Category Archives: Tax-Loss Harvesting

Alternative Investments, Covered Call Strategies, Family Office, Financial Planning, Private Wealth, Selecting a Private Wealth Investment Advisor, Selecting an Investment Advisor, Selling a Business, Tax-Loss Harvesting, Wealth Management

A Strategic Guide to Hedging Your Concentrated Stock Position

Posted on by Jennifer Lambert
01
Aug

 

For investors holding a significant portion of their wealth in a single stock, the feeling is a mix of excitement and unease. On one hand, a concentrated position can deliver life-changing returns. On the other, it exposes you to idiosyncratic risk—the unique, unpredictable dangers of a single company that can devastate your portfolio regardless of how the broader market is doing.

This guide explores strategic approaches to managing this risk, allowing you to protect your wealth while keeping your potential for upside gains.

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Chicago Area Investment Advisor, Investment Strategy, Market Volatility, Selecting a Private Wealth Investment Advisor, Selecting an Investment Advisor, Tax-Loss Harvesting

Tax Loss Harvesting: Strategies and Portfolio Integration for Optimal After-Tax Returns

Posted on by Jennifer Lambert
07
May

Unlocking Your Wealth: The Power of Tax Loss Harvesting

Ever wondered how some investors seem to maximize their returns, even in volatile markets? One of their secret weapons might be a sophisticated, yet accessible, strategy called Tax Loss Harvesting. Often overlooked, this powerful technique can significantly boost your after-tax investment returns, allowing more of your hard-earned money to grow and compound over time.

At its core, tax loss harvesting involves strategically selling investments at a loss in your taxable accounts. Why would you do that? To offset capital gains from other investments, and potentially even reduce your ordinary income tax liability. Let’s dive into how this smart financial move works and how you can integrate it into your portfolio for optimal results.

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Active Management, Active Versus Passive Management, Alternative Investments, Hedge Funds, Index Funds, Liquid Alternatives, Liquid Alts, Passive Management, Private Equity, Real Assets Investing, Selecting an Investment Advisor, Tax-Loss Harvesting

Active vs. Passive: Tailoring Investment Strategies to Asset Classes

Posted on by Jennifer Lambert
13
Apr

 

When it comes to investing, the age-old debate of active management versus passive management isn’t just about personal preference; it’s deeply tied to the unique characteristics of different asset classes and how efficient their markets are. Understanding where each approach shines can be a game-changer for optimizing returns, managing risk, and keeping costs down.

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IRA Contributions, Roth Contributions, Roth IRA Conversion, Roth vs. Traditional Contributions, Selecting a Family Office Investment Advisor, Selecting a Private Wealth Investment Advisor, Selecting an Investment Advisor, Tax-Loss Harvesting, Traditional Contributions, Wealth Management

How to Blend After-Tax, Roth, and Traditional Qualified Accounts to Optimize After-Tax Investment Returns

Posted on by Jennifer Lambert
07
Mar

 

Blending after-tax (taxable), Roth, and traditional qualified accounts in an investment strategy is essential for optimizing total after-tax returns. Each account type offers unique tax advantages, and combining them strategically—through asset location and tax diversification—can significantly enhance your portfolio’s efficiency and flexibility.

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