Nathaniel Simons - Meritage Group Portfolio (Jun 30, 2025)

As of Jun 30, 2025, the Meritage Group oversees a portfolio valued at approximately $3.65B, featuring 13 publicly traded holdings. This in-depth profile highlights the top investments led by Microsoft (MSFT), Berkshire Hathaway (BRK-B), Waste Management (WM), and others—drawing on its latest SEC filings as of Aug 13, 2025. Explore insights into portfolio composition, allocation strategies, and recent trade activity.

Meritage Group Strategy Analysis

Investment Strategy Metrics

Key metrics revealing investment style, risk management, and performance characteristics

Metric	Value	Category	Description
Holding Period	1.8 years	Style	Average duration positions are maintained
Position Count	28	Style	Number of active positions in portfolio
Position Size	7.8%	Risk	Typical allocation per position
Win Rate	55.6%	Performance	Percentage of profitable positions
Average Return	111.9%	Performance	Mean return across positions
Sharpe Ratio	0.17	Performance	Return per unit of risk taken

Investment Case Study: MICROSOFT CORP (MSFT)

6/30/2014 - 9/20/2025

Performance Metrics

Total Return: 402,703.84%

Holding Period: 4100 days

Max Position Size: $559,436,032.00

Position Weight: 5.31%

Key Events

6/30/2014: ENTRY(744,800.00 shares) @ $0.04

3/31/2015: INCREASE(3,543,885.00 shares) @ $0.04

6/30/2015: INCREASE(1,616,420.00 shares) @ $0.04

9/30/2015: INCREASE(5,391.00 shares) @ $0.04

12/31/2015: DECREASE(-2,131,833.00 shares) @ $0.06

9/30/2018: DECREASE(-2,822,957.00 shares) @ $0.11

12/31/2018: INCREASE(1,130,308.00 shares) @ $0.10

3/31/2019: INCREASE(483,534.00 shares) @ $0.12

9/30/2019: INCREASE(24,500.00 shares) @ $0.14

12/31/2019: DECREASE(-362,897.00 shares) @ $0.16

3/31/2020: DECREASE(-668,938.00 shares) @ $0.16

6/30/2020: DECREASE(-368,708.00 shares) @ $0.20

12/31/2020: DECREASE(-291,049.00 shares) @ $0.22

3/31/2021: DECREASE(-141.00 shares) @ $0.24

6/30/2021: INCREASE(5,997.00 shares) @ $0.27

9/30/2021: DECREASE(-15,247.00 shares) @ $0.28

12/31/2021: DECREASE(-257,129.00 shares) @ $0.34

3/31/2022: DECREASE(-343.00 shares) @ $0.31

6/30/2022: DECREASE(-206,188.00 shares) @ $0.26

9/30/2022: INCREASE(6,269.00 shares) @ $0.23

12/31/2022: INCREASE(10,246.00 shares) @ $0.24

3/31/2023: INCREASE(2,394.00 shares) @ $0.29

3/31/2025: INCREASE(936,793.00 shares) @ $375.39

6/30/2025: DECREASE(-260,409.00 shares) @ $497.41

Investment Thesis

Entry Context: Initial position established based on fundamental analysis

Sector Conditions: Favorable market conditions in the sector

Risk Factors:

Market volatility
Sector-specific risks

Key Learnings

Position sizing is critical for portfolio management
Important to monitor sector exposure