Tom Sosnoff

I launched thinkorswim and tastytrade.
My latest venture is Lossdog. Join me.

[Tom Sosnoff @tomunderwatr]

https://t.co/dODTKfbsxK

[NicholasGibbs @NickGibbsIAG]

You’ve All Been Brainwashed

For years I’ve talked about the importance of being a self-directed investor.

The finance industry sold the average person a lie:

“You can’t beat the market. Just buy a passive index fund and forget about it.”

I’ve been publicly showing my results for a while now — consistently beating the market through options trading alone.

The video below is excellent.

It explains why “passive is a lie.”

In my opinion, It's Imperative you learn how to be capital efficient. How to actually work your portfolio.

The last thing you want to do is park your money in a passive index fund at 22, set it and forget it, then show up at retirement with the same level of financial knowledge you had at 22.

Taking out your minimum distributions scared of running out of money because you don't know how else to make money.

Financial literacy isn’t something "they" want you to develop.

They’d rather keep you uninformed and scared. Dependent on their "Passive Scheme".

I’m just one person trying to show others how to use options around their portfolio to become more capital efficient.

Big thanks to @Tony_BATtista,@Tomunderwater, and @wearelossdog for making this type of content.

https://t.co/TLvEI4mETl

[Tom Sosnoff @tomunderwatr]

Call us at 989--LOSSDOG to answer any question on money, markets, career and entrepreneurism.

Monday -- Thursday at 930-11a live on X and the Lossdog YouTube channel

[Ryan Schmidt @Schmidtrs12]

Called into @wearelossdog to chat with @Tomunderwater and @Tony_BATtista - if you ever have trading questions, these guys are open and helpful - always willing to field a call, thank you both!

[Tom Sosnoff @tomunderwatr]

Jeff nailed it on this video... there is nothing "passive" about index investing. It's an "active" decision.

[Tom Sosnoff @tomunderwatr]

Join Scott Sheridan, #Tony_BATtista and I every Monday through Thursday morning for our live show. We take your calls at 989--LOSSDOG. Watch live on Twitter at the #wearelossdog or on the Lossdog YouTube channel.

[Tom Sosnoff @tomunderwatr]

Tomorrow, and every Monday--Thursday going forward, One Lucky Dog LIVE! will be live at the market open (930a est)!!

AND, taking your calls at 989--LOSSDOG

#wearelossdog

[Landon @landon20s]

“If anything happens in finance, it usually happens in Chicago first”

@Tomunderwater started as a trader in the pits, then built, scaled, and sold two companies. He’s now working on @wearelossdog

Few people understand the evolution of modern markets better than Tom

Excited to welcome him as the headliner for Chicago Builds: Future of Money on July 22nd

[Tom Sosnoff @tomunderwatr]

If You Are Ambitious But Stuck ... Watch This https://t.co/JC2jOhOMve… via @YouTube https://t.co/mcZrZTpOS3

[Tom Sosnoff @tomunderwatr]

@anant_mittal Yes Anant

[Tom Sosnoff @tomunderwatr]

Hi Friends. To answer a question that I have received several times today...

I DO NOT have a ...
"PRIVATE INVESTMENT PROGRAM".

Anyone suggesting otherwise is a scammer.

[Josh Fabian @Josh_PlainTalk]

That didn’t take long…. #lossdog

[Mike_Niemotka A.K.A. The Polish Warrior @NiemotkaMike]

Based on the events from June 5, I think it only makes sense to share this again
Sign up for Pre-launch Campaign! https://t.co/VNmpOxCes7

[Venture Populist @venturepopulist]

Scott Sheridan speaks to the PDT rule change & what this means for trade... https://t.co/jVfOZZ7O5k via @YouTube

@wearelossdog @Tomunderwater

[David Heacock @davidfilterbuy]

@TomUnderwater is a legend, and I really enjoyed sitting down with him for this interview.

Obsession is what keeps people in the game long enough to compound, and Tom continues to play at higher and higher levels.

There’s a tremendous amount of wisdom in both his journey and the way he thinks. Highly recommend checking this one out.

[Tom Sosnoff @tomunderwatr]

Tom V #Tony_BATtista:

Italian Subs, 2 FRENEMIES and 40 Years of Foreplay https://t.co/EMEbgvowEN… via @YouTube

Old friends face off in a Meated Rivalry
#wearelossdog #tastyliveshow

[Tom Sosnoff @tomunderwatr]

5 Steps To Grow Your Income
(my latest video)
https://t.co/xIC3Rb29po… via @YouTube

[Tom Sosnoff @tomunderwatr]

Here is a look inside the CAREER portion of the #wearelossdog platform ... https://t.co/Y9ebVWlRzK

[Tom Sosnoff @tomunderwatr]

Sosnoff's 3 MOST PROVOCATIVE (or, Principled?) Positions | 04.21| One Lu... https://t.co/ZQRtdS7AH7… via @YouTube

[Miguel Armaza 🎙🎧 @MiguelArmaza]

He's sold companies for a combined $2 billion. Built a platform that changed how the world trades options. And at 69, he's starting over again. Loved sitting down with Tom Sosnoff (@Tomunderwater) for an in-depth @Fintech_Leaders interview.

Tom is one of the most prolific serial entrepreneurs in financial services. He co-founded Thinkorswim, the options trading platform that transformed a $500 billion industry. Years later, he sold it for $700 million to TD Ameritrade and 25 years later, Thinkorswim still sits inside Schwab largely untouched.

He then built tastytrade, the largest digital financial network in the world, with viewers from 190 countries. Then sold it for $1.1 Billion to IG Group.

Along the way, he built and flipped the Small Exchange, Inc twice, first to Crypto(.)com, then to Kraken.

What stands out about Tom is that none of this was planned. He was a political science major who stumbled into finance after graduating from college during a recession.

He doesn't believe in retirement, doesn't have an office, and still makes 50 to 60 trades a day from his phone. Across both major exits, he and his partner quietly gave away $50 million to employees with zero legal obligation.

We discussed why the trading floor was the ultimate school for risk-taking and fast decision-making, how Thinkorswim repositioned options from a leverage tool to a strategic one, why Tom turned down a $200 million acquisition offer and built a $1.1 billion company instead, and what he's building now with Lossdog to tackle wealth inequality through career optimization, agentic AI, and tokenized derivatives.

[Tom Sosnoff @tomunderwatr]

How 6 MUST-HAVE Features From Your Online Broker in 2026 https://t.co/s02aCGzbuQ… via @YouTube

[Tom Sosnoff @tomunderwatr]

5 Essential Lessons They Don't Teach in College or B-School https://t.co/G0FX6gb1QL… via @YouTube #wearelossdog