Learning Module 1 Alternative Investment Features, Methods, and Structures

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Overview and Features of Alternative Investments5 min
Alternative investments are assets outside public equity, public debt, and cash. They include three broad categories: private capital (private equity and private debt), real assets (real estate, infrastructure, natural resources), and hedge funds. These investments are typically less liquid, require larger capital outlays, have longer holding periods, operate in less efficient markets, and often require specialized knowledge to value and manage. Investors accept illiquidity and complexity in exchange for potential diversification benefits and higher expected returns. Access methods to alternatives are (1) fund investment—capital is committed to a manager who selects and manages investments; (2) co-investment—an investor participates alongside a fund on specific deals with reduced fees and increased control; and (3) direct investment—the investor acquires and manages assets directly, requiring the most expertise and offering the most control. Fund investments usually involve GP/LP limited partnership structures, with the general partner (GP) managing the fund and limited partners (LPs) supplying capital. Partnership documentation (LPA) governs terms; side letters customize terms for particular LPs. Fee structures typically combine a management fee (often based on committed capital in private equity) and a performance fee (carried interest) with features to align incentives: hurdle rates (hard or soft), catch-up clauses, high-water marks, clawbacks, and waterfalls (deal-by-deal/American vs whole-of-fund/European).

Key Points

  • Alternatives include private capital, real assets, and hedge funds.
  • Access via fund investment, co-investment, and direct investment.
  • Common GP/LP limited partnership ownership for funds.
  • Management fees plus performance fees; structures include hurdle rates, catch-ups, high-water marks, and clawbacks.
  • Trade-offs: control versus fees and required expertise.
Performance Appraisal and Investment Methods5 min
Leverage is commonly used (especially by hedge funds and LBOs), magnifying gains and losses and creating margin and liquidity risks. Performance appraisal for alternatives is complicated by irregular cash flows across the investment lifecycle—capital commitment, capital deployment (J-curve), and capital distribution—use of leverage, valuation challenges (Level 3 inputs), and complex fees. IRR is commonly used for private investments because it incorporates timing of cash flows; MOIC (multiple of invested capital) is a simple but timing-ignorant alternative. Valuation often relies on mark-to-model methods for illiquid assets; robust independent valuation practices are essential. Private capital: Private equity invests ownership capital into private or public-to-private firms (LBOs, venture capital, growth capital). Venture capital typically targets early-stage companies and often uses convertible preferred or convertible debt; LBOs use significant debt and operational changes. Exit strategies include trade sales, IPOs/direct listings, SPACs, recapitalizations, secondary sales, and write-offs. Measuring private equity returns is subject to data and survivorship biases.

Key Points

  • Leverage magnifies returns and losses; margin and liquidity risks exist.
  • Investment life cycle: commitment, deployment (J-curve), distribution.
  • IRR preferred for timing-sensitive assessment; MOIC easy but ignores timing.
  • Valuation challenges due to Level 3 inputs and mark-to-model practices.
  • Private equity uses venture capital, LBOs; exits via trade sale, IPO, SPAC, etc.
Private Debt and Real Assets5 min
Private debt includes direct lending, mezzanine loans, venture debt, distressed debt, and unitranche structures. Private debt funds often emerged to fill lending gaps and can offer higher yields than public bonds at the cost of liquidity and credit complexity. Real assets encompass real estate, infrastructure, and natural resources. Real estate can be held directly or indirectly (REITs, funds). Equity REITs, mortgage REITs, and hybrids offer varying exposures; REITs avoid double taxation by distributing taxable rents. Real estate strategies range from low-risk senior debt and core assets to higher-risk value-add and opportunistic development. Infrastructure assets are capital-intensive, long-lived, and provide essential services; they may be economic (transportation, utilities, ICT) or social (hospitals, schools). Infrastructure development stages include greenfield (highest risk/return), brownfield, and secondary-stage (lowest risk/return). Infrastructure cash flows are often contractual (availability payments, usage-based fees, take-or-pay).

Key Points

  • Private debt categories: direct lending, mezzanine, venture debt, distressed, unitranche.
  • Real estate: direct ownership vs REITs; REITs provide liquidity and tax advantages.
  • Real estate strategies span core to opportunistic on risk/return spectrum.
  • Infrastructure categories: economic vs social; stages: greenfield, brownfield, secondary.
  • Infrastructure cash flows often contractual and can hedge inflation and liabilities.
Natural Resources and Commodities5 min
Natural resources include farmland, timberland, raw land, and commodities. Farmland and timberland produce cash flows (rents, crop revenues, timber harvests) plus possible appreciation; timber harvest timing is flexible whereas crops are seasonal. Raw land returns come from price changes alone. Commodities are traded in physical and derivative markets; investors commonly access commodities through futures, ETFs, swaps, and specialized funds. The relationship between spot and forward commodity prices depends on carrying costs (storage, insurance, financing) versus non-cash benefits (convenience yield). Commodity supply typically adjusts slowly to demand because of long production timelines. Commodities have been shown historically to correlate with inflation and offer potential inflation hedging and diversification benefits, but prices can be volatile and affected by weather, geopolitical risk, and global demand shifts. Farmland and timberland trade infrequently and may show lower observed volatility but still carry specific risks and illiquidity.

Key Points

  • Farmland and timberland provide income plus potential appreciation; raw land only price appreciation.
  • Timberland harvest timing is flexible; farmland is seasonal.
  • Commodities accessed via derivatives and ETFs; spot/forward prices reflect carrying costs and convenience yield.
  • Commodities often correlate with inflation and can diversify portfolios.
  • Private natural asset markets are illiquid and require specialized due diligence.
Practical Considerations and Risks5 min
Investors selecting alternative investments should consider: access method (fund, co-investment, direct), alignment of incentives (fee structures, hurdle rates, waterfalls, clawbacks), valuation transparency and standards (independent valuation, frequency), vintage-year diversification for private capital, liquidity and redemption terms (lockups, gates, notice periods, redemption fees), leverage and margin risk, special legal and tax structures (side letters, LPAs, REIT tax rules), and biases in performance data (survivorship, backfill). Large, sophisticated investors may pursue direct investments or co-investments to reduce fees and gain control, while less experienced investors typically access alternatives through funds and accept higher fees and less control. Due diligence and governance, including independently verified valuations and clear fee disclosures, are critical to managing the risks of alternative investments.

Key Points

  • Choose access method consistent with expertise and liquidity needs.
  • Review fee alignment and structural protections in legal documents (LPA, side letters).
  • Require independent valuations and vintage diversification to mitigate timing risk.
  • Understand liquidity terms: lockups, gates, notice periods, redemption fees.
  • Be aware of index and data biases; apply careful due diligence and governance.

Questions

Question 1

Which of the following is NOT one of the three primary categories of alternative investments described in this chapter?

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Question 2

An investor who wants maximum control over acquisition, financing, and management of an infrastructure asset but has sufficient internal expertise and capital most likely should choose which access method?

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Question 3

Which ownership structure typically limits investor liability to the amount invested and places management responsibility with a general partner who bears theoretically unlimited liability?

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Question 4

A private equity fund charges a 1.5% management fee on committed capital, a 20% performance fee with a hard hurdle of 8% per annum, and uses a whole-of-fund (European) waterfall. Which statement is most accurate?

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Question 5

Which performance metric explicitly accounts for the timing of cash flows and is commonly used for long-lived private equity and real estate investments?

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Question 6

Which fee provision prevents collecting performance fees until the fund's value exceeds its previous peak net of fees?

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Question 7

An investor in a private equity fund is evaluating MOIC (money multiple) and IRR. Which statement correctly compares them?

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Question 8

Which description best characterizes a venture capital (VC) investment relative to later-stage private equity?

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Question 9

Which of the following is a key reason managers offer co-investment opportunities to LPs?

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Question 10

For private equity funds, why are management fees often calculated on committed capital rather than on assets under management (AUM)?

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Question 11

A hedge fund with a 2% management fee and a 20% performance fee charges performance fees only when returns exceed a 5% hard hurdle. If the fund's gross return is 9% for the year and fees are computed on end-of-year value with performance fee net of management fee, approximately what is the investor's net return?

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Question 12

Which of the following best explains the J-curve effect in private equity funds?

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Question 13

Which valuation input level applies when using unobservable inputs and models to value illiquid alternative assets?

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Question 14

Why might a private equity manager prefer a deal-by-deal waterfall over a whole-of-fund waterfall?

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Question 15

Which of the following is an example of a non-cash benefit associated with owning a physical commodity rather than holding a derivative contract on that commodity?

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Question 16

Which infrastructure investment stage typically offers the highest expected return and highest risk?

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Question 17

Which of these best describes a SPAC in the context of private equity exits?

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Question 18

Which statement about REITs is correct?

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Question 19

An investor is concerned about survivorship bias when using published hedge fund indexes. Which practice in index construction contributes most to this bias?

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Question 20

Which of the following best explains why private equity returns reported by self-reported indices can be upwardly biased?

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Question 21

Which private debt category is most likely to include warrants or conversion rights as compensation for higher risk?

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Question 22

An investor buys a commodity futures contract. Which factor would make the forward (future) price higher than the spot price for that commodity?

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Question 23

Which of the following is a typical liquidity provision found in hedge fund or alternative fund agreements to limit sudden redemptions?

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Question 24

Which real estate strategy is most likely to be characterized by construction risk, zoning approvals, and environmental permitting and therefore offer the highest expected returns among real estate strategies?

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Question 25

Which of the following best explains why farmland and timberland can provide diversification benefits to portfolios of stocks and bonds?

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Question 26

An investor considering a private infrastructure greenfield project should expect which cash flow pattern during the build-operate-transfer (BOT) life cycle?

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Question 27

A private equity fund reports a MOIC of 2.0x over 10 years. Which additional information is essential to interpret whether this is an attractive outcome?

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Question 28

Which of the following is true about commodities as an inflation hedge according to the chapter?

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Question 29

Which of the following best describes a master limited partnership (MLP) in the context of alternative investments?

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Question 30

Which of the following statements about commodity forward pricing is accurate?

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Question 31

Which of the following features is most characteristic of private debt relative to public debt?

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Question 32

An investor is evaluating an open-end private real estate fund (infinite life) versus a closed-end opportunistic real estate fund (finite life). Which statement best captures a typical difference?

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Question 33

A fund has a soft hurdle with a full catch-up clause and 20% carry. If after preferred returns a fund exceeds the hurdle, how does the catch-up affect distributions?

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Question 34

Which of the following most directly explains why infrastructure investments may be attractive to pension funds and sovereign wealth funds?

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Question 35

Which of the following best describes a principal risk when hedge funds employ high leverage?

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Question 36

Which investor is most likely to first access alternative investments through fund investing, then progress to co-investing and finally to direct investing over time?

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Question 37

Which of the following is true about private real estate valuation versus publicly traded REIT valuation?

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Question 38

Which of the following best explains the primary source of return for core commercial real estate investors?

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Question 39

Which of the following measures is most useful to assess diversification benefits of adding timberland to a portfolio of equities and bonds?

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Question 40

Which of the following is a key difference between venture debt and mezzanine financing?

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Question 41

Which clause would allow an LP to recover overpaid carried interest if the GP took early payouts and later investments produced losses?

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Question 42

Which of the following best explains why a private equity fund would negotiate a side letter with a large institutional LP?

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Question 43

A private equity GP sells a large holding early and collects carried interest, but later the fund suffers losses leaving the aggregate profit lower than early payouts justified. Which mechanisms can LPs use to recover some of the prior payments?

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Question 44

Which of the following statements is true regarding the relationship between leverage and expected leveraged return rL, given cash portfolio return r and borrowing rate rb?

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Question 45

Which type of infrastructure contract often guarantees a minimum payment to the operator whether or not end-users consume the service?

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Question 46

An investor compares two private equity fund vintages. Why is vintage-year diversification recommended?

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Question 47

Which of the following characteristics makes commodities supply slow to respond to changes in demand?

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Question 48

Which of the following statements about debt financing in infrastructure projects is true?

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Question 49

Which form of alternative investment structure best aligns manager and investor incentives over long horizons by tying manager compensation to exceeding a preferred return?

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Question 50

What is the principal advantage for an LP participating in a co-investment offered by a fund manager relative to investing only in the fund?

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