Description
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Tom Sosnoff and Scott Sheridan go deep on one of the most dangerous assumptions in modern investing — that buying every dip is always the right move. They break down why it's worked for 16 years, whether it's structural or just FOMO in disguise, and what it actually felt like to buy the dip into a 30% crash in 2020. Scott also walks through his trades of the week live — Google, Intel, and SpaceX setups explained — and Tom lays out a full beginner's guide to futures options: which products to start with, how to size them right, and why SPAN margin changes the math. Plus callers weigh in on whether to leave their day job for trading, how to handle a Michael Saylor forced-liquidation scenario, and what Lossdog's AI salary estimator actually does when you give it more data.
#lossdog #tomsosnoff #oneluckydoglive #optionstrading #investing #stockmarket #cryptocurrency
TIMESTAMPS
0:00 Intro and morning market rundown
5:36 MU and NASDAQ short positions discussed
7:09 Host intro: Tom and Scott, Tony on vacation
18:23 How Lossdog calculates your salary number
20:57 Premium selling vs. buying — which side to stay on
24:37 Lossdog AI portfolio builder explained
26:10 Unemployment rate prediction: Nostradogus engine live
32:05 Scott's trades of the week: Google, Intel, SpaceX
43:14 Caller: when to leave your day job for trading
46:23 Caller: what if Michael Saylor gets forced to liquidate
49:15 Is "Buy the Dip" a real strategy or 16 years of FOMO?
1:04:45 Is trading math or just a dressed-up gut feeling?
1:14:42 Futures options 101: where to start, how to size
1:23:13 Futures options rules recap
1:25:22 World Cup picks and closing market rundown
With markets whipping back and forth after historic post-tariff rallies, the question of whether "buy the dip" is a strategy or a survival bias is hitting different right now. Margin debt at all-time highs, Bank of America warning about extreme speculation, and a NASDAQ that erased a massive gain overnight — it's the kind of environment that punishes blind faith and rewards anyone who actually understands what they own. Meanwhile the futures options market is one of the most capital-efficient arenas available to retail traders and still one of the least understood, which is exactly the kind of gap Tom and Scott have been closing since thinkorswim.
ABOUT ONE LUCKY DOG LIVE! / LOSSDOG
One Lucky Dog LIVE! is your daily wake-up call for career and financial clarity—streaming live Monday through Thursday, 8 : 30-10am CT. Hosts Tom Sosnoff, Scott Sheridan and Tony Battista bring decades of trading, entrepreneurial and fintech experience to optimizing our professional and portfolio worth.
Lossdog is the platform they're building to fix it. It's AI-powered software that doesn't just guess what you should earn—it calculates your real market value and shows you exactly how to increase it. No more vague salary ranges. No more wondering if you're being underpaid. Just clarity, backed by data.
The show is the conversation. The platform is the tool. Together, they're designed to help you stop leaving money on the table and start building the career you actually deserve.
📺 Watch live: Mon-Thu 8 : 30-10am CT
📞 Call in: 989-LOSSDOG
📧 oneluckydog@lossdog.com
🐕 Follow @wearelossdog everywhere 👉 http://linktr.ee/wearelossdog
Everyone has a number. Lossdog helps you know your number, and grow your number.
👉 Join Lossdog at https://lossdog.com/
Tom Sosnoff and Scott Sheridan go deep on one of the most dangerous assumptions in modern investing — that buying every dip is always the right move. They break down why it's worked for 16 years, whether it's structural or just FOMO in disguise, and what it actually felt like to buy the dip into a 30% crash in 2020. Scott also walks through his trades of the week live — Google, Intel, and SpaceX setups explained — and Tom lays out a full beginner's guide to futures options: which products to start with, how to size them right, and why SPAN margin changes the math. Plus callers weigh in on whether to leave their day job for trading, how to handle a Michael Saylor forced-liquidation scenario, and what Lossdog's AI salary estimator actually does when you give it more data.
#lossdog #tomsosnoff #oneluckydoglive #optionstrading #investing #stockmarket #cryptocurrency
TIMESTAMPS
0:00 Intro and morning market rundown
5:36 MU and NASDAQ short positions discussed
7:09 Host intro: Tom and Scott, Tony on vacation
18:23 How Lossdog calculates your salary number
20:57 Premium selling vs. buying — which side to stay on
24:37 Lossdog AI portfolio builder explained
26:10 Unemployment rate prediction: Nostradogus engine live
32:05 Scott's trades of the week: Google, Intel, SpaceX
43:14 Caller: when to leave your day job for trading
46:23 Caller: what if Michael Saylor gets forced to liquidate
49:15 Is "Buy the Dip" a real strategy or 16 years of FOMO?
1:04:45 Is trading math or just a dressed-up gut feeling?
1:14:42 Futures options 101: where to start, how to size
1:23:13 Futures options rules recap
1:25:22 World Cup picks and closing market rundown
With markets whipping back and forth after historic post-tariff rallies, the question of whether "buy the dip" is a strategy or a survival bias is hitting different right now. Margin debt at all-time highs, Bank of America warning about extreme speculation, and a NASDAQ that erased a massive gain overnight — it's the kind of environment that punishes blind faith and rewards anyone who actually understands what they own. Meanwhile the futures options market is one of the most capital-efficient arenas available to retail traders and still one of the least understood, which is exactly the kind of gap Tom and Scott have been closing since thinkorswim.
ABOUT ONE LUCKY DOG LIVE! / LOSSDOG
One Lucky Dog LIVE! is your daily wake-up call for career and financial clarity—streaming live Monday through Thursday, 8 : 30-10am CT. Hosts Tom Sosnoff, Scott Sheridan and Tony Battista bring decades of trading, entrepreneurial and fintech experience to optimizing our professional and portfolio worth.
Lossdog is the platform they're building to fix it. It's AI-powered software that doesn't just guess what you should earn—it calculates your real market value and shows you exactly how to increase it. No more vague salary ranges. No more wondering if you're being underpaid. Just clarity, backed by data.
The show is the conversation. The platform is the tool. Together, they're designed to help you stop leaving money on the table and start building the career you actually deserve.
📺 Watch live: Mon-Thu 8 : 30-10am CT
📞 Call in: 989-LOSSDOG
📧 oneluckydog@lossdog.com
🐕 Follow @wearelossdog everywhere 👉 http://linktr.ee/wearelossdog
Everyone has a number. Lossdog helps you know your number, and grow your number.
👉 Join Lossdog at https://lossdog.com/
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