Tax-Aware Investment Strategies
Access Tax-Aware Investing with Industry-Leading Strategies
Access premier hedge fund strategies designed to generate returns and reduce your tax burden through ordinary loss deductions.
Tax Optimization Strategies
The Tax Challenge Facing High-Income Investors
Long-short tax-aware strategies are focused on targeting strong risk-adjusted returns through systematic, research-driven investing, aiming to outperform traditional hedge funds while navigating volatile markets.
What sets these strategies apart is how those returns are delivered. Most hedge fund gains are taxed as ordinary income. And while tax-loss harvesting can offset capital gains, it's limited to just $3,000 per year against ordinary income.
These tax-aware strategies are structured differently. Along with targeting investment gains, they generate ordinary losses that can offset your W-2 income, investment income, and other earnings. The result: you keep more of what you earn, both from the strategy and from your other income sources.
Trend-Following Strategies
Tax-Aware Trend Following
These strategies use trend-following models to access exclusive alternative assets and factors, capturing opportunities most investors can't reach while maintaining tax-aware implementation.
How It Works:
- Systematic trend-following across equity factors (momentum, quality)
- Yield curve and interest rate strategies in developed & emerging markets
- Volatility futures and alternative commodities exposure
Long-Short Strategies
Tax-Aware Long-Short Equity
Inspired by Warren Buffett's investment philosophy, these strategies combine systematic long-short equity selection with trend-following to seek alpha while generating substantial tax benefits.
How It Works:
- Long-short equity: Long quality, low-beta stocks; short overvalued, high-beta positions
- Trend-following across global futures
- Tax-aware implementation generates ordinary losses
Flex
SMAs
Equity Long-Short Strategy
Flex SMA strategies use a systematic approach to take long positions in stocks expected to outperform and short positions in those expected to underperform, while maintaining moderate market exposure.
How It Works:
- Systematically go long expected outperformers and short expected underperformers
- Maintain controlled market exposure
- Actively harvest tax losses to improve after-tax returns
- Customize portfolios for individual investor constraints
1. Available for Qualified Purchasers (QP), or investors with investible assets of $5,000,000 or more.
2. Available for Accredited Investors (AI), or investors with $200,000 in individual income (or $300,000 with spouse) or a net worth of $1,000,000 or more (excluding primary residence).
for High-net-worth investors
Designed for High-Earning Professionals
These strategies are built for individuals with significant ordinary income seeking sophisticated after-tax wealth building.
Executives & Entrepreneurs
High-Earning Professionals
Physicians, attorneys, consultants, and other high-earning individuals or families.
Investors Seeking Alpha
Those with substantial investment portfolios seeking higher expected returns
Investors Seeking Diversification
Investors with highly-concentrated or minimally-diversified portfolios
About Chicago Partners
Why Access Tax Aware Strategies Through Chicago Partners?
GET STARTED
Explore Whether Hedge Fund Tax-Aware Strategies Are Right for You
Schedule a confidential consultation to discuss your situation, review eligibility requirements, and understand how these strategies could fit your wealth plan.
What to Expect:
- You'll hear from one of our senior advisors within one business day.
- A 20-minute introductory call to learn more about you and your goals.
- A proposed tax-aware strategy and implementation plan.
- No obligation and no cost.
2,900
Distinguished High-Net-Worth Clients
$8.1b
Assets Under Management (AUM)
50+
Fiduciary Advisors

