowns and miss the structural ones entirely. The way you tell the difference is to know your system well enough to evaluate the process, not just the last five P&L outcomes.

 

This is why I’m obsessive about teaching process before results. When you genuinely know your system, a losing streak stops being an existential crisis and becomes a data point. You look at it clearly and ask the right question: was that bad luck or bad process? The honest answer to that question tells you exactly what to do next. Most traders never even get to that question, because they’re too busy panicking.

 

The River, Not the Battlefield
 

Somewhere along the way, retail traders got sold a story that markets are a battlefield. You’re at war. You’ve got to outsmart the other guy. You’ve got to predict the next move. You’ve got to be right, and you’ve got to be right loudly.

 

I prefer a different image. Roughly $400 billion changes hands on US stock markets every single day. Four hundred billion. Money is not scarce in this game…it’s bloody everywhere! The market is a river of money, and all we want to do as traders is dip our hand in once in a while and pull out a small scoop. We don’t need to dam the river. We don’t need to predict the river. We don’t need to dominate the river. We just need to be there with a clean cup when the conditions are right.

 

The battlefield framing is exhausting and it’s why most traders burn out. The river framing is sustainable. It also happens to be how markets actually work.
 

Consistency Is Not Sexy. It Is Everything.
 

Anyone can sink the next basketball shot. Anyone. But how many can you sink in your next thousand attempts? That’s the entire game.

 

Consistency is not about hitting blindfolded three-pointers to the roar of the crowd. Nobody pays bonus points for degree of difficulty in markets. The trader who quietly converts the layups, over and over, for years, finishes wealthy. The trader who keeps trying for the highlight-reel dunk usually finishes with a great story and an empty account.

 

The casino industry exists because the human brain is hardwired for random rewards. They light up our dopamine circuits like Christmas. That’s why trading feels so intoxicating to a lot of people, and that’s also why a lot of people lose money doing it. If your nervous system is chasing the dopamine hit of the next big kill, you are not a trader. You are a punter wearing trader’s clothing. And the markets will sort you out eventually.

 

FAQs
 

Does trading psychology matter if I have a good strategy?
Yes, but probably not in the way you think. A well-designed strategy reduces the psychological load enormously, because most of the decisions that would otherwise require white-knuckle restraint are already handled by the rules of the system itself. That said, no system eliminates the human element entirely. The goal isn’t to become a robot. It’s to build a framework where good psychology is the path of least resistance, not a daily act of willpower.


Why do experienced traders still struggle emotionally?

Because experience alone doesn’t fix a broken system. I’ve sat across from traders with 10 years of screen time who are still trading opinions instead of setups, still sizing incorrectly, still holding losers because they’re attached to being right. Time in markets doesn’t automatically install good habits. A structured framework does. Without one, you just rehearse the same mistakes for longer. 

 

Can defined-risk options strategies really reduce emotional trading?
In my experience, dramatically. When the worst-case outcome is known and accepted before the trade exists, you’re not making decisions under the pressure of an open-ended loss. The hardest psychological work has already been done before the position goes live. That changes the entire emotional texture of how you manage it from there.

 

How important is position sizing for trading psychology?
It’s arguably the most important variable in the entire equation. A trader with modest skill and excellent position sizing will outperform a skilled trader with poor position sizing over the long run. Every time. Oversized positions create the emotional volatility that produces poor decisions. Correctly sized positions keep the emotional temperature manageable, and that alone is worth more than any mindset technique I know of.


What books would you recommend on trading psychology specifically?
Mark Douglas, “Trading in the Zone.” It’s the bible. Every successful trader I personally know has read it at least once, and most have read it more than once. After that, the books that have helped me the most aren’t strictly about trading at all. Michael Singer’s “The Untethered Soul” for getting some distance between you and the constant chatter in your own head. Joe Dispenza’s “Breaking the Habit of Being Yourself” for clearing out the subconscious junk that quietly shapes your decisions in the market. Viktor Frankl, always. And honestly, my own book “The Tao of Trading” devotes a full chapter to mindset early on, because I do not think it can be bolted on at the end. It needs to be in the foundation.


How do I know if I’m ready to start options trading?
The honest answer? If you’re currently losing money in stocks and hoping that switching to options will fix it, you’re not ready. Options amplify whoever the trader already is. Good habits and bad ones alike. The right question isn’t “am I ready for options.” It’s “do I have a system I trust, position sizing rules I actually follow, and the emotional capacity to take a small loss without melting down.” If yes to all three, you’re a candidate. If not, those are the things to work on first.
 

Putting It Together: Psychology as an Output, Not an Input
 

The conventional approach to trading psychology treats mindset as something you cultivate in isolation. Journalling. Meditation. Breathwork. Stoic reading. The implication being that if you generate enough inner stillness, good trading behaviour will somehow follow.

 

I think it works the other way around. Good trading behaviour is produced by a good system. The system creates the conditions for good psychology to emerge. Defined risk removes existential anxiety. Setup-based criteria remove ego attachment. Position sizing rules remove the emotional volatility of outsized P&L swings. Pre-market routines replace reactive decision-making with deliberate action.

 

Now, I’m not anti-meditation. I meditate. I do breathwork before I trade. I have a long list of practices that have made me a calmer human being and, indirectly, a better trader. But I want you to notice the order of operations. The practices are amplifiers. They are not the foundation. If the foundation is wrong, no amount of inner work will save the building.

 

The traders who tell me they’ve “finally cracked the psychology thing” are, almost without exception, traders who have finally found a system they trust and follow consistently. The inner calm they’re describing isn’t a separate achievement they unlocked at a meditation retreat. It’s the downstream effect of getting the external structure right.

 

That’s the system I’ve spent the better part of a decade codifying at Tao of Trading. Not a collection of mindset tips and motivational filler. A repeatable, process-driven approach to options trading that handles the psychological heavy lifting at the design level, before you ever click a button.

 

You still have to show up. You still have to follow the rules on days when it’s uncomfortable. You still have to take the small loss and move on with your day. Nobody, and no system, takes that part away from you. But the architecture is there to support you when you do. And that’s the difference between a trader who survives and a trader who quietly disappears.

 

If you’d like to explore the full system, from setup criteria to position sizing to the 30-minute daily framework, visit https://www.taooftrading.com/

Not losing money is the game. I know how unsexy that sounds. It isn’t. Survival is the prerequisite for compounding, and compounding is how wealth actually gets built in markets. There’s no shortcut. There never was.


Simon Ree

Simon spent 25 years at the front line of global finance before leaving to teach everyday people how to trade simply and profitably. He is the founder of The Tao of Trading academy and author of the Amazon bestseller The Tao of Trading.

What Is Options Trading? (And Why Most People Get It Completely Wrong)

Options Trading Basics  |  By Simon Ree  |  6 April 2026

What Is Options Trading? A Plain-English Guide for Beginners


You know how most people think about the stock market? Buy shares of a company you believe in, cross your fingers, hope the price goes up, and check your portfolio every fifteen minutes like a nervous parent watching a school play.

 

That's fine. It works... sometimes. But it's a bit like owning one tool in your toolbox. A hammer. And when all you have is a hammer, every problem looks like a nail.
 

Options are the rest of the toolbox.

 

Now, I get it. The word 'options' tends to trigger one of two reactions. Either people's eyes glaze over because they assume it's impossibly complex, or they get excited because some bloke on YouTube told them they could turn $500 into $50,000 by Friday. Both reactions are wrong. And both are the reason I sat down to write this.

 

I spent over two decades at Goldman Sachs and Citibank. I've traded through the dot com boom and tech wreck, GFC, flash crashes, pandemics, and whatever we're calling the current chapter of market history. And I can tell you from three decades in the trenches: options, understood properly, are the most flexible, most practical, and most misunderstood instrument available to everyday traders.

 

So let's strip away the jargon, the intimidation, and the nonsense. I'll explain options the way I'd explain them to a smart friend over a glass of wine... someone who's curious, capable, and doesn't want to be patronised.
 

How Do Options Actually Work?


An option is a contract. That's it. Nothing mystical. It gives you the right, but not the obligation, to buy or sell a stock at a specific price before a certain date.

 

Read that again. The right, not the obligation. That distinction is everything.

 

You're not buying the stock itself. You're buying the right to do something with it later. Think of it this way: imagine you find your dream apartment. You're not ready to buy it yet, but you're terrified someone else will snap it up. So you pay the homeowner a small fee to lock in the purchase price for the next 90 days. If you decide to buy, great, the price is locked. If you change your mind, you walk away and only lose the fee you paid.

 

That fee? In the options world, we call it the premium. And that apartment analogy is basically how a call option works.

 

Every options contract has four moving parts:

 

The underlying asset. The stock, ETF, or index the option is based on. If you're buying an option on Apple, Apple stock is the underlying.

 

The strike price. The price at which you can buy or sell the stock if you choose to exercise. It's the locked-in price from our apartment analogy.

 

The expiration date. Options don't last forever. Every contract has an expiry date. After that, if you haven't used it, it's worthless. Gone. Like a coupon you forgot about in your kitchen drawer.

 

The premium. What you pay to buy the contract. Think of it as the price of admission.

 

One standard contract covers 100 shares. So when you buy one contract, you're controlling 100 shares while only paying the premium. That's where the leverage comes in. And leverage, as you'll discover, cuts both ways. It's a beautiful thing when it works for you. When it works against you... well, we'll get to that.
 

Calls and Puts: The Only Two Things You Need to Understand
 

Everything in options trading is built on two foundations. Two building blocks. Calls and puts. That's it. Every exotic-sounding strategy you'll ever hear about, from iron condors to butterfly spreads, is just a combination of these two things.


What Is a Call Option?


I like to think of a call option as the Airbnb of the financial world. You're renting a stock for a short period of time, paying a fraction of the full purchase price, and hoping it appreciates while you have the keys.

 

A call gives you the right to buy a stock at the strike price before expiration. You buy a call when you think the price is heading north.

 

Simple example. A stock is trading at $50. You buy a call with a strike price of $55, expiring in 30 days. You pay a $2 premium, which is $200 total for one contract (remember, each contract covers 100 shares).

 

If the stock rises to $65, your option is worth at least $10 per share. You can sell the contract for a tidy profit, or exercise it and buy shares at $55 when they're trading at $65. Either way, you're smiling.

 

If the stock stays flat or drops? The option expires worthless. You lose the $200 you paid. That's your maximum loss. Full stop. The stock could go to zero, and you'd still only lose $200. That ceiling on your downside is one of the things I genuinely love about options.
 

What Is a Put Option?


If a call is like Airbnb, a put is like an insurance policy. You're paying a small premium to protect yourself against something bad happening.

 

A put gives you the right to sell a stock at the strike price before expiration. You buy a put when you think the price is heading south.

 

Same setup: stock at $50, put with a $45 strike, 30-day expiry, $2 premium.

 

If the stock drops to $35, your put is worth at least $10 per share. You've locked in the right to sell at $45 when the market says it's only worth $35. That's a good day at the office.

 

If the stock stays flat or rises? The put expires worthless and you lose your $200. The insurance policy wasn't needed. You're out the premium, same as if you'd paid for home insurance and your house didn't burn down. Annoying, maybe. But that's how insurance works.

 

Puts are also commonly used as a hedge. If you own shares and you're worried about a short-term drop, buying a put can protect your position. Think of it as a seatbelt. You hope you don't need it, but you'd feel pretty foolish driving without one.

 

Key Terms You'll Hear Constantly


I'm not going to drown you in jargon. But there are a handful of terms that come up in every single options conversation, and being comfortable with them will make everything else click faster.

 

In the money (ITM): An option with intrinsic value. For a call, the stock is above the strike price. For a put, it's below. Basically, it's already working in your favour.

 

Out of the money (OTM): No intrinsic value yet. The stock hasn't moved in your direction. It's still got potential, but right now it's all promise and no delivery.

 

At the money (ATM): The stock price is right at or very close to the strike price. Sitting on the fence.

 

Intrinsic value: The real, built-in value of an option based on where the stock sits relative to the strike. If a call has a $50 strike and the stock is at $55, there's $5 of intrinsic value. No ambiguity.

 

Time value: The portion of the premium that reflects how much time is left before expiration. More time means more opportunity for the stock to move, so options with more time cost more. Makes sense, right? More runway, more possibilities.

 

Theta (time decay): This is the silent killer for option buyers. Options lose value every single day as expiration approaches. Every. Single. Day. It's like a block of ice melting on your kitchen counter. The closer you get to expiration, the faster it melts. Ignore theta at your peril.

 

Delta: How much the option's price moves for every $1 move in the underlying stock. A delta of 0.5 means the option moves about $0.50 for every $1 the stock moves. It's your sensitivity dial.

 

Implied volatility (IV): How much the market expects the stock to move. Higher IV means more expensive options. Understanding IV before you trade can save you a lot of money... and a lot of heartache. More on this shortly.
 

Why Do Traders Use Options?

Most people assume options are just for wild speculation. Punters trying to hit the jackpot. And yes, some people use them that way... usually right before they blow up their accounts.

 

But used properly, options are remarkably practical. Here's why serious traders use them:

 

Trading direction with defined risk. You can take a directional view on a stock while knowing exactly what you stand to lose. Your maximum downside is always the premium you paid. Nothing more. Compare that to buying shares outright, where the stock can keep falling and your losses keep growing. Defined risk is a beautiful thing.

 

Generating income. This is where it gets really interesting. Selling options, rather than buying them, can generate consistent, repeatable income. Strategies like covered calls and cash-secured puts are the bread and butter of traders looking to generate a regular income stream.

 

Hedging. Puts can protect an existing position from a significant drop. It's portfolio insurance. And heading into 2026 with the S&P 500 trading at near record high valuations… let's just say insurance has been on my mind a lot more!

 

Capital efficiency. One contract controls 100 shares. You get exposure to price movements without having to buy all 100 shares outright. For traders working with smaller accounts, that's a meaningful edge.

 

This combination of flexibility, defined risk, and income potential is exactly why options became the focus of my personal trading after I left Goldman Sachs and Citibank. I spent years helping billionaires and hedge funds manage risk across Asia. Now I teach everyday traders how to use the same toolkit. Used correctly, options are one of the most practical instruments available to anyone with a brokerage account and the willingness to learn.
 

What Are the Risks? (The Bit Most People Skip)
 

I'd be doing you a disservice if I glossed over this part. Options can be powerful. They can also cause real damage if you don't understand the mechanics. And I've seen every flavour of damage over 30 years. 

 

Here's what beginners need to respect:


Time decay works against buyers. Every day that passes, your option loses a little value. If the stock doesn't move fast enough in the right direction, you can lose money even if your directional call was spot on. I've watched this catch people off guard more times than I can count. You were right about the stock... but you were too slow, and theta ate your lunch.

 

Volatility crush. This one is particularly cruel. You buy a call before an earnings announcement. The stock goes up exactly as you predicted. And you still lose money. Why? Because implied volatility was sky-high before the announcement and collapsed afterward. The option was priced for a big move. The move happened, but the volatility premium evaporated. This is one of the most common and most painful lessons for beginners. It's the trading equivalent of winning the argument but losing the relationship.

 

Leverage amplifies losses too. More exposure for less capital is the upside. The downside is that a small move against you can wipe out a large percentage of your position quickly. Leverage is a tool. Like fire, it's enormously useful until you get careless with it.

 

Complexity creeps in. Buying a single call or put is straightforward. Multi-leg strategies, spreads, straddles, condors, involve multiple contracts with different strikes and expiry dates. There's a right time to learn these. That time is not day one. Walk before you run.

 

Liquidity matters. Not all options trade equally. On smaller stocks, the bid-ask spread can be wide, meaning you pay more to get in and receive less when you get out. Always check volume and open interest before you trade. Trading illiquid options is like trying to sell a house in a town nobody wants to live in.

 

The solution to most of these risks isn't avoiding options. It's education. Understanding how the mechanics work before you put real money on the line makes an enormous difference to your outcomes. Not losing money is the game. That might sound like a strange thing to say, but think about it. If you can master the art of not losing money, the winning takes care of itself over time.

 

That conviction is the reason I built Tao of Trading in the first place. 

 

How to Start Learning Options Trading
 

If I were sitting across from you right now, here's the path I'd lay out:


Start with the basics. Understand calls, puts, and how options are priced before you place a single trade. This article is a starting point, not the destination. Get comfortable with the concepts. Let them settle in.

 

Paper trade first. Most brokers offer paper trading accounts where you can practise with “play” money. Use them. Get familiar with how options behave in real market conditions without risking real capital. There's no shame in training wheels. Even Bruce Lee started with basic stances.

 

Focus on high-probability setups. Most people think trading is about predicting where the market will go. It isn't. It's about identifying situations where the odds are stacked in your favour and managing risk when they're not. Trade setups, not opinions. This is the skill that separates consistent traders from those who blow up their accounts. A good trader with solid risk management will still be profitable even with a random, coin-flip entry system. A hard thing to make the uninitiated see, but it's true.

 

Learn from people who actually trade. There are a lot of options content online that is theoretical, disconnected from how real markets behave, and sometimes produced by people who are marketers rather than traders. Find education from traders with real, verifiable track records. At Tao of Trading, I teach the same strategies I trade myself, every week, in my own account. That's the standard you should hold any educator to.

 

Keep a trading journal. Write down every trade. Why you took it, what happened, what you learned, and how you felt emotionally at the time. That last part matters more than most people think. Review it regularly. Patterns in your decision-making, both good and bad, become obvious quickly. It's like holding a mirror up to your trading self. Uncomfortable sometimes, but incredibly effective.

 

Be patient with the learning curve. Options have a real learning curve. A lot of people get into trading expecting overnight success, but expecting to be profitable immediately is the fastest way to get hurt. Give yourself the time to learn the mechanics properly, practice your setups, and build genuine confidence. Trading is simple, but it isn't easy. The people who respect that distinction are the ones who make it.

 

FAQs
 

What is options trading in simple terms?
You're buying a contract that gives you the right, not the obligation, to buy or sell a stock at a set price before a specific date. You're not trading the stock directly. You're trading a contract based on it. Think of it as renting exposure to a stock's price movement rather than buying the whole house.


Is options trading good for beginners?
Yes, but only if you learn the mechanics first. Understanding calls and puts, how options are priced, and what time decay and volatility mean before you trade real money is non-negotiable. Jumping in without that foundation is how beginners get hurt. I've seen it hundreds of times. Don't be that person.


What is the difference between a call and a put?
A call gives you the right to buy at the strike price. A put gives you the right to sell. You buy calls when you expect the stock to rise, puts when you expect it to fall. If it helps: calls are for optimists, puts are for realists. (I'm kidding. Sort of.)


Can you lose more than you invest in options trading?
If you're buying options, your maximum loss is the premium you paid. Full stop. If you're selling certain types of options without proper hedging, losses can be larger. Significantly larger. Which is why understanding your strategy before you trade it isn't optional. It's survival.


How much money do you need to start?
You can start with a few hundred dollars. That said, I'd always recommend paper trading before committing real capital. Starting small and learning properly is far better than starting big and learning expensively. The tuition fees the market charges for ignorance are steep.
 

What is implied volatility (IV) and why does it matter?
IV reflects how much the market expects a stock to move. It directly affects how expensive options are. When IV is high, options cost more. When it drops, they get cheaper, even if the stock goes your way. Understanding IV helps you avoid overpaying and helps you anticipate how your position will behave around events like earnings announcements. Remember the volatility crush example earlier? That's IV in action.

 

How long does it take to learn options trading?
There's no fixed timeline. Some traders get comfortable with basic strategies in a few weeks of consistent study and practice. Real consistency takes longer. A structured framework shortens the learning curve significantly because you're not piecing things together from scattered YouTube videos and Reddit threads. That's actually what we built Tao of Trading to solve.
 

The Bottom Line
 

Options aren't as complicated as they first appear. They are, however, less forgiving of laziness than most people expect.


Start with calls and puts. Understand time decay and implied volatility. Practise before you trade live. And learn from people who have actual skin in the game.
 

The basics are learnable. The rest comes with practice, patience, and the right guidance. The financial markets are, in my view, the single greatest place on earth to build wealth and generate income. Options are the tool that makes it accessible to everyday people, not just the institutions.
 

I've spent three decades learning that lesson. You don't have to.

 

Want to learn how I trade options? Start at https://www.taooftrading.com/

Most people assume options are just for wild speculation. Punters trying to hit the jackpot. And yes, some people use them that way... usually right before they blow up their accounts. But used properly, options are remarkably practical. 


Simon Ree

Simon spent 25 years at the front line of global finance before leaving to teach everyday people how to trade simply and profitably. He is the founder of The Tao of Trading academy and author of the Amazon bestseller The Tao of Trading.

How to Trade Stocks in 20 Minutes a Day: A Step-by-Step Guide for Busy People

Trading Discipline & Methods  |  By Simon Ree  |  25 March 2026

The Myth of the All-Day Trader


I live in Singapore.
 

So, when the US stock market opens, it is 9:30pm here. I put on my trades shortly after the open, check my stops, and go to bed.


Then I wake up the next morning and check my results over coffee. This isn’t some “laptop lifestyle” marketing line. It’s literally what I do each day.


And yet, most people I talk to believe that trading stocks requires sitting glued to multiple monitors all day, watching every tick…while slowly losing their hair, their mind, and their trading account.


That belief is wrong. But that mental image has kept a lot of capable people out of the market for no good reason.


I spent years at Goldman Sachs and Citibank. I know what professional trading looks like. I also know that the version sold to retail traders, the one that requires your full attention from pre-market to close, is not the only - or best - way to do this.


There’s a simpler approach. It takes about 20 minutes a day. And it works whether you are in New York, London, or Singapore.

 

Why 20 Minutes Is Actually Enough


Here is the truth: most of the trading day is noise.


The first 30 minutes after the open are emotional and chaotic. The middle of the day is a grind. The last hour can spike in either direction. Trying to trade all of that is not skill, it’s endurance. And endurance is not an edge.


The real edge comes from good preparation, not endless participation. There are no participation trophies in trading!


If you know what you’re looking for before the market opens, you don’t need to obsessively watch the open. You’ve planned all your moves in advance, so trading becomes as simple and stress-free as executing a plan that you’ve already made, like following a recipe. The 20 minutes is the preparation window.

 

My Actual Routine (Step by Step)
 

I do this most days. Not every day, because some days there are no setups worth trading. (Cash is a viable position!)
 

Here is exactly what my routine looks like.


Step 1: Run the Scanner


There are ~10,000 stocks and ETFs listed on US exchanges.
 

I am not looking at 10,000 symbols. Nobody should be looking at 10,000 symbols. That is how you end up paralysed, confused, and making random decisions.
 

I run custom scanners that filters the entire market down to a manageable shortlist of stocks. These are stocks showing specific technical characteristics that I care about: things like price action patterns, trend behaviour and momentum.
 

The scanner does the heavy lifting. I just review what it surfaces.
 

This step takes less time than it takes me to drink my coffee.
 

Step 2: Filter for High-Probability Setups


Out of the shortlist, I am looking for symbols where the setup is clean.
 

Clean means the structure is clear, the risk is defined, and the chart is telling a coherent story. If I have to squint at it or try and talk myself into the trade, I leave it alone.
 

Most days I’ll find between one and three genuinely interesting setups. Some days I’ll find none. 
 

I never try to “force” a trade. That is the Tao part of this, if you want to get philosophical. You go with what the market is offering, not what you wish it was offering.


This step takes around five minutes

.
Step 3: Plan My Orders Before the Open and Execute
 

For each setup I like, I plan a limit order at my entry price. If I’m getting a good, tight entry, I will have a “buy up to price” that I’ll never exceed.
 

I never chase stocks at the open. I decide in advance where I want to get in, and if the market comes to me, great. If it does not, I miss the trade. That is fine…there’ll ALWAYS be another great setup in another day or two! 
 

One of the worst trading mistakes you can make is get excited at the open and “FOMO chase” your way a bad entry. 
 

This step takes another five minutes.
 

Step 4: Define My Risk Before I Sleep


Every single trade has a “point of invalidity” (POI). This is the line in the sand where price action and indicators are telling you that you are wrong. When price crosses the POI, I get out of the trade - usually for a small loss  - no questions asked.


No wishing. No hoping. No “I just know it’s gonna turn around!”. I cut the position.


I know exactly how much I am willing to lose on each trade before I place it. That number is set in advance. It does not change because the stock drops and I "feel like it will come back."


Position sizing comes from that number. If my POI is further away, I trade smaller. The dollar risk always stays consistent.


This takes about three to five minutes and it’s the most important part of the routine.


Step 5: Go to Bed


Seriously. That’s my final step.


The orders are in. The stops are set. There is nothing left to do. Watching the market obsessively after I’ve placed my orders will not change what the market is going to do. It will not improve my results. It will just cost me sleep.


I check my positions the next morning. I adjust anything that needs adjusting. Then I get on with my day.


The whole routine is 20 minutes. Sometimes less.

 

What Makes a Setup "High-Probability"


A high probability setup is a set of conditions that stack the odds in your favour.


To me, a high-probability setup has three components.


First, the stock is at a meaningful technical level. Not some random price, but a level where buyers or sellers have historically shown up. For example, a well-defined support or resistance level, or, a prior breakout point.


Second, the existence of trend and momentum. Trend is the general direction of price…is it going up, down, or sideways? My Rainbow Logic makes trend identification simple, visual and intuitive. Momentum increases the likelihood that the trend will continue. I use a combination of few simple indicators to help define these factors.


Third, the reward-to-risk ratio is at least 2:1. I am risking one dollar to make two, or more. Over enough trades, that math works in your favour even if you are right less than half the time.


If all three are evident, I am interested in the setup. If one is missing, I’ll pass.

 

The Tools That Make This Possible


The 20-minute routine only works if you have the right tools.


The scanner is the most important one. Without it, you are manually sifting through thousands of charts, which is not a 20-minute job. It is a four-hour job.


Online checklists that I use to refine the shortlist produced by the scanner make step 2 a breeze.


Custom indicators help too. I use specific overlays that highlight the levels I care about without cluttering the chart with irrelevant information.


None of this is complicated. But it does require the right framework.

 

Common Mistakes Busy Traders Make
 

I see the same mistakes repeatedly, especially from people who are trying to trade while working full time.
 

  1. Checking positions constantly during the day. This is the fastest way to make bad decisions. You see a red position, panic, and exit before your stop is hit. Then the stock recovers. You missed out on the trade you planned.
  2. Trading too many positions at once. More positions does not mean more profit. Often, it just means more complexity and more emotional ups and downs. Two or three clean trades beat ten mediocre ones.
  3. Skipping the pre-market routine. Some people try to trade reactively, watching the market open and jumping in based on what they see, or what their gut tells them, or what they read on social media. That is not part-time trading. That is gambling with extra steps.
  4. Not defining risk before entering. If you do not know your stop before you buy, you are not trading. You are hoping. (Yes, really.)
  5. Forcing trades on slow days. Some days the market is not offering anything worth taking. The correct response is to do nothing. Some people find this psychologically difficult. Better to think of it as having a brief break!

 

How Tao of Trading Fits Into This
 

Everything I have described above is teachable.

 

The scanner, the setup criteria, the position sizing, the pre-market routine. None of it requires a finance degree or a Bloomberg terminal.

 

At Tao of Trading, I built a platform specifically for people who want to trade without making it a second full-time job. The programs are on-demand, so you work through them at your own pace. We host live coaching sessions, and the pre-market alerts I mentioned.

 

The goal is simple: give you a repeatable process that fits around your actual life.

 

If you want to see how it works before committing to anything, I run a live workshops where I walk through the core concepts in real time. No pressure, no pitch. Just the framework you need.


You can find details at: https://www.taooftrading.com/event 
 

FAQs
 

Can I really trade stocks in just 20 minutes a day?
Yes, if your preparation is done in advance. The 20-minute window covers scanning the market, identifying setups, planning limit orders, and defining the point of invalidity. Then all you do is place the orders after the market opens.


Is part-time trading suitable for beginners?
It’s ideal for beginners, provided you learn a structured framework first. The biggest risk for beginners is not the time commitment, it is trading without a defined process. A short daily routine built around high-probability setups is actually more beginner-friendly than reactive, all-day trading.


What is the best time of day to prepare trades if you work full time?
It depends on where you live and your lifestyle. For example, if you live in the US and work a 9-5 job, the evening before the market opens is ideal. US market hours run from 9:30am to 4:00pm Eastern Time. If you do your analysis the evening before, you can place limit orders around 10am Eastern the next day. You can do this from your desktop, laptop or phone.


How many stocks should a part-time trader trade at once?
I recommend capping your portfolio at 10 open positions simultaneously. I will often have fewer open positions than this at any one time. 


What is a high-probability trading setup?
A high-probability setup is one where the entry point is at a meaningful technical level, the broader structure supports the trade direction, and the potential reward is at least twice the defined risk. All three conditions together improve the probabilities of a profitable outcome over a series of trades.


Do I need expensive software to trade stocks in 20 minutes a day?
No. The key tools are a reliable scanner that filters stocks based on your criteria, and decent charting software. Many brokers offer basic scanning functionality. More advanced custom indicators and pre-built scanners, like those available through Tao of Trading, save significant time and reduce the margin for error.

 

One Last Thing
 

The traders who struggle most are usually the ones trying to do too much, without a plan.
 

They watch too many stocks, trade too often, and spend too much time in front of the market. They confuse activity with progress.
 

The traders who do well are selective, patient, and consistent. They have a process. They follow it. And they do not deviate from it because of a hot tip or a bad day.
 

20 minutes of focused preparation beats eight hours of unfocused screen time. I have seen it repeatedly, and I have lived it myself from Singapore at 9:30pm.


If you want to build that kind of process for yourself, get started at https://www.taooftrading.com/

The real edge comes from good preparation, not endless participation. There are no participation trophies in trading


Simon Ree

Simon spent 25 years at the front line of global finance before leaving to teach everyday people how to trade simply and profitably. He is the founder of The Tao of Trading academy and author of the Amazon bestseller The Tao of Trading.


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