Long/Short Extensions
Pursuing Tax-Aware Alpha
Gateway’s Long/Short Extension strategy seeks to harvest capital losses and defer gains while managing risk and portfolio exposures. Unlike long-only strategies, Gateway’s extension approach may offer added opportunities to realize losses, increase equity exposure, or diversify a concentrated position.
Long and short exposures are selected to work together toward a target net exposure and risk profile relative to the selected benchmark, allowing Gateway to manage tracking error and factor tilts.
The default is a 130/30 extension, with 145/45, 175/75, 200/100, or customized tiers available. The S&P 500® Index serves as the default benchmark; however, because each account is separately managed, the benchmark, leverage range, factor emphasis, and tax objectives can be tailored to individual investor circumstances, goals, and objectives.
Investors have two options with Gateway’s Long/Short Extension strategies:
- Alpha Generation Through Optimization
Seeks to generate pre-tax alpha while managing market risks, tilting long toward factors such as quality, momentum, or downside risk, and short toward the opposite. - Minimum Variance Relative to Benchmark
Seeks lower tracking error against the selected benchmark by offsetting long exposures with short, targeting a factor-neutral portfolio with no intentional tilts.
- Alpha Generation Through Optimization
What is a long/short extension strategy?
A long/short extension strategy holds a diversified portfolio of long equity positions alongside a smaller portfolio of short positions, extending gross exposure beyond 100% of assets while keeping net equity exposure close to that of the benchmark.
In a 130/30 structure, roughly 130% of account value is held long and 30% is short. The shorts are not standalone market bets – the proceeds fund the long side, so the portfolio can maintain benchmark-like equity participation while gaining room to express factor views and realize capital losses that may offset gains elsewhere.
Why Gateway?
Innovative solutions with a legacy
Gateway launched its Long/Short Extension strategy in September 2024, building on firm experience since 2004 managing tax-aware, factor-based SMA strategies that use long/short instruments.
With tailored objectives, it also is used to address concentrated risk through combining derivatives with the strategy to address idiosyncratic risk in pursuit of tax-efficient diversification.
Direct Indexing vs. Long/Short Extension
Both are SMAs holding securities directly and can be built around a chosen benchmark. The difference shows up after a few years.
Long-only direct indexing can harvest a loss only when a holding trades below its cost basis. In a rising market those chances thin out as low-basis positions build up and harvesting capacity declines.
An extension adds short positions alongside the long book, so losses may be harvested from either side without a market decline. This provides additional room for factor views that a long-only account cannot express. There are trade-offs, however: extensions introduce short selling, leverage, and margin requirements.
The two are not mutually exclusive; the right structure depends on the investor’s circumstances. For many, an extension can be the next logical step for a direct indexing account that has run out of losses, and existing holdings can often be transferred in kind rather than sold.
Extension Applications
Recharge Aged Portfolios
Add long and short factor tilts to aged direct indexing or legacy portfolios, seeking to restore harvesting capacity and reshape exposures while limiting realized gains.
Tax-Aware Rebalancing
Efficiently rebalance legacy accounts or transition portfolios by using long and short positions to manage risk exposures without triggering large tax liabilities.
Diversify Concentrated Positions
Systematically transition concentrated portfolios to diversified ones, using harvested losses and — where appropriate — option overlays against realized gains.
Potential Benefits for Client
Durable, Risk-Aware Harvesting
Extensions may produce greater cumulative net taxable losses than long-only harvesting, with benefits that may accumulate as long-only capacity fades. Long and short exposures are sized to a target net exposure and risk profile relative to the selected benchmark, while monitoring tracking error and factor tilts.
Efficient Diversification
Existing holdings can often be contributed in-kind, so a transition does not need to begin with a taxable event. Shorts and, where appropriate, option overlays may dilute position risk while harvested losses are applied against recognized gains. The pace is set with the investor and their tax advisor.
Tailored & Transparent
Each portfolio is a separately managed account, not a pooled vehicle: benchmark, gross exposure, factor emphasis, and tax objectives are set at the outset and revisited as circumstances change. Investors own the securities directly and see every position, with no lock-up.
Explore Gateway’s Extension Solutions
A transparent, liquid separately managed account structure that can help investors facing concentration risk, sizable unrealized capital gains, or a preference for tax-efficient equity growth.
Long/Short Extension
A next-generation approach to tax-loss harvesting and risk management.
- Seeks to outperform broad U.S. large cap equity indices by managing risk and exposures, ensuring market participation.
- Targets regular harvesting from portfolio laggards and, over time, a stronger portfolio to compound pre- and post-tax alpha
- Customizable: select benchmark, leverage (e.g., 130/30, 145/45, 200/100), and factor tilts.
- Applications: recharge aged direct indexing portfolios, manage risk and pre-tax alpha potential, tax-aware rebalancing, diversify concentrated positions.
Hedged Long/Short Extension
Integrated risk management and tax efficiency in a single account.
- Combines long/short extension and concentrated risk management for a unified, streamlined solution.
- Option overlays can provide additional income and reduce single-name risk while protecting gains.
- Customizable: fund account with wide range of marginable securities then select benchmark, leverage, and tax objectives while hedging concentrated positions with options.
- Unified approach simplifies reporting, reduces fees, and enhances liquidity.
- Applications: tax-efficient diversification, risk mitigation for concentrated exposures, recharge aged direct-indexing portfolios.
Frequently Asked Questions
Who is a long/short extension designed for?
The strategy is generally suited to taxable investors with meaningful unrealized capital gains, an aged direct indexing or legacy equity portfolio, or a concentrated single-stock position — and to the advisors managing those situations. Gateway's stated minimum for the strategy is $1,000,000.*
*Minimums are subject to change and may be waived at Gateway's discretion; custodians and prime brokers impose their own minimums, which vary by margin type. See Important Disclosures below.
What is tax alpha?
Tax alpha describes the portion of an investor's after-tax return that comes from portfolio management decisions rather than market movement — principally the systematic realization of capital losses that may be used to offset realized gains. Because a long/short extension portfolio holds both long and short positions, it may find loss-harvesting opportunities in both rising and falling markets, whereas a long-only portfolio generally finds them only when holdings decline. Gateway does not provide tax advice; tax treatment and rates can and do vary over time, and investors should consult their own tax advisors.
How does a 130/30 strategy work?
In a 130/30 extension, the manager establishes short positions equal to roughly 30% of account value and reinvests the proceeds in long positions, bringing total long exposure to about 130%. Net equity exposure stays near 100%, so the account may continue to participate in equity markets while the additional long and short positions give the manager more room to tilt toward preferred factor characteristics and to realize capital losses. Gateway also offers 145/45, 175/75, and 200/100 tiers for investors who want more or less gross exposure.
What happens when a direct indexing portfolio runs out of losses?
Adding a short book can restore harvesting capacity. Over time, a direct indexing account tends to accumulate low-basis positions and exhaust its harvesting capacity, leaving an investor with a portfolio that has drifted from its benchmark and no longer generates meaningful tax benefit. A short book creates positions capable of generating losses independent of the appreciated long holdings, while systematic factor tilts on both sides pursue pre-tax alpha at the same time.
Gateway does not provide tax advice. Tax treatment and rates can and do vary over time. Investment decisions should be made based on an investor’s objectives and circumstances and in consultation with his or her investment and/or tax advisors.
How can a concentrated stock position be diversified without a large tax bill?
Rather than selling a concentrated holding outright and recognizing the full gain, an extension portfolio can be built around the position, using short exposures and, where appropriate, option overlays to reduce single-stock risk while harvested losses are applied against gains recognized as the position is reduced over time. The pace of diversification is set with the investor and their tax advisor.
Gateway does not provide tax advice. Tax treatment and rates can and do vary over time. Investment decisions should be made based on an investor’s objectives and circumstances and in consultation with his or her investment and/or tax advisors.
Can an extension be combined with an option overlay?
Yes. An extension portfolio and an option overlay can be managed together in a single account, which may be appropriate where an investor is diversifying a concentrated position and wants to manage the risk of that holding while losses are harvested elsewhere in the portfolio. Gateway has managed index option-based strategies since 1977, so both sides of that combination are handled by the same firm.
Is a long/short extension the same as a hedge fund?
No. Gateway's Long/Short Extension strategy is delivered as a separately managed account with no lock-up period. Investors own the underlying securities directly, assets are held at institutional custodians and prime brokers, and account balances, position summaries, and trade confirmations are available online through the custodian. The strategy is not a commingled fund and does not restrict withdrawals.
What are the risks of using short positions and leverage?
Short selling and leverage introduce risks a long-only portfolio does not carry, including the possibility that losses exceed the amount originally invested. A short position loses value as the shorted security rises, and gross exposure above certain levels generally requires a portfolio-margin arrangement with the custodian or prime broker. Gateway manages these exposures toward a target net exposure and monitors tracking error and factor tilts on an ongoing basis, but there is no assurance the strategy will achieve its objective. See Important Disclosures below.
Important Disclosures
Past performance does not guarantee future results. This material is not intended to be a recommendation or investment advice, does not constitute a solicitation to buy or sell securities, and is not provided in a fiduciary capacity. This information does not consider the specific objectives or circumstances of any particular investor or suggest any specific course of action. Gateway does not provide tax advice. Tax treatment and rates can and do vary over time. Investment decisions should be made based on an investor’s objectives and circumstances and in consultation with his or her investment and/or tax advisors. Short selling and the use of leverage involve additional risks, including the possibility that losses may exceed the amount originally invested. Options involve risk and are not suitable for all investors. Diversification does not assure a profit or protect against loss. Account minimums, leverage ranges, benchmark availability, and custodial arrangements are subject to change and depend on account type, suitability, and the requirements of the custodian or prime broker. Gross exposure above certain levels generally requires a portfolio-margin arrangement. There is no assurance that any strategy will achieve its investment objective. S&P 500® is a registered trademark of S&P Dow Jones Indices LLC. Gateway Investment Advisers, LLC is an affiliate of Natixis Investment Managers.