Description
Tom Sosnoff, Scott Sheridan, and Sol kick off 2026 with a packed episode covering whether trading can actually build wealth, the research-backed case for widening option strikes instead of adding contracts, and why post-earnings announcement drift is statistically random after 48 hours. Callers ask about employee stock purchase plans at 15% discount, S&P settlement mechanics for zero DTE traders, and scalping strategies. The hosts also share the story of how they first met in Las Vegas, reflect on transforming the retail options industry, and discuss market implications of the Venezuela situation.
#stockmarket #optionstrading #wealthbuilding #tradingstrategy #scalping #earningsseason #venezuela #maduro
TIMESTAMPS
0:00 Intro
1:15 Show open and 2026 kickoff
6:15 Employee stock purchase plans at 15% discount
9:25 S&P settlement timing for zero DTE options
13:40 Can the market drop 15% without a catalyst
15:50 Investing without proof of concept
19:10 Venezuela oil situation and market reaction
21:40 Brett asks how Tom and Scott met
27:00 Debit spreads: widen strikes vs add contracts
32:00 Tony from La Jolla on building wealth through trading
43:20 Post-earnings announcement drift research
47:10 Earnings season preview and low volatility concerns
53:20 Venezuela president Nicolás Maduro's arrest and global risk
57:35 John from San Diego on scalping strategy
1:00:40 Desert Storm trading day memories
These topics hit at the core of what retail investors are searching for in early 2026: whether active trading is a viable path to wealth, how to optimize options strategies in a low-volatility environment, and what geopolitical uncertainty means for markets. With earnings season starting next week and the VIX hovering below 15, the discussion on premium selling and expected move risk is especially timely for traders weighing their January positioning.
ABOUT ONE LUCKY DOG / LOSSDOG
One Lucky Dog 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
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