Description
Join the Lossdog waitlist at https://lossdog.com and please subscribe to this channel.
Tom Sosnoff, Scott Sheridan, and Sol get into the must-have negotiation skills that most people skip — preparation, active listening, knowing your number, and how to make the other side's decision easy. They also break down how to trade a one-directional market at all-time highs without blowing yourself up, walk through real Lossdog customer trades in NatGas, TLT, IWM, and QQQ, and tackle the question every DIY investor faces: how do you cut through all the financial noise? Plus a caller asks about Hyperliquid and decentralized perpetual futures, and there's a first look at Lossdog's new AI-powered prediction engine.
#lossdog #salarynegotiation #stockmarket #optionstrading #careerdevelopment #financialfreedom
TIMESTAMPS
0:00 Intro and market open — S&P, Nasdaq, chips
1:40 Sports betting vs. trading: the edge debate
7:46 Today's show topics overview
9:29 How to trade a one-directional market at all-time highs
11:04 Scott's strategy for surviving an ATH market
12:33 Tom look's back at 08-09 crash
15:58 Lossdog customer trades: NatGas, TLT, IWM, QQQ
21:10 Dog Pound Poll says 84% have not placed a sports bet in last 30 days
23:10 Market recap
24:17 Negotiation skills: knowing your value
24:55 Show confidence and know your value
27:04 Preparation and planning in negotiation
28:19 Active listening — the skill most people ignore
30:53 Should you accept the first offer?
33:01 Persuasion, assertiveness, and logic in negotiation
34:38 Quick look at market
35:57 Why the Japanese yen rallied despite QE
37:20 Caller: Hyperliquid and the future of crypto trading
43:56 How to filter financial noise as a DIY investor
44:39 Stay small and try out different products
45:45 Listen to and engage with like-minded people
46:35 Use logical and mechanical strategies
47:18 Own your wins and losses
48:30 Lossdog AI prediction engine demo: Solana and Dogit AI
54:18 Market Talk and show close
Today's episode lands right as most professionals admit they've never formally negotiated a raise — and pay the price for it. In 2026, with AI reshaping job roles and compensation benchmarks shifting faster than most salary guides can track, the ability to walk into a negotiation prepared, confident, and data-backed isn't just a nice skill — it's the difference between being fairly paid and quietly underpaid for years. Meanwhile, markets hitting all-time highs on a nearly 30-day run raise the same discipline question for traders that negotiation raises for workers: when everything seems to be going one direction, how do you stay rational instead of just going with the crowd?
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
Tom Sosnoff, Scott Sheridan, and Sol get into the must-have negotiation skills that most people skip — preparation, active listening, knowing your number, and how to make the other side's decision easy. They also break down how to trade a one-directional market at all-time highs without blowing yourself up, walk through real Lossdog customer trades in NatGas, TLT, IWM, and QQQ, and tackle the question every DIY investor faces: how do you cut through all the financial noise? Plus a caller asks about Hyperliquid and decentralized perpetual futures, and there's a first look at Lossdog's new AI-powered prediction engine.
#lossdog #salarynegotiation #stockmarket #optionstrading #careerdevelopment #financialfreedom
TIMESTAMPS
0:00 Intro and market open — S&P, Nasdaq, chips
1:40 Sports betting vs. trading: the edge debate
7:46 Today's show topics overview
9:29 How to trade a one-directional market at all-time highs
11:04 Scott's strategy for surviving an ATH market
12:33 Tom look's back at 08-09 crash
15:58 Lossdog customer trades: NatGas, TLT, IWM, QQQ
21:10 Dog Pound Poll says 84% have not placed a sports bet in last 30 days
23:10 Market recap
24:17 Negotiation skills: knowing your value
24:55 Show confidence and know your value
27:04 Preparation and planning in negotiation
28:19 Active listening — the skill most people ignore
30:53 Should you accept the first offer?
33:01 Persuasion, assertiveness, and logic in negotiation
34:38 Quick look at market
35:57 Why the Japanese yen rallied despite QE
37:20 Caller: Hyperliquid and the future of crypto trading
43:56 How to filter financial noise as a DIY investor
44:39 Stay small and try out different products
45:45 Listen to and engage with like-minded people
46:35 Use logical and mechanical strategies
47:18 Own your wins and losses
48:30 Lossdog AI prediction engine demo: Solana and Dogit AI
54:18 Market Talk and show close
Today's episode lands right as most professionals admit they've never formally negotiated a raise — and pay the price for it. In 2026, with AI reshaping job roles and compensation benchmarks shifting faster than most salary guides can track, the ability to walk into a negotiation prepared, confident, and data-backed isn't just a nice skill — it's the difference between being fairly paid and quietly underpaid for years. Meanwhile, markets hitting all-time highs on a nearly 30-day run raise the same discipline question for traders that negotiation raises for workers: when everything seems to be going one direction, how do you stay rational instead of just going with the crowd?
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
Hosted on Ausha. See ausha.co/privacy-policy for more information.
