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A Guru, Insider, and Politician Check-In | Whale Opportunities
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A Guru, Insider, and Politician Check-In | Whale Opportunities

What "in-the-know" investors are doing with their dollars.. and it's interesting.

I have a new format for you this week! We are — right out of the gate — going to discuss some of the most interesting moves made by market whales, corporate insiders, and the wonderful folks up on the hill (politicians).

As always, I appreciate your feedback. Let me know what you thought of the newsletter today using the link below:

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Quick Politician Hits

The five most recent politician trades indicate a bullish market trajectory, particularly with Apple and Amazon, which experienced significant buying from Democrat Cleo Fields of Louisiana.

While Foxx and Fields were the only two buyers on the most recent trades list, they were among 10 total politicians who made trades in the market over the past month. Those 10 traders executed 65 trades, with a total volume of $6.91 million.

What stocks were they trading?

AAPL — 9 trades — 1 politicians — +6.44% returns over the past month
NVDA — 8 trades — 1 politicians — +13.82% returns over the past month
AMZN — 7 trades — 1 politicians — +7.46% returns over the past month
GOOGL — 2 trades — 1 politicians — +6.73% returns over the past month
JPM — 2 trades — 2 politicians — +13.00% returns over the past month
SNOW — 2 trades — 1 politicians — +5.42% returns over the past month

Bullish or Bearish?

The 5-year average Politician Buy/Sell ratio is 1.03 and the current ratio is 2.19.

This indicates BULLISH SENTIMENT from politicians!



Quick Guru Updates

We don’t have any of the filings from Guru’s 13F filings for Q2 of 2025, and until we do, it is hard to know what moves are being made by these folks. What we are going to take a peek at instead are the general trends we are seeing across all market sectors.

Top Bought Sectors

Top Sold Sectors

Top Owned Sectors

Top Options Traded


The Insider Intelligence Report

Welcome to your weekly dose of insider intelligence, where we decode the moves of those who know their companies best. This week's data reveals a fascinating tale of two markets: mega-cap executives cashing out at record highs while biotech insiders are doubling down on their beaten-down stocks. Let's dive into the smart money's playbook.

Key Themes

The patterns that matter most

The Great Tech Cash-Out Continues: Silicon Valley's finest are still hitting the sell button with religious fervor. From Jeff Bezos unloading $737M in Amazon to NVIDIA insiders selling into the AI euphoria, tech executives are treating their stock options like winning lottery tickets.

Biotech Bottom-Fishing: While tech insiders sell, biotech executives are buying with both hands. Cidara Therapeutics saw a massive $100M insider purchase, while Kymera Therapeutics insiders added $43M worth of shares. These aren't small bets – they're conviction plays.

The Walmart Waltons Keep Selling: The retail royalty continues their methodical wealth diversification, with another $37M sale this week. Their track record? Not great for short-term holders, but their selling pattern suggests they're managing wealth, not fleeing a sinking ship.


Top 3 Insider Buys: The Conviction Plays

When insiders put serious money where their mouth is

1. Cidara Therapeutics (CDTX) - $100M Director Purchase

The Play: A director just dropped $100 million on 2.27 million shares at $44.00, increasing their holdings by 208%. This isn't pocket change – it's a statement.

Why It Matters: When someone risks nine figures on a biotech stock, they either know something we don't or they're supremely confident in the pipeline. CDTX is up 2% since the purchase, suggesting the market likes what it sees.

The Risk: Biotech is binary – drugs either work or they don't. But $100M suggests this insider has seen compelling data.

2. Kymera Therapeutics (KYMR) - $43M Combined Director Purchases

The Play: Two directors combined for $43M in purchases, with one buying 1.31M shares and another adding 317K shares, both at $44.00.

Why It Matters: Multiple insiders buying simultaneously is rare and powerful. It suggests board-level confidence in upcoming catalysts or undervaluation.

The Upside: KYMR is trading near recent lows, making this a classic "buy the dip" scenario with insider validation.

3. PVH Corp (PVH) - $1M CEO Purchase

The Play: The CEO bought $1M worth of shares at $63.92, increasing holdings by 6.2%. While smaller than our biotech plays, CEO purchases carry special weight.

Why It Matters: CEOs rarely buy their own stock unless they're confident about the business trajectory. PVH has been beaten down, making this a potential turnaround play.

The Context: Retail has been tough, but insider buying often precedes sector rotations.


Top 3 Insider Sells: The Profit-Taking Parade

When insiders cash in their chips

1. Amazon (AMZN) - $737M Bezos Sale

The Sale: Jeff Bezos sold 3.32M shares for $737M, his 17th largest sale out of 62 total transactions.

The Reality Check: This is wealth management, not panic selling. Bezos has been methodically diversifying for years through his 10b5-1 plan.

The Takeaway: Don't read too much into this. When you're worth $170B, selling $737M is like us selling a few hundred dollars of stock.

2. Oracle (ORCL) - $267M CEO Sale

The Sale: CEO sold 1.26M shares for $267M, reducing holdings by 53% – now that's significant.

The Warning: Unlike Bezos's diversification, this CEO just cut his stake in half. Oracle stock was up 32% in the month before the sale, suggesting profit-taking at perceived highs.

The Signal: When a CEO cuts their holdings by half, pay attention. This could signal limited upside ahead.

3. BridgeBio Pharma (BBIO) - $154M Insider Sale

The Sale: A 10% owner sold 3.5M shares for $154M, reducing their stake by 15.9%.

The Timing: Stock was up 25% in the month before the sale – classic "selling the rip" behavior.

The Implication: Even in biotech's hot streak, some insiders are taking profits. This suggests the easy money might be made.



Important Buys: The Sleeper Picks

Smaller bets that could pay big

Dick's Sporting Goods (DKS) - Director's $501K Purchase

A director bought 2,637 shares at $190.01, increasing holdings by 77%. Retail insiders buying is noteworthy given sector headwinds. This could signal confidence in holiday season performance or market share gains.

LTC Properties (LTC) - EVP's $346K Purchase

An EVP bought 10,000 shares at $34.63, increasing holdings by 178%. REITs don't usually see insider buying unless management sees significant undervaluation or improving fundamentals.

Terns Pharmaceuticals (TERN) - CFO's $39K Purchase

The CFO bought 10,000 shares at $3.93, increasing holdings by 67%. Small dollar amount but significant percentage increase suggests confidence in pipeline developments.


Important Sells: The Warning Signals

Red flags worth watching

ServiceTitan (TTAN) - Multiple Insider Sales Totaling $47M

Despite being a recent IPO, insiders are already selling. Multiple executives sold shares around $105-108, including the CEO, President, and CFO. New public companies with immediate insider selling often struggle.

Walmart (WMT) - Continued Walton Family Sales

The Walton family continues their methodical selling with another $37M transaction. Their historical win rate is poor (20-57% depending on timeframe), suggesting these sales often precede weakness.

NVIDIA (NVDA) - Persistent Executive Selling

Despite AI euphoria, NVIDIA insiders continue selling. The President sold $35M worth, while directors and EVPs also reduced positions. When insiders sell into strength consistently, it suggests limited upside.



The Insider Intelligence Portfolio

Turning insider knowledge into actionable strategies

1-Week Portfolio (High Risk/High Reward)

Riding the momentum waves

Long Positions (60%):

  • CDTX (20%): Massive insider buying could trigger momentum

  • KYMR (20%): Multiple director purchases suggest near-term catalyst

  • BTBT (10%): Up 12% today, insider buying at $2.00 looks prescient

  • SEZL (10%): Up 6% today with insider selling – contrarian momentum play

Short Positions (40%):

  • TTAN (20%): Fresh IPO with immediate insider selling is bearish

  • HOOD (20%): Multiple insiders selling, stock down 4% already

Strategy: Capitalize on immediate market reactions to insider activity. High volatility expected.

Share

1-Month Portfolio (Medium Risk)

Balancing conviction with caution

Core Long Positions (50%):

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