Description
Join the Lossdog waitlist at https://lossdog.com and please subscribe to this channel.
Tom Sosnoff, Scott Sheridan, and Sol break down what "trade small, trade often" actually means in practice—from contract sizing to tax strategy to defending naked puts. Tom shares his real position sizing (five to ten lots in options, one to two in futures) while explaining why the average industry trade is just 3.5 contracts. They tackle bond market moves as rates climb despite Fed expectations, reveal their favorite option strategies (short naked puts win for consistency, but strangles are their go-to), and explain why making money matters more than optimizing taxes. Plus: silver and gold trades, CEO turnover predictions, and why Tom's burnt-end chili never made it to Scott's porch.
#lossdog #optionstrading #stockmarket #trading #salary #career
TIMESTAMPS
0:00 Intro
3:42 Trade small and trade often—how many contracts?
5:27 Bond market moves—what drives them?
10:13 Tax strategy for traders—worry about profits first
14:50 Gold and silver trades—momentum vs mean reversion
18:09 Silver scalping since Sunday night
20:03 Prediction markets vs traditional bookmakers
26:04 Will AI influence the betting market?
29:51 Caller ask about Tom and Scott's trading routines and sport chat
37:25 CEO changes coming in 2026—Tim Cook prediction
38:56 How to shift focus without spreading too thin
42:08 Forecasting challenge reminder—deadline January 31st
43:30 Most consistent option strategy: short naked puts
48:48 How to set up a co-operative and Tom's college co-operative stories
59:33 Market wrap-up
The 2026 economy is showing cracks in the traditional Fed narrative. Bond markets are pricing in higher long-term rates even as the new administration pushes for cuts, creating a divergence that hasn't been this stark in years. Meanwhile, retail traders face the same challenge they always have: position sizing. The industry average of 3.5 option contracts suggests most people are already trading small, but the real question is whether that size matches their risk tolerance and capital base. Tax considerations add another layer—with potential policy changes looming and capital gains treatment always in flux, the balance between optimization and execution becomes critical. These aren't abstract concerns; they're the daily decisions that separate consistent traders from those who blow up trying to get too clever.
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.
👉 Join the waitlist at https://lossdog.com/
Tom Sosnoff, Scott Sheridan, and Sol break down what "trade small, trade often" actually means in practice—from contract sizing to tax strategy to defending naked puts. Tom shares his real position sizing (five to ten lots in options, one to two in futures) while explaining why the average industry trade is just 3.5 contracts. They tackle bond market moves as rates climb despite Fed expectations, reveal their favorite option strategies (short naked puts win for consistency, but strangles are their go-to), and explain why making money matters more than optimizing taxes. Plus: silver and gold trades, CEO turnover predictions, and why Tom's burnt-end chili never made it to Scott's porch.
#lossdog #optionstrading #stockmarket #trading #salary #career
TIMESTAMPS
0:00 Intro
3:42 Trade small and trade often—how many contracts?
5:27 Bond market moves—what drives them?
10:13 Tax strategy for traders—worry about profits first
14:50 Gold and silver trades—momentum vs mean reversion
18:09 Silver scalping since Sunday night
20:03 Prediction markets vs traditional bookmakers
26:04 Will AI influence the betting market?
29:51 Caller ask about Tom and Scott's trading routines and sport chat
37:25 CEO changes coming in 2026—Tim Cook prediction
38:56 How to shift focus without spreading too thin
42:08 Forecasting challenge reminder—deadline January 31st
43:30 Most consistent option strategy: short naked puts
48:48 How to set up a co-operative and Tom's college co-operative stories
59:33 Market wrap-up
The 2026 economy is showing cracks in the traditional Fed narrative. Bond markets are pricing in higher long-term rates even as the new administration pushes for cuts, creating a divergence that hasn't been this stark in years. Meanwhile, retail traders face the same challenge they always have: position sizing. The industry average of 3.5 option contracts suggests most people are already trading small, but the real question is whether that size matches their risk tolerance and capital base. Tax considerations add another layer—with potential policy changes looming and capital gains treatment always in flux, the balance between optimization and execution becomes critical. These aren't abstract concerns; they're the daily decisions that separate consistent traders from those who blow up trying to get too clever.
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.
👉 Join the waitlist at https://lossdog.com/
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