Holiday Trading Insights: Big Player Positions & Psychology Red Flags

In partnership with

Positioning, Seasonality & Discipline

This edition highlights how trader positioning, seasonal factors, and psychology intersect. The Commitment of Traders (COT) report offers a window into how big players are positioned, reminding us that institutional flows often set the tone for markets. The Christmas‑season article explores what the holiday period really brings for traders—lower liquidity, unusual volatility, and the need for adjusted expectations. Finally, the psychology piece on red flags during winning streaks warns against overconfidence, complacency, and risk mismanagement. Together, these insights emphasize that trading success requires awareness of external market forces, seasonal context, and internal discipline.

⚡How Big Players Are Positioned – COT Report

  • Institutional Insight: Explore how large traders are positioned across markets.

  • Strategic Context: Use COT data to understand sentiment and potential turning points.

🔥Christmas for Traders – What the Holiday Season Really Brings

  • Seasonal Focus: Learn how the holiday period affects liquidity and volatility.

  • Practical Takeaway: Adjust strategies to account for thinner markets and holiday dynamics.

📊Psychology: 4 Red Flags to Watch Out for on a Winning Streak

  • Mindset Alert: Identify warning signs that can derail consistency during winning streaks.

  • Performance Impact: Reinforce discipline to avoid overconfidence and protect long‑term success.

This curated set of articles blends institutional positioning, holiday‑season trading realities, and psychological discipline. Whether you’re analyzing how big players are positioned, adjusting for Christmas market conditions, or guarding against red flags during winning streaks, these reads provide a toolkit for navigating both markets and mindset. Use them to refine your edge, stay disciplined, and trade with confidence.

Happy Trading!

More than $10k in debt? We can help.

Debt happens. Getting out starts here.

Millions of Americans are tackling debt right now.

Whether it’s credit cards, loans, or medical bills, the right plan can help you take control again. Money.com's team researched trusted debt relief programs that actually work.

Answer a few quick questions to find your best path forward and see how much you could save. answer a few short questions, and get your free rate today.

Last Time the Market Was This Expensive, Investors Waited 14 Years to Break Even

In 1999, the S&P 500 peaked. Then it took 14 years to gradually recover by 2013.

Today? Goldman Sachs sounds crazy forecasting 3% returns for 2024 to 2034.

But we’re currently seeing the highest price for the S&P 500 compared to earnings since the dot-com boom.

So, maybe that’s why they’re not alone; Vanguard projects about 5%.

In fact, now just about everything seems priced near all time highs. Equities, gold, crypto, etc.

But billionaires have long diversified a slice of their portfolios with one asset class that is poised to rebound.

It’s post war and contemporary art.

Sounds crazy, but over 70,000 investors have followed suit since 2019—with Masterworks.

You can invest in shares of artworks featuring Banksy, Basquiat, Picasso, and more.

24 exits later, results speak for themselves: net annualized returns like 14.6%, 17.6%, and 17.8%.*

My subscribers can skip the waitlist.

*Investing involves risk. Past performance is not indicative of future returns. Important Reg A disclosures: masterworks.com/cd.