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The Break and Retest Strategy

By
Vincent Desiano

Vincent Desiano, verified million-dollar trader and founder of The Insiders, breaks down his complete day trading system around one strategy: the Break and Retest. Five lessons covering key levels, pre-market structure, waiting for the retest, reading price action, and the 10-2-2 position sizing rule, with four real live trade examples on Nasdaq and S&P 500.

5

Lessons · 

1.7 hr

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OVERVIEW

What You’ll Learn in Vincent Desiano’s Break and Retest Strategy Masterclass

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This free masterclass is a four-step day trading system built around one strategy: the Break and Retest. Vincent Desiano, a verified million-dollar trader with 12 years in the markets, walks through exactly how he identifies the key levels that actually matter, backed by statistics showing these levels are respected 65 to 70 percent of the time. You’ll learn how to use previous day high, previous day low, pre-market levels, daily moving averages, and multi-timeframe pivots to build a clean chart with only the levels that provide real opportunity, and why the real work happens before the trade is even on, not after.

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From there Vincent covers steps two, three, and four of the playbook. Why the break is the trigger for interest and not the entry, and why that discipline eliminates the most common source of losses. How to read price action on the retest using candle behavior, volume confirmation, and EMA/VWAP confluence to time the entry. And how to manage the trade from entry to exit using the 10-2-2 position sizing rule for options, fixed risk per trade, and positive expectancy, letting winners ride to at least 2R, scaling out into strength, and respecting stop losses without exception. The masterclass includes a full live pre-market charting session on Nasdaq and S&P 500 futures and four real live trade examples (NBIS, AMD, QQQ, and more) showing the full playbook executed in real markets.

CURRICULUM

What’s Inside the 

The Break and Retest Strategy

All Lessons

01

Key Levels and the Foundation of the Strategy

10:00
02

Mastering Technical Levels on the Nasdaq and S&P Futures

28:00
03

The Break, the Retest, and Reading Price Action

24:00
04

Trade Management, Position Sizing, and Key Hurdles

22:00
05

Live Trading Examples

17:00

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Vincent Desiano, 7 figure trader

About the Instructor,

Vincent Desiano

Vincent Desiano is an options and stock trader and the founder of The Insiders, a trading education community of more than 4,000 members. He has over 12 years in the markets and more than $1 million in verified lifetime profit and loss, and he is known for his Break and Retest trading model, a patient, confirmation-based approach built on key levels, supply and demand, and pre-market structure. His teaching is built on a single principle: educate traders, don’t create dependents.

Vincent is open about the part most educators leave out: he was unprofitable for his first five years, learning the markets in the margins of a full-time job at a Fortune 500 company. When Covid moved the world to working from home, he turned trading into a full-time career, and in his tenth year he crossed $1,000,000 in lifetime profit and loss. Every morning before the open, he runs a live pre-market stream on YouTube walking traders through the key levels that matter, the same prep he does for his own account, shared in real time so members walk into the day with a plan.

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Frequently Asked Questions

What is the Break and Retest Strategy Masterclass about?

A free five-lesson series with Vincent Desiano covering his complete Break and Retest day trading system. It covers how to identify key levels, pre-market structure, why the break is the trigger (not the entry), how to read price action on the retest, and how to manage trades with the 10-2-2 position sizing rule, with four live trade examples on Nasdaq and S&P 500.

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Who is Vincent Desiano?

Vincent Desiano is an options and stock trader with 12+ years in the markets and over $1 million in verified lifetime profit and loss. He is the founder of The Insiders, a trading education community of more than 4,000 members, and is best known for his Break and Retest trading model.

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What is the Break and Retest strategy?

The Break and Retest is a confirmation-based day trading strategy. Instead of chasing the first breakout, you wait for price to break an important key level, return to retest it, and show evidence the level is holding before you enter. It eliminates the most common source of losses, chasing a breakout that fails, by making the retest the decision point instead of the break.

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What is the 10-2-2 position sizing rule?

The 10-2-2 is Vincent’s position sizing framework for options. It defines how much to risk on each trade, how much to let winners run (at least 2R), and how to scale out into strength, so you keep positive expectancy and fixed risk across every setup.

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Is the Break and Retest Strategy Masterclass free?

Yes. All five lessons are free to watch on Chart Academy.

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What is Chart Academy?

Chart Academy is a free, all-in-one trading education platform designed to help traders learn real, practical skills from world-class traders. It offers in-depth masterclasses taught by real traders across stocks, options, futures, forex, crypto, and trading psychology.

In addition to educational content, Chart Academy includes Personalised learning paths, downloadable resources, and access to exclusive tools and rewards—all in one place. There are no subscriptions, no paywalls, and no credit card required. The goal is to make high-quality trading education accessible, practical, and easy to follow for traders of all levels.

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