Tom Sosnoff

I Stopped Trading On Feeling; It's Why I'm Profitable

585K views · 1w ago · 8:19

Casinos have the edge and still cap your bet. Here's why, and what it means for every trade you size. Should you ever size up a trade because you're sure you're right? Tom Sosnoff has traded for 45 years and made over a million trades, and he answers a viewer's question by comparing the four big position sizing systems: fixed fractional, the Kelly criterion, volatility-adjusted sizing, and the Martingale doubling strategy.

Topics: Should you size up on conviction? · What trading conviction really is · Fixed fractional position sizing · Kelly criterion pros and cons · Volatility-adjusted position sizing · Martingale: why doubling down fails

By Far, the 3 Best Trading Strategies

221K views · 2w ago · 10:17

There’s a version of this video where you work the trade while it’s being explained. The Interactive Video Sandbox runs the lesson and the strategy side by side, so you’re building the position as the logic unfolds. Find it under the Learn tab in Tom Sosnoff's newest platform--Lossdog.

Topics: Strategy 1: naked short puts · The 25 delta, 45 DTE put setup · When to sell a put: cheap stock, high IV · Strategy 2: credit spreads · Credit spread strikes and buying power · Strategy 3: covered calls

I Quit Passive Investing, It Made Me Rich

206K views · 1mo ago · 9:08

Real estate, mutual funds and wealth managers are the default wealth advice, and Tom Sosnoff says not a single dollar of his wealth came from any of them. The thinkorswim and tastytrade co-founder breaks down why real estate and packaged investment products rob you of growth: they're illiquid, they offer no real strategy, and they teach you nothing about how markets work. He also calls out the hidden fees and locked-up capital in managed, private market and tokenized funds.

Topics: Reason 1: liquidity is king · Options expire before your house sells · Reason 2: real estate has no strategy · Why liquidity decides trader survival · Probability of profit vs binary bets · Reason 3: you don't learn anything

If You Only Watch One Investment Video, Make It This One

263K views · 1mo ago · 13:53

Tom Sosnoff has traded almost every day for 45 years, and he has no interest in matching a benchmark. He lays out six reasons nearly everyone should learn to trade: the financial literacy you only get when being wrong costs you something, the wiring that makes people sell winners early and ride losers down, why options are the oldest risk-management tool in finance and not casino chips, and the Schwab and JP Morgan data showing retail investors didn't blow themselves up…

Topics: Active investing builds literacy · How your brain destroys wealth · Why people sell winners too early · Fast decisions beat smart ones · Options as insurance, not gambling · The earnings trade retail keeps losing

If You Master Volatility, You Master Money

520K views · 2mo ago · 7:48

Tom Sosnoff spent almost 20 years making markets on the CBOE floor before building two billion-dollar companies — and he credits it all to one thing most investors want nothing to do with: volatility. Here he breaks down four reasons volatility isn't something to dodge but the actual engine behind every smart financial decision, from spotting mispriced assets during market panic to why sustained bull markets can hide dangerous portfolio blind spots.

Topics: What volatility actually is · 4 reasons volatility builds wealth · Reason 1: Opportunity is rarely obvious · Real-life mispricing examples · Reason 2: Detecting systemic risk · Bull markets hide bad portfolio habits

11 “Boring” Trading Strategies the Top 1% of Retail Traders Use

597K views · 3mo ago · 15:48

There’s a version of this video where you work the trade while it’s being explained. The Interactive Video Sandbox runs the lesson and the strategy side by side, so you’re building the position as the logic unfolds. Find it under the Learn tab in Tom Sosnoff's newest platform--Lossdog.

Topics: 1 million trades, 1 pattern · Strategy 1: Short Puts · Strategy 2: Jade Lizard · Strategy 3: Covered Calls · Strategy 4: Short Put Spreads · Strategy 5: Put Ratio Spreads

If You Are Ambitious But Stuck ... Watch This

44K views · 4mo ago · 10:04

Tom Sosnoff has built four companies with nine and ten-digit exits — and in this video he breaks down the 10 career practices he'd hand to anyone starting out or recalibrating right now. From why chasing the highest salary early on is the wrong move, to the overlooked power of likability over credentials, to why wealth is almost always a byproduct of longevity and not a sprint.

Topics: Tom's top 3 picks from the list

I Trained My Mind To Be Unconventional — It Made Me Rich

42K views · 4mo ago · 5:30

Tom Sosnoff breaks down the seven mindset principles behind every major deal, company, and trade he's ever made—and none of them are what most people expect. He gets into why always saying yes beats waiting for the perfect deal, how to love the trades you hate, why math should always be your tiebreaker, and how goodwill became the foundation of thinkorswim and tastytrade. If you've ever hesitated on a decision or burned a bridge you didn't need to, this one hits different.

Topics: Rule 1: Be the first to say yes · Rule 2: Get comfortable being uncomfortable · Rule 3: The math always wins · Rule 4: Never blow up a relationship · Rule 5: Be open and real · Rule 6: Embrace trust and goodwill

I Watched Markets for 40 Years: They Hid This From You

373K views · 5mo ago · 11:07

Tom Sosnoff is giving away FREE 1st-year access to his newest fintech platform — plus a FREE CRYPTO REWARD — to the first 50,000 users. Claim your spot before it's gone Tom Sosnoff pulls from 40+ years and over a million trades to lay out the 9 things every brokerage customer should know but rarely gets told.

Topics: Why margin rates are negotiable · Building thinkorswim's original trade desk · Tom's top 3 takeaways from the list

Making You Infinitely Rich in 200 Seconds

53K views · 5mo ago · 3:19

Tom Sosnoff is giving away FREE 1st-year access to his newest fintech platform — plus a FREE CRYPTO REWARD — to the first 50,000 users. Claim your spot before it's gone Tom Sosnoff didn't just study the finance world — he survived it, then dominated it. From the CBOE trading floor to founding two billion-dollar companies — thinkorswim and tastytrade — he's seen firsthand what separates the ones who grind forever from the ones who actually break through.

Give me 7 Minutes and I Will Elevate Your Future

242K views · 6mo ago · 6:47

Tom Sosnoff is offering free 1st-year access to his newest fintech platform (and a FREE CRYPTO REWARD!) to the first 50,000 users of Lossdog. Most investors think they're doing everything right and still wonder why they're not building real wealth.

Topics: Are you really positioned to profit? · Rule 1: Take control of your investments · Rule 2: Measure risk in volatility terms · Volatility as an opportunity index · Rule 3: Improve your basis · How Lossdog software improves your basis

How to Educate Yourself Like A Self-taught Millionaire

416K views · 6mo ago · 7:14

Tom Sosnoff is offering free 1st-year access to his newest fintech platform (and a FREE CRYPTO REWARD!) to the first 50,000 users of his latest venture, Lossdog. Join today at . Tom Sosnoff shares the five concepts he looks for when hiring, and why a college degree by itself is no longer enough.

Topics: What real education looks like · Concept 1: AI fluency · Why the internet boom mirrors AI today · Concept 2: Build something real · Why 2026 looks like the last frontier · Concept 3: Learn to be in a room

If You Have Less Than $100K Net Worth, Watch This ASAP

202K views · 6mo ago · 8:12

Tom Sosnoff is offering free 1st-year access to his newest fintech platform (and a FREE CRYPTO REWARD!) to the first 50,000 users of his latest venture, Lossdog. Tom Sosnoff went from open outcry pit trader in Chicago to co-founding two fintech unicorns — thinkorswim and tastytrade — and he's sharing the exact five lessons that made it happen. This isn't motivational fluff.

Topics: Lesson 1- Take as much risk as possible · Risk changes by decade — 20s, 30s, 40s+ · Why Tom built Lossdog: one more roll of the dice · Lesson 2- Be the fastest decision maker in the room · Why speed creates opportunity · How to get better at probabilistic thinking