And why “buy & hold” might not be enough anymore Watch this first: For most people, investing starts with a simple idea: Buy strong companies. Hold them long-term. Let time do the work. It’s clean. It’s easy to understand. And to be fair — it works to a degree . But there’s a limitation built into that strategy that most people don’t fully recognize until hey’ve experienced it firsthand. You don’t control when you get paid. You’re dependent on the market: If it goes up → you

If you’ve ever tried to track your options trades using your brokerage app, you already know the problem. You can see trades. You can see P&L. But you can’t really understand  what’s going on. And more importantly, you can’t answer the one question that actually matters: “Am I consistently making money on my strategy?” That’s exactly why I built Wheelie . A Completely New Kind of Options Tracker Wheelie isn’t just another trade log or spreadsheet replacement. It’s built from

Ask any adult what they wish they’d learned in school, and you’ll probably get the same answer: “How to manage money.” We teach kids to conjugate verbs, memorize the periodic table, and play the recorder — but somehow, we skip the one class that actually determines how they’ll live their adult lives. Understanding money isn’t optional. It’s not a “nice-to-have.” It’s a survival skill. Think about it: by the time most young adults earn their first paycheck, they’ve already sig

Let me say it straight: If your job feels too comfortable, you’re not growing. You’re slowly turning into that guy who’s “been here 12...

For decades, the tech world glorified the hustle. Pulling all-nighters. Living on Red Bull and stack traces. Bragging about 80-hour weeks...

Let’s be honest—most of us don’t have a distraction problem. We have a focus problem. You open your laptop to work on a feature, and...

You know what’s scarier than launching a new product? Touching a successful one. I’ve seen it again and again: A team builds something...

One of the most common mistakes I see from new options traders—especially those learning the covered call strategy—is overreacting when...

The best productivity tools aren’t found on the App Store—they’re built at 11 PM on a Tuesday because something kept bugging you all...

I’ve played tennis almost every week since 2008. Doubles mostly. Two hours at a time. Tuesdays and Saturdays. Sometimes in between if the...

If you’ve been selling puts with a cash-secured strategy, congrats—you’re already playing it safer (and smarter) than most gamblers in...

If you’re in product management—or building products—you’ve probably heard a lot about frameworks, methodologies, and best practices. But...

For all the years we spend in school, you’d think we’d graduate knowing how to manage our money. Yet, financial education is glaringly...

In 2001, I made one of the best financial decisions of my life: I bought Apple (AAPL) stock for just $13 a share. At the time, MacOSX had...

Happy Holidays, traders! Get ready for the last couple of weeks of the year.   Gautam here with this week’s tips to close out the year...

Let’s start off with two key reminders on using the wheel strategy effectively and the flexibility of selling options to boost your...

Let’s dive into this week’s tips on position sizing, finding the Delta sweet spot, & understanding the difference between day trading stocks

Welcome back, option traders!   Today's topic is something fundamental that option traders need to understand. And because of the similar...

This week we’re covering the art of managing a wheel strategy , the sneaky nature of Theta , and the importance of keeping your long-term...

This week, we dive into one of the most popular strategies in options trading—Covered Calls. But this isn't a one-size-fits-all strategy.