You are a free subscriber to Me and the Money Printer. To upgrade to paid and receive the daily Capital Wave Report - which features our Red-Green market signals, subscribe here. What Tom Sosnoff Just Told Me...Lossdog Wants to Show You What You’re Really Worth... And What Your Portfolio Could Be
Dear Fellow Traveler: This week, I sat down with Tom Sosnoff, the man behind ThinkorSwim and TastyTrade, to talk about his next venture. Last week, I introduced you to Lossdog, his new AI-powered platform for career compensation and portfolio intelligence. This time, I wanted to go deeper. What’s actually driving this thing? And why should you care? It Started with the Wealth GapWhen I asked Tom what inspired the move, he didn’t talk about market opportunity or investor decks. He talked about the wealth gap. “The wealth gap in America has always kind of bothered me,” he said. “And I feel like the only way you can address it is through really cool technology, content, and education. I don’t think you can legislate change that will narrow the wealth gap.” That’s a big statement from someone who’s spent 25 years building trading platforms. But Tom sees Lossdog as a natural extension of everything he’s done. It’s a tool that gives people leverage they didn’t know they were missing. The premise is simple. Most people are underpaid, most executives are overpaid, and the gap persists because workers don’t have the data to push back and demand more. “The only way to narrow that is to let people know… ‘Hey, CEOs are grossly overpaid, and you’re underpaid. And here are the actual numbers that support it.’” The Numbers Are StaggeringThe average professional, Tom told me, leaves around $2 million in lifetime earnings on the table, simply by not knowing what they’re worth. And that’s the average. For the top 15% to 25% of earners, the number jumps to $4 million to $6 million. Factor in unoptimized investment portfolios, and you’re looking at $5 to $7.5 million in total unrealized wealth over a lifetime. Lossdog’s platform sits on tens of millions of compensation data points and over a hundred million data points on the portfolio side. Tom’s pitch is that today’s technology can process all of it in seconds and deliver personal, actionable intelligence to anyone willing to look. A Practical Use Case for AIOne thing that stood out in our conversation was Tom’s frustration with how AI has been deployed so far. “I don’t know that anybody has found some very practical use cases for AI and agentic AI,” he said. Lossdog is his answer to that, a consumer-facing platform that uses AI to optimize your career value and your portfolio in a single digital ecosystem. It’s not enterprise software or a chatbot. It’s a tool built for the person who wants to know: Am I being paid what I’m worth? And is my money working as hard as I am? The Question Nobody Asked HimToward the end of our conversation, I threw Tom a curveball… “What’s the question no one on his press tour has asked him?” I asked. He didn’t hesitate. “What’s the risk?” he said. “What’s the risk of me knowing what I’m worth?” He laid it out with an example. Say you’re making $80,000 and the data says you should be at $84,000. What do you risk by going after that extra 5%? “I would argue that the risk is insignificant relative to the return,” Tom said. “But I thought somebody would at least ask what the downside of this is.” That framing, asymmetric upside with minimal downside, is the same risk-reward thinking that built ThinkorSwim and TastyTrade. And it’s already hitting close to home. Tom told me his own developers and AI engineers have started coming to him with the platform’s data, telling him what they should be making. He laughed about it. “This is going to hurt me personally.” Get in Early. It’s Free for One YearLossdog launches in April 2026. You can get involved right now by clicking this link. Right now, they’re giving away a free one-year subscription to U.S.-based readers and offering new users up to $50 in crypto as part of a $1 million giveaway. If you’ve used ThinkorSwim or TastyTrade, you know what this team builds. Get on the list before launch. After all… What’s the risk? Stay positive, Garrett Baldwin About Me and the Money Printer Me and the Money Printer is a daily publication covering the financial markets through three critical equations. We track liquidity (money in the financial system), momentum (where money is moving in the system), and insider buying (where Smart Money at companies is moving their money). Combining these elements with a deep understanding of central banking and how the global system works has allowed us to navigate financial cycles and boost our probability of success as investors and traders. This insight is based on roughly 17 years of intensive academic work at four universities, extensive collaboration with market experts, and the joy of trial and error in research. You can take a free look at our worldview and thesis right here. Disclaimer Nothing in this email should be considered personalized financial advice. While we may answer your general customer questions, we are not licensed under securities laws to guide your investment situation. Do not consider any communication between you and Florida Republic employees as financial advice. The communication in this letter is for information and educational purposes unless otherwise strictly worded as a recommendation. Model portfolios are tracked to showcase a variety of academic, fundamental, and technical tools, and insight is provided to help readers gain knowledge and experience. Readers should not trade if they cannot handle a loss and should not trade more than they can afford to lose. There are large amounts of risk in the equity markets. Consider consulting with a professional before making decisions with your money.
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