Description
Join the Lossdog waitlist at https://lossdog.com and please subscribe to this channel.
Tom Sosnoff and Scott Sheridan break down what the brokerage of the future actually looks like—simpler interfaces, AI-powered tools, and alternative assets that don't exist on any platform yet. A high school caller gets real advice on staying engaged in markets before college. Beth in Iowa gets the quick-and-dirty tax math on $100K in quarterly futures profits and asks S-Corp vs. LLC. The show also gets into why benchmarking against competitors is a fast track to failure, what operational mistake kills more startups than bad ideas, how the labor market tilts power toward employers right now—and what changes when workers actually know their worth.
#lossdog #optionstrading #stockmarket #futurestrading #salary #career
TIMESTAMPS
0:00 Intro
0:07 Future of brokerages: AI, simple interfaces, alt assets
5:51 Buying power explained: options vs. stocks in Reg T accounts
7:19 Caller Aarav: trading advice for a high school student
10:52 Caller Beth: futures tax math and S-Corp vs. LLC
15:30 Weekend hack: how to check where futures open on Sunday
17:30 Caller Justin: Futures options's closing times
22:15 Last 30 minutes of trading: is it really more volatile?
24:01 When to take assignment instead of closing a futures option
26:31 When creating a business focus on creating your own category
28:40 Fed and bonds - Tom sells /ZN puts
32:15 Lossdog and knowing your worth in a soft labor market
35:25 What operational weakness kills startups more than bad ideas
38:14 'List' of to-do's before entering your first trade
40:52 What Lossdog software actually does (and doesn't do)
43:39 Investing in what you know
45:36 Aerospace, defense stocks, and would you go to space?
51:15 Gold prices
53:28 Adjusting strangle positions
55:22 Market Talk: S&Ps, Bitcoin, VIX, bonds, Micron
With over 100 job applications rolling in for a single posting, employers hold the cards in 2026's labor market—and most workers are negotiating blind. That's the backdrop for everything Tom and Scott are building with Lossdog: a way to shift information back to the individual. Meanwhile, futures markets are more accessible than ever thanks to micro contracts in gold and silver, but settlement quirks and wide options markets still trip up newer traders daily. On the macro side, bonds are soft, gold vol is elevated, and the Fed's room to maneuver keeps shrinking—making premium-selling strategies both attractive and nerve-wracking at the same time.
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. Lossd...
Tom Sosnoff and Scott Sheridan break down what the brokerage of the future actually looks like—simpler interfaces, AI-powered tools, and alternative assets that don't exist on any platform yet. A high school caller gets real advice on staying engaged in markets before college. Beth in Iowa gets the quick-and-dirty tax math on $100K in quarterly futures profits and asks S-Corp vs. LLC. The show also gets into why benchmarking against competitors is a fast track to failure, what operational mistake kills more startups than bad ideas, how the labor market tilts power toward employers right now—and what changes when workers actually know their worth.
#lossdog #optionstrading #stockmarket #futurestrading #salary #career
TIMESTAMPS
0:00 Intro
0:07 Future of brokerages: AI, simple interfaces, alt assets
5:51 Buying power explained: options vs. stocks in Reg T accounts
7:19 Caller Aarav: trading advice for a high school student
10:52 Caller Beth: futures tax math and S-Corp vs. LLC
15:30 Weekend hack: how to check where futures open on Sunday
17:30 Caller Justin: Futures options's closing times
22:15 Last 30 minutes of trading: is it really more volatile?
24:01 When to take assignment instead of closing a futures option
26:31 When creating a business focus on creating your own category
28:40 Fed and bonds - Tom sells /ZN puts
32:15 Lossdog and knowing your worth in a soft labor market
35:25 What operational weakness kills startups more than bad ideas
38:14 'List' of to-do's before entering your first trade
40:52 What Lossdog software actually does (and doesn't do)
43:39 Investing in what you know
45:36 Aerospace, defense stocks, and would you go to space?
51:15 Gold prices
53:28 Adjusting strangle positions
55:22 Market Talk: S&Ps, Bitcoin, VIX, bonds, Micron
With over 100 job applications rolling in for a single posting, employers hold the cards in 2026's labor market—and most workers are negotiating blind. That's the backdrop for everything Tom and Scott are building with Lossdog: a way to shift information back to the individual. Meanwhile, futures markets are more accessible than ever thanks to micro contracts in gold and silver, but settlement quirks and wide options markets still trip up newer traders daily. On the macro side, bonds are soft, gold vol is elevated, and the Fed's room to maneuver keeps shrinking—making premium-selling strategies both attractive and nerve-wracking at the same time.
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. Lossd...
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