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Tax-Aware Long/Short

Proprietary long/short equity extension strategies, from 130/30 to 300/200, that seek better after-tax returns.

Model your position
The Strategy

What is Tax-Aware Investing?

Tax-aware long/short adds tax impact as a variable in the same quantitative process behind NinePointTwo's long/short equity strategies. It seeks to keep market exposure in place, add diversification and potential alpha, and realize tax losses along the way. Holding positions on both sides of the market lets it keep harvesting losses after conventional tax loss harvesting and direct indexing have slowed.

The structure is often called a long/short extension strategy. Implementations range from 130/30 to 300/200. At 130/30, each $100 invested supports $130 of long positions and $30 of shorts, so net market exposure stays at $100. Every account is a separately managed account (SMA) held in the client's name.

Who It's For

Designed for Taxable U.S. Investors

Tax-aware investing is most relevant for taxable U.S. investors seeking to improve their after-tax wealth. Three situations come up most often.

Concentrated Stock

Selling a large, low-basis holding at once would generate a substantial capital gains bill. The account realizes losses that can absorb the gain as the position is sold down over time.

Compare the three routes

Tax-Efficient Alpha

The long/short overlay runs on NinePointTwo's expected return models and seeks returns with low correlation to the rest of the portfolio. The same positions realize tax losses along the way.

Read the research primer

Large Gains Ahead

A company sale, a founder's liquidity event, or carried interest is often visible years before it arrives. Losses realized in advance may offset those gains.

Read the founder's tax problem
Mechanics

How the Long/Short Extension Strategy Works

Tax-Aware Long/Short adds systematic long and short equity extensions to a client's existing portfolio, based on NinePointTwo's proprietary forecasts of expected returns. The existing portfolio does not need to be sold first.

Exposure per $100 invested
Long positions
$130
Short positions
$30
Net market exposure
$100
Loss generation
LowerHigher
Tracking error
LowerHigher

Illustration of structure only. Higher configurations generally realize losses faster and diversify a position sooner, with larger deviations from the market along the way.

  1. Portfolio Extensions

    Runs alongside existing holdings or cash. Appreciated positions stay in place, with no forced sale.

  2. Long Leg

    Selected by NinePointTwo's quantitative models, signals, and factor research.

  3. Short Leg

    Stocks the models expect to underperform, sized to offset the long extensions so the overlay adds no net market exposure.

  4. Dynamic Calibration

    Adjusted over time to each client's needs, with the goal of maximizing after-tax returns.

Structural Advantages

Tax-Aware Long/Short vs. Conventional Tax Harvesting

Conventional tax loss harvesting works inside a long-only portfolio. The table compares long/short with the two most common alternatives.

FeatureTax-Aware Long/ShortDirect IndexingExchange Fund
Loss harvesting in rising marketsDesigned to continue, since short positions can decline as markets riseGenerally slows as holdings appreciateNot designed to harvest losses
Starting pointCash or existing holdingsCash or existing holdingsStock contributed to the fund
LockupNoneNoneTypically seven years
What the client ownsPositions in an SMA in their own namePositions in an SMA in their own nameUnits of a pooled partnership
Source of pre-tax returnMarket exposure plus a long/short alpha overlayMarket exposure, held close to the indexThe pooled portfolio's holdings
EligibilityAccounts generally from $1MVaries by providerAccredited investors, often qualified purchasers

Loss harvesting in rising markets

Tax-Aware Long/Short

Designed to continue, since short positions can decline as markets rise

Direct Indexing

Generally slows as holdings appreciate

Exchange Fund

Not designed to harvest losses

Starting point

Tax-Aware Long/Short

Cash or existing holdings

Direct Indexing

Cash or existing holdings

Exchange Fund

Stock contributed to the fund

Lockup

Tax-Aware Long/Short

None

Direct Indexing

None

Exchange Fund

Typically seven years

What the client owns

Tax-Aware Long/Short

Positions in an SMA in their own name

Direct Indexing

Positions in an SMA in their own name

Exchange Fund

Units of a pooled partnership

Source of pre-tax return

Tax-Aware Long/Short

Market exposure plus a long/short alpha overlay

Direct Indexing

Market exposure, held close to the index

Exchange Fund

The pooled portfolio's holdings

Eligibility

Tax-Aware Long/Short

Accounts generally from $1M

Direct Indexing

Varies by provider

Exchange Fund

Accredited investors, often qualified purchasers

Describes typical structures rather than any specific fund or provider. Nothing here is tax or legal advice.

Transition Analysis

Model Your Own Position

Enter a position value and cost basis to compare selling today with a tax-aware long/short account that defers the gain. The full tool also sets the horizon, leverage, and tax rates.

Hypothetical illustration. Assumptions and disclosures appear with the results.

Access

New Accounts Open From $1M

In 2026 the two largest retail custodians restricted new tax-aware long/short accounts. Fidelity paused new openings. Schwab now requires $10 million for certain new accounts and allows only Regulation T margin, which generally limits a new account to about 150/50. NinePointTwo custodies accounts at Interactive Brokers, which has announced no comparable restriction. New accounts open from $1 million, at configurations up to 300/200. The provider comparison lists the sources.

About Interactive Brokers

Equity capital
$22.3B
Client equity
$962.8B
Client accounts
5.46M
Index member
S&P 500

Source: Interactive Brokers Group. Total equity as of 30 June 2026 (second-quarter 2026 results). Client equity and client accounts as of 31 August 2026 (monthly brokerage metrics, released 1 September 2026). Index membership per S&P Dow Jones Indices, effective 28 August 2025. Checked September 2026.

Why NinePointTwo

Managed Directly by the Firm

The strategies are proprietary and run in-house on the same quantitative long/short infrastructure behind NinePointTwo's Alternatives division. NinePointTwo works directly with each client to design, calibrate, and adjust the strategy over time.

  • Alpha Overlay

    Uses the expected return models from NinePointTwo's unconstrained long/short strategies.

  • Calibrated to Each Client

    Tuned to each client's risk tolerance, goals, time horizon, and tax situation.

  • Direct Access

    Work directly with the portfolio managers, with or without an advisor.

  • One Management Fee

    One all-in management fee between 0.50% and 2.00%, negotiated by account size and configuration.

Explore Prism
FAQ

Common Questions

What is the goal of these strategies?

The goal of our tax-aware long/short strategies is to offer suitable taxable U.S. investors direct access to our quantitative strategies in a tax-efficient manner. The strategies have the potential to add additional alpha to portfolios and improve diversification characteristics.

Can I have a profitable portfolio and still generate tax losses?

Yes. The portfolio can appreciate in value while simultaneously generating realized losses on specific positions. Losses are a tax construct tied to individual transactions, not a reflection of overall portfolio performance.

What types of capital gain events could this strategy help with?

Losses are generated as a byproduct of the investment process and are not tied to any specific event. They may be applied against capital gains from any source, including real estate transactions, business sales, carried interest, and more.

Isn't this just deferring a tax bill I'll eventually have to pay?

Yes, however a portfolio that defers taxes compounds on a larger base each year. Over long time horizons, that compounding advantage may generate significantly more after-tax wealth than a tax-inefficient portfolio, even after paying all deferred taxes at liquidation.

Do I need to start with an appreciated stock portfolio?

No. The strategy works with cash or any existing portfolio.

How is this different from traditional tax-loss harvesting?

Traditional tax-loss harvesting captures losses only when holdings decline, so as a long-only portfolio appreciates, harvestable losses generally become scarce. A long/short portfolio holds positions on both sides of the market, and at any given time some longs and some shorts trade below cost. The strategy may realize those losses as its models rotate out of positions they no longer favor, and the replacements are chosen for expected return rather than to mimic what was sold. Short positions lose value when markets rise, which is why a long/short book may continue to harvest losses in rising markets after a long-only program has run out. Our expected return models select the positions, not tax reasons alone, so the same book also seeks pre-tax alpha and diversification.

Is this the same as a 130/30 or extension strategy?

Yes, these strategies go by many names, including tax-managed long/short, tax-efficient long/short, and long/short tax loss harvesting, but are typically all long/short implementations of quantitative equity strategies. A long/short extension strategy adds long and short positions on top of varying levels of market exposure. Ours ranges from 130/30 up to 300/200 depending on the client's risk tolerance and objectives. We offer our tax-aware long/short through separately managed accounts rather than a pooled fund, so the client's funds remain completely segregated with a standard 1099 for tax reporting.

What is a long/short SMA?

A long/short SMA is a separately managed account that runs a long/short strategy in the client's own name. The client directly owns the positions rather than units of a pooled fund. Realized tax losses in the account belong to the client and arrive on a standard 1099.

Is there a minimum account size?

Yes. Accounts generally begin at a $1M minimum. Please contact us directly to discuss whether the strategy is appropriate for your situation.

Does NinePointTwo publish Prism tax-aware long/short performance?

NinePointTwo does not publish performance for Prism, its tax-aware long/short strategy, on its website or in other public materials, consistent with its compliance policies. Prospective clients and their advisors can request that performance information directly. NinePointTwo has managed quantitative strategies since 2018 and tax-aware long/short strategies since 2025. Prism draws on the same in-house models. Tax-aware long/short managers generally do not publish live results for these separately managed accounts on their public websites.

Can the account receive a margin call?

NinePointTwo sizes each account's leverage to its collateral and monitors margin daily. Adding cash or other holdings to the account increases the buffer.

What happens if I want to exit?

There is no lockup. The client can lower the account's leverage or close it at any time. Unwinding the positions realizes whatever gains or losses are embedded in them. The preferred route is for NinePointTwo to move the account to long-only direct indexing, a transition that may be managed without a tax impact.

How complicated is the tax reporting?

The account reports on a standard 1099. A long/short account generates many more transactions than a long-only portfolio, so the 1099 runs longer. Most tax software and tax preparers import 1099 data directly, so a longer form is not necessarily more work.

Get in Touch

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Investing involves substantial risk, including the possible loss of principal. Tax-aware long/short strategies involve unique risks and may not be suitable for all investors. The effectiveness of tax management strategies depends on individual taxpayer circumstances and may vary. Past performance is not indicative of future results. See our Disclosures page for additional important information.

Contact

Is Tax-Aware Long/Short Right for You?

We work with a select number of clients on a direct basis. We welcome a conversation to explore whether Tax-Aware Long/Short may be a suitable fit for you.