Options Selling Education

Every trade you place, someone is on the other side. Are you sure it's not you?

70–80% of options expire worthless. The sellers collect that premium.
Most traders never realise they’ve been on the losing side of every trade, by design.

10+

Years Selling Options

1,000+

Traders Helped

5

Core Frameworks

$0

To Start Learning

What if the reason you keep losing has nothing to do with your strategy?

Every week traders reach out with the same story. They’ve read the books. Watched the YouTube videos. Taken the courses. They know what a bull put spread is. They understand theta. They can explain what delta means.

And they are still losing money. Consistently. And they can’t explain why.

The reason is almost never the strategy. The reason is almost always which side of the trade they’re on.

The fact that changes everything

70–80% of options expire worthless.

That’s not a guess. That’s a structural feature of how options markets work. The premium buyers pay overwhelmingly ends up in the pockets of sellers, because time decay, probability, and volatility all work in the seller’s favour.

The courses that taught you to buy options knew this. They sold you the exciting side of the trade anyway.

At Sqilled, we teach the other side. The boring side. The side that collects premium before the trade even starts. The side where time works for you instead of against you.

Not a get-rich-quick scheme. A systematic, probability-based approach with a structural mathematical edge built into every single trade.

5 Things Most Traders Never Figure Out

Tap any card to reveal the answer.

These are the questions that separate consistently profitable sellers from everyone else.

Truth 01
Why do traders with good strategies still lose money?
It's not the strategy. It's something deeper, and once you see it, you can't unsee it.
Because knowing a strategy and having a system around it are completely different things. Entry rules alone are 30% of the game. What you do when the trade goes against you is the other 70%. Every trader who loses consistently can describe their entry. Almost none of them have written exit rules, loss triggers, or rolling criteria. That gap is the whole problem.
Fixed in the 5-day challenge
Truth 02
Why does time work against option buyers, and for sellers?
Every morning you wake up, something happens to option buyers automatically. Most traders spend years not understanding it.
Theta, time decay. Every day that passes, an option loses a small piece of its value simply because there's less time remaining. Option buyers are paying this decay. Option sellers are collecting it. At 45 days to expiration, decay accelerates. At 7 days it's dramatic. This is why entering at 45 DTE and closing at 50–70% of profit is the mechanical engine of consistent income.
Fixed in the 5-day challenge
Truth 03
What does a 17-delta put actually tell you, that most traders miss?
Most traders use delta to measure direction. Sellers use it for something completely different, and it's the whole edge.
Delta is your probability tool. A 17-delta put has approximately a 17% chance of expiring in the money, meaning roughly an 83% chance it expires worthless and you keep the premium. This is not a prediction. It's a mathematical probability built into how options are priced. When you select strikes using delta instead of premium size, you stop guessing and start trading with structural probability on every entry.
Fixed in the 5-day challenge
Truth 04
Why does volatility matter more than direction?
Two identical trades, same stock, same strike, same expiration, can have completely different outcomes. Here's why.
Implied Volatility determines how much premium exists in an option. High IV = expensive options = more premium for sellers. Low IV = cheap options = thin premium, thin edge. You can be right on direction, pick the perfect strike, and still lose money, because IV collapsed after you entered. IV Rank tells you where current IV sits relative to the past year. Selling when IV Rank is 35%+ gives you more buffer, more premium, and often a tailwind when IV contracts. This is the entry timing signal almost no course teaches.
Fixed in the 5-day challenge
Truth 05
Why do most traders fail even after they learn to sell options?
It's not because selling doesn't work. It's something that happens long after the entry, and it's completely fixable.
They don't have written exit rules. When a position moves against them, they improvise. They hold past their loss trigger because they "feel" it'll come back. They roll when they should close. They close when they should hold. Every decision made in the moment, under pressure, with money on the line. The 2x premium rule, the rolling decision tree, the trade scorecard, these are the tools that remove improvisation from the equation entirely. Once exits are mechanical, losses shrink dramatically.
Fixed in the 5-day challenge
Want the complete answers, live, with real examples, in one session?
The Two Sides

You have been playing on the wrong team.

The options market has two sides. One side pays premium hoping for a big move. The other side collects premium and profits from probability and time.

The industry teaches the exciting side. We teach the profitable one.

Option Buyer
Option Seller ✓
Pays premium upfront
Collects premium upfront
Needs direction + timing + magnitude right
Profits when price goes anywhere except one direction
Time works against them every day
Time works for them every day
70–80% of positions expire worthless
70–80% of positions expire in their favour
IV spike after entry kills the position
IV contraction after entry creates extra profit
Wins are exciting, frequent losses wipe them out
Consistent small wins compound over time
What most educators teach
What Sqilled teaches
The Two Sides

Five frameworks. One complete system.

Every piece of content, every challenge session, every coaching call uses these five named frameworks. Not generic principles, specific, actionable tools built from 10+ years of real trading.

Framework 01

The 17/45 Rule

Sell at ~17 delta, ~45 DTE. The probability-based entry that anchors every single trade and removes guesswork from strike selection.

Entry
Framework 02

The 2x Premium Rule

If a position hits 2x the original credit: decision time. The loss trigger that stops small losses from becoming account-damaging ones.
Risk
Framework 03

The Rolling Decision Tree

A 4-step framework for every management decision. Close, roll, or accept assignment, decided in 30 seconds, no emotion required.
Management
Framework 04

The Trade Scorecard

Score any setup 0–10 before entering. Only enter 8+. Eliminates “I feel good about this” from the equation entirely.
Selection
Framework 05

The Casino Mindset

The probability framework that explains why sellers have a structural edge over buyers, and how to let it compound over hundreds of trades.
Mindset
Where to Start

Four ways to learn the system.

Free or paid. Group or personal. Pick the path that fits where you are right now.

Start here

Free

Free Live Masterclass

60 minutes of real content on April 21 at 3PM PST. The casino mindset, the 17/45 framework, the pre-trade checklist, and 30 minutes of live Q&A. The foundation of everything.
Most Popular
Best value

$149

5-Day Challenge

Five live sessions. One complete system. Written rules, management tools, a 30-day income loop. Starts April 27 at 3PM PST. Money-back guarantee.
Most personal

1-on-1

Personal Coaching

Your system built around your account, your underlyings, and the specific rules you keep breaking. 3 spots per month. Starts with a free discovery call.

Foundation

Free

5-Day Email Course

The seller’s mindset, CSPs, credit spreads, rolling and exits, one email per day. The complete foundation if you prefer to learn at your own pace.
Free Download

Free

Passive Income Strategy Document

The proven framework for generating consistent monthly income using risk-defined options strategies. 

Addy Khakoo - Options Trading Mentor and Founder of Sqilled
10+
Yrs Trading
The Two Sides

Hi, I'm Addy Khakoo , founder of Sqilled.

I spent over a decade trading options the wrong way before I figured out what actually works.Like most retail traders, I started on the buying side. News in the background. Twitter scrolling for the next setup. Calls before earnings. Puts when I "felt" a pullback coming. I told myself I was being strategic. I was guessing, and the market was charging me tuition for it.The wipeout came faster than I want to admit.

Not a rough quarter. The whole account. And after I sat with it long enough to stop blaming the market, one question kept surfacing: if 70 to 80 percent of options expire worthless, why was I constantly on the wrong side of that math?The answer was simple and uncomfortable. I was paying a premium for the privilege of being right about direction, timing, and magnitude all at once. The house was selling me lottery tickets and I kept buying them.

So I flipped the entire approach. I started selling premium instead of buying it. But I refused to do it on instinct this time. I pulled 6,354 trading days of SPY data and tested every assumption I'd ever held about strikes, expirations, and volatility. The numbers were unforgiving and clarifying. 79.9 percent of daily moves stayed inside one standard deviation. The edge wasn't in predicting direction. It was in selling time and volatility to people who thought they could.That work became the 17/45 framework, the IV rank filter, and the trade scorecard I use every week. Sqilled exists because no one taught me this when I needed it. So I built the school I wished I'd had. 

The Two Sides

Real shifts. Real traders.

Not cherry-picked wins, the specific changes that happen when traders finally have a system built around their situation.

I've been trading for 4 years and never had rules like this. Day 4 alone, walking through the rolling decision tree on live tested positions, changed how I'll approach every management decision from here.


Challenge Graduate

4 years options experience

First profitable month in 18 months of trading. Not huge returns, consistent, clean, no blowups. The difference was finally having a process I could follow when things went against me.


Intermediate Trader

$15k account, options seller

The income plan math was a wake-up call. I've been targeting returns my account literally cannot support without dangerous sizing. That one realisation, from the free masterclass, changed my whole approach.


Masterclass Attendee

$12k account, part-time trader

The Two Sides

Still have questions?

The most common things people ask before getting started. If you don't see your question here, the free masterclass is the best place to bring it, 30 minutes of live Q&A every session.

Do I need experience to start?

No. Most students come in having only bought options and lost money doing it. The free masterclass starts from zero and teaches you why selling beats buying for retail accounts.

You can start with around $2,000 using defined-risk strategies like credit spreads. Cash-secured puts on liquid ETFs typically need $5K to $10K. The masterclass shows you exactly what's possible at each account size.

No. Sqilled is education. We teach frameworks, data, and decision rules so you can make your own informed choices. Always do your own research and consider speaking with a licensed advisor for personal financial decisions.

Two things. Every rule we teach is backed by real backtested data, not opinions. And we focus on selling premium instead of buying it, which is the side of the trade that pays retail traders consistently over time.

Start with the free masterclass. It covers the core mechanics, why selling beats buying, and the 17/45 framework that everything else is built on.

Most courses teach you to predict direction, then sell you more indicators when prediction fails. We teach you to sell time and volatility, which removes the need to be right about direction. With strict rules around delta, DTE, and IV, the math works in your favor instead of against you.

The $149 5-Day Challenge come with a 14-day money-back guarantee. Join each day, go through the material and if it's not for you, email us for a full refund. No friction.

Less than you'd think. Once your trades are placed, selling premium is mostly waiting. Plan on 30 to 60 minutes a week to scan setups, place trades, and manage rolls. The 17/45 framework is built specifically so you're not glued to a screen.

Yes. Everything we teach works on any broker that supports options trading. TastyTrade, ThinkOrSwim, IBKR, 

The system exists. You just haven't learned it yet.

Start with the free masterclass. 60 minutes. Real content. No pitch. If it doesn't change how you think about options, nothing paid would be right for you anyway.

Educational only, not financial advice · Trading involves risk · Free to start

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