Description
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Tom Sosnoff and Scott Sheridan break down the aftermath of Friday's silver crash, explain why commodities can trade like meme stocks, and share hard lessons about risk discipline. A caller asks how to manage a natural gas strangle from hell, and the hosts explain why trading futures against underwater options digs deeper holes. Plus: why Tom thinks MicroStrategy is a scam, the federal deficit debate, real estate illiquidity premiums, and whether the government should take equity stakes in private companies.
#lossdog #optionstrading #silver #naturalgas #stockmarket #tradingstrategy
TIMESTAMPS
0:00 Intro
0:39 Eight-legged spreads vs scaling four-legged trades
3:05 Silver crash aftermath and what Tom learned
4:49 Barry asks about the silver trade and lessons learned
6:07 How silver reset Tom's trading discipline
6:47 Real estate illiquidity premium question
9:13 Why Tom never made money in Chicago real estate
11:47 Vincent from Alabama asks about natural gas gap down
14:38 How Globex matches buyers and sellers overnight
16:25 Adjusting GLD puts with 57 days to expiration
19:19 Paul from LA asks about federal debt and deficits
25:32 Scott from Florida on natural gas strangle management
29:12 Why you never trade futures against underwater options
31:47 Charm and Vanna flows explained (second derivative Greeks)
33:18 Government taking equity stakes in private companies
40:02 Should Chicago own part of the Bears
42:12 Aaron from Arkansas asks about MicroStrategy
48:03 Tom's weekend Bitcoin, ETH, and Solana buys
50:45 Buying power vs net liq explained
52:39 Will silver close over 100 before July
55:32 Software stocks and AI tools fear question
59:22 Market talk and today's moves
The tariff situation rattled global markets over the weekend, sending Bitcoin down 40% from its highs and natural gas through wild 20% swings in both directions. For traders caught on the wrong side of these moves, the hosts walk through practical adjustment strategies: why rolling down and out rarely works, why selling calls against underwater puts reduces theoretical risk, and why adding futures to fix options positions usually makes things worse. The MicroStrategy discussion highlights a broader concern about convertible debt structures that offer neither stated interest rates nor conversion ratios, a setup Tom calls unprecedented regardless of regulatory approval.
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, 10-11am ET. Hosts Tom Sosnoff and Scott Sheridan (the founders behind thinkorswim and tastytrade) along with co-host Sol bring decades of experience democratizing finance, now turning their attention to something just as broken: how we understand our professional 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 10-11am ET
📞 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.
Tom Sosnoff and Scott Sheridan break down the aftermath of Friday's silver crash, explain why commodities can trade like meme stocks, and share hard lessons about risk discipline. A caller asks how to manage a natural gas strangle from hell, and the hosts explain why trading futures against underwater options digs deeper holes. Plus: why Tom thinks MicroStrategy is a scam, the federal deficit debate, real estate illiquidity premiums, and whether the government should take equity stakes in private companies.
#lossdog #optionstrading #silver #naturalgas #stockmarket #tradingstrategy
TIMESTAMPS
0:00 Intro
0:39 Eight-legged spreads vs scaling four-legged trades
3:05 Silver crash aftermath and what Tom learned
4:49 Barry asks about the silver trade and lessons learned
6:07 How silver reset Tom's trading discipline
6:47 Real estate illiquidity premium question
9:13 Why Tom never made money in Chicago real estate
11:47 Vincent from Alabama asks about natural gas gap down
14:38 How Globex matches buyers and sellers overnight
16:25 Adjusting GLD puts with 57 days to expiration
19:19 Paul from LA asks about federal debt and deficits
25:32 Scott from Florida on natural gas strangle management
29:12 Why you never trade futures against underwater options
31:47 Charm and Vanna flows explained (second derivative Greeks)
33:18 Government taking equity stakes in private companies
40:02 Should Chicago own part of the Bears
42:12 Aaron from Arkansas asks about MicroStrategy
48:03 Tom's weekend Bitcoin, ETH, and Solana buys
50:45 Buying power vs net liq explained
52:39 Will silver close over 100 before July
55:32 Software stocks and AI tools fear question
59:22 Market talk and today's moves
The tariff situation rattled global markets over the weekend, sending Bitcoin down 40% from its highs and natural gas through wild 20% swings in both directions. For traders caught on the wrong side of these moves, the hosts walk through practical adjustment strategies: why rolling down and out rarely works, why selling calls against underwater puts reduces theoretical risk, and why adding futures to fix options positions usually makes things worse. The MicroStrategy discussion highlights a broader concern about convertible debt structures that offer neither stated interest rates nor conversion ratios, a setup Tom calls unprecedented regardless of regulatory approval.
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, 10-11am ET. Hosts Tom Sosnoff and Scott Sheridan (the founders behind thinkorswim and tastytrade) along with co-host Sol bring decades of experience democratizing finance, now turning their attention to something just as broken: how we understand our professional 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 10-11am ET
📞 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.
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