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CFA CFA level 3 CFA level 3 CFA level 3 CFA level 3 CFA volume 2 finquiz curriculum note, study session 5, reading 11

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CONCENTRATED SINGLE-ASSET POSITIONS: OVERVIEW The three major types of “concentrated position in a single asset” include: 1 Publicly traded single-stock positions: Concentrated positions

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Reading 11 Concentrated Single-Asset Positions

–––––––––––––––––––––––––––––––––––––– Copyright © FinQuiz.com All rights reserved ––––––––––––––––––––––––––––––––––––––

A concentrated position occurs when an investor owns

an asset that represents a large percentage of his/her

overall portfolio or net worth Concentrated position in

an investor’s portfolio reduces portfolio diversification

and exposes the investor to significant idiosyncratic (or

company-specific) risk and sector-specific risk In

addition, sale of a concentrated position may raise

substantial concerns about tax and liquidity

The objective of managing a concentrated position is to hedge the investor’s portfolio against price declines and diversify it in a tax-effective manner In order to best meet this objective, the investor must match his goals and objectives with different hedging tools and techniques by considering the benefits and drawbacks

of each tool/technique

2 CONCENTRATED SINGLE-ASSET POSITIONS: OVERVIEW

The three major types of “concentrated position in a

single asset” include:

1) Publicly traded single-stock positions: Concentrated

positions in publicly traded single-stock may occur as

a result of

• Stock or stock options received by senior company

executives as part of their compensation;

• A large position in a single stock inherited by family

members;

• Stock received by the seller of a privately owned

business in lieu of cash when the buyer is a publicly

traded company;

• A successful long-term buy-and-hold investing

strategy;

• An IPO of a private company;

• A heavy allocation of a pension fund in a sponsor’s

company stock;

• A significant amount of shares of another publicly

traded company held by a publicly traded

company for business or investment purposes

2) A privately owned business (including family-owned

businesses): It refers to ownership in privately owned

businesses that is transferred down from one

generation to the next

3) Commercial or investment real estate: Concentrated

positions in investment real estate can be derived as

a result of

• A significant percentage of the value of a private

business enterprise represented by commercial or

industrial real estate;

• A standalone investment of private clients (i.e real

estate developers) in commercial real estate;

• Inheriting investment real estate or receiving a gift or

bequest;

• Lack of other investment opportunities in certain

jurisdictions;

2.1 Investment Risks of Concentrated Positions

The concentrated positions in a single asset expose an investor to systematic risk and non-systematic risk (either company or property-specific risk) Besides risk,

concentrated positions also affect return of an investor because holding under-performing company stock or non-income-producing land involve greater opportunity costs and some concentrated positions may not

generate fair risk-adjusted returns

Concentrated positions cause owners to underestimate the risk of their concentrated position and significantly overestimate the value of that asset

2.1.1) Systematic Risk Systematic risk/non-diversifiable/market risk is the risk that affects the entire market or economy and cannot be reduced through diversification For example, risk associated with interest rates, inflation, economic cycles etc

Different sources of systematic risk include:

• Equity market risk

• Business cycle risk (i.e risk associated with unexpected changes in the level of real business activity)

• Inflation risk (i.e risk associated with unexpected changes in inflation rate) etc

Note that when the risk of human capital is the same as the systematic risk exposures associated with a

concentrated position (e.g founder of a securities firm with a concentrated position in the firm’s shares), then the investor would face portfolio losses and decrease in job earnings at the same time

2.1.2) Company-Specific Risk Company-specific risk is the risk that affects a single company or industry It is also known as non-systematic risk, industry specific or idiosyncratic risk e.g failure of a drug trial A concentrated position in a single stock exposes an investor to a higher level of

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company-specific risk The level of company-company-specific risk is

positively related to volatility of returns, all else equal

Company-specific risk can be reduced or avoided

through diversification i.e investing in different asset

classes and/or securities

2.1.3) Property-Specific Risk

Property-specific risk is a type of non-systematic risk that

affects a particular piece of real estate For example,

• A potential environment liability associated with a particular property;

• Risk associated with renewal of leases and time period involved in finding new tenants;

• Credit risk associated with smaller, non-investment-grade tenants;

3 GENERAL PRINCIPLES OF MANAGING CONCENTRATED

SINGLE-ASSET POSITIONS

3.1 Objectives in Dealing with Concentrated

Positions (covering Section 3.1.1-3.1.2)

1) Typical Objectives: Typical objectives include goal

• To reduce the concentration risk while minimizing

any costs associated with risk reduction

• To generate liquidity in order to diversify and to

satisfy spending needs

• To optimize tax-efficiency, that is, to achieve the

above two objectives in the most tax-efficient

manner

2) Client Objectives and Concerns: The concentrated

position can be used in conjunction with gifting

strategies to meet wealth transfer objectives i.e

leaving a bequest or giving charity etc

In managing risks of concentrated positions, advisors

must also consider rationale for holding such positions

Rationale for holding concentrated stock positions: An

investor may prefer to retain concentrated stock

positions because of

• Selling constraints imposed on company executives

to hold shares for a long time period in an attempt to

encourage them to work hard for the growth of the

company;

• Emotional attachment to the stock

• Concerns about the tax implications of selling i.e to

defer capital gains or to eliminate capital gains

• Desire to maintain effective voting control of the

company

• Desire to participate in the stock’s future returns

• Lock-up period constraints or insider restrictions on

the selling of shares

• Illiquidity of the stock

Rationale for holding concentrated positions in privately

owned businesses: The business owner

• May find it premature to sell the company because

it has just entered its growth phase;

• May have a desire to maintain total control of the

company;

• May have a desire to give senior management and

other key employees the opportunity to eventually acquire control of the business;

• May wish to transfer control of the business to the next generation;

Rationale for holding concentrated positions in investment real estate: The investor may prefer to retain concentrated positions in real estate

• To maintain control of the property for the successful operation of a business enterprise;

• To transfer ownership of the real estate to the next generation;

• To generate profit through price appreciation of the property;

3.2 Considerations Affecting All Concentrated

Positions (Covering Section 3.2.1-3.4.2)

Various constraints faced by owners of concentrated positions that restrict their flexibility to either sell or hedge their shares are as follows

1) Tax Consequences of an Outright Sale: Simply selling the concentrated positions with highly appreciated current market values compared to their original cost (cost basis) result in an immediate taxable capital gain (selling price – tax cost basis) and associated tax liability for the owner

2) Liquidity: Concentrated position in a publicly traded stock is illiquid when the size of the concentrated position is large relative to the trading volume of the company’s shares or when the owners have legal constraints with regard to the timing and amount of any sales Concentrated position in privately traded shares is illiquid because private company’s shares have no readily available market Similarly, direct ownership of investment in real estate is also illiquid due to large transaction size and lack of availability and timeliness of information

3) Institutional and Capital Market Constraints: They can further be classified as follows:

a) Margin-Lending Rules: Margin-lending rules are the rules that determine the maximum amount that a bank or brokerage firm is allowed to lend against

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the securities positions owned by their customers

Certain types of secured lending that is reported as

“off-balance sheet” debt (i.e prepaid variable

forward, discussed below) are considered as

“sales” for margin rule purposes (but not for tax

purposes; implying that capital gains taxes can be

deferred or eliminated) and are therefore NOT

subject to margin rules

There are two types of Margin Regime

i Rule-based system: In a rule-based system, the

maximum amount that can be lent against the

security owned by the customer (investor)

depend on strict rules regarding the purpose of

the loan For example, in U.S if the loan

proceeds will be used to buy additional

securities, then the bank can lend a maximum

of 50% of the value of the stock

ii Risk-based system: Under a risk-based system if

the stock is completely hedged by a long put,

then bank or brokerage firm can lend 100% of

the put strike to the investor even if the loan

proceeds will be used to buy additional

securities Portfolio margining is an example of a

risk-based margin regime The risk-based rules

provide greater flexibility to advisors with regard

to obtaining desired economic and tax

outcomes

b) Securities Laws and Regulations: Company insiders

and executives are subject to various regulatory

selling constraints i.e prohibition from selling during

black-out periods, or when in possession of material

nonpublic information; disclosure/reporting

requirements; restrictions regarding the timing and

volume of sales or hedging transactions

c) Contractual Restrictions and Employer Mandates&

Policies: Contractual restrictions include IPO

“lock-up” periods Employer mandates and policies

include a prohibition from buying/selling during

“blackout period”; “right of first refusal” that require

equity-holders of a private company to first give

other equity investors the right to buy the interest at

the same price and under the same conditions as

being offered to a third party before selling their

investment to a third party These restrictions and

mandates tend to reduce the liquidity of an

investment holding

d) Capital Market Limitations: Factors that affect

dealers’ decision to execute collars or use other

hedging techniques include:

critically important for the dealer to manage its

counterparty risk The investor executing the hedging

transaction with the dealer can lend its “long” shares

to the dealer (provided that the investor has no

restrictions on lending); however, for tax purposes,

the transaction is considered as a “sale”

very important for the dealer to periodically adjust its

hedge

trading volume of the stock is important for the dealer to analyze shares’ propensity to move in upward or downward direction This implies that dealers prefer to enter into a hedging transaction for

the shares of a company with an established trading

history/pattern

4) Psychological Considerations: Psychological considerations of clients that negatively affect the decision making of holders of concentrated positions and act as constraints to dealing with concentrated positions include:

a) Emotional Biases: For example,

• Overconfidence and familiarity (illusion of knowledge)

• Status quo bias

• Nạve extrapolation of past returns

• Endowment effect

• Loyalty effects b) Cognitive Biases: For example,

• Conservatism

• Confirmation

• Illusion of control

• Anchoring and adjustment

• Availability heuristic Emotionally biased clients should be advised differently from the clients with cognitive errors i.e emotionally biased clients should be advised by explaining the effects of investment program on various investment goals and by determining a deceased person’s objective in owning the concentrated position and bequeathing it; whereas clients with cognitive errors should be advised by providing quantitative measures e.g S.D and Sharpe ratios

NOTE:

Behavioral biases are discussed in detail in Reading 6 and 7

3.5 Goal-Based Planning in the

Concentrated-Position Decision-Making Process Investment advisors can incorporate psychological considerations of their clients holding concentrated positions into asset allocation and portfolio construction decisions using “Goal-based Planning” Goal-based planning involves dividing a portfolio into following three

notional “risk buckets” addressing different investment

goals and then determining appropriate asset allocation Practice: Example 1,

Volume 2, Reading 11

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consistent with each risk bucket and its corresponding

goals

1) Personal Risk Bucket: The goal of personal risk bucket

is to protect the client from poverty or significant

decrease in standard of living Hence, asset

allocations to this bucket focus on investing in low-risk,

low-return investments for the purpose of minimizing or

eliminating loss These low-risk investments include

client’s primary residence, certificates of deposits,

Treasury bills, and other “safe haven” investments

2) Market Risk Bucket: The goal of market risk bucket is to

maintain the current standard of living Hence, asset

allocations to this bucket focus on investing in assets

with average risk-adjusted market returns, e.g stocks

and bonds

3) Aspirational Risk Bucket: The goal of aspirational risk

bucket is to increase wealth substantially Hence,

asset allocations to this bucket focus on investing in

high-risk, high-return assets e.g client’s concentrated

positions (i.e privately owned businesses, investment

real estate, concentrated stock positions, stock

options etc.)

• Owner’s Primary Capital: Owner’s primary capital is

the assets owned by the client other than the

concentrated position It comprises assets that are

allocated to his or her personal and market risk

bucket

• Primary capital requirement: The capital needed to

be allocated to client’s personal and market risk

buckets is referred to as primary capital requirement

• Owner’s Surplus Capital: It is the capital in excess of

the primary capital requirement It comprises assets

that are allocated to his or her aspirational risk

bucket

Goal-based planning approach helps investors in

identifying concentration risk and in determining

whether a sale or monetization will enable the investor to

meet his/her financial goals

• For example, if investor’s goal is to maintain its

current standard of living after retirement, then

he/she should allocate a significant amount of the

portfolio to the personal risk and market risk buckets

as well as should diversify his/her concentrated

position in a single asset

• The sale or monetization of the concentrated

position should generate sufficient after-tax

proceeds to help investor achieve financial

independence, i.e meet his/her lifetime spending

needs and desires

Various factors are considered to determine the ability

of the sale or monetization of the concentrated position

to achieve financial independence for the owner i.e

i The lifetime spending needs and desires of the client after the sale or monetization of the concentrated position;

ii The primary capital requirement, i.e present value of the capital needed to meet client’s lifetime

spending needs with low or zero probability of running out of money

iii Current value of the concentrated position The value of concentrated position will vary depending

on the type of monetization strategy used by the investor

iv Current value of owner’s primary capital

v The current value of the concentrated position under one or more of the monetization strategies to

determine whether it is sufficient to meet client’s primary and surplus capital requirements

3.6 Asset Location and Wealth Transfers

Asset location and wealth transfers are the two tools available to investors for addressing their concentrated positions

Asset location decision refers to locating/placing

investments (different asset classes) in appropriate accounts Asset location decisions primarily depend on the tax regime governing the investor

Implications of asset location for the owners of concentrated positions:

Assets that are taxed heavily/annually should be

held in tax deferred and tax exempt accounts

• Assets that are taxed favorably (i.e at lower rates) and/or tax deferral should be held in taxable accounts

Wealth transfer planning refers to determining the most tax-efficient method and timing of wealth transfer

at the time before substantial appreciation of the value of the concentrated position include:

A Direct gifts to family members

B Direct gifts to long-term trusts

C Ownership transfer estate freeze (or an early of an estate): This strategy seeks to transfer future appreciation (typically of a corporation, partnership, or limited liability company) to the next generation at little or no gift or estate tax cost Under this strategy, only the current market value (not the future appreciation) of the equity Practice: Example 2,

Volume 2, Reading 11

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position is subject to gift or wealth transfer tax

In a typical corporate estate tax freeze involving a

recapitalization of a closely held family-owned

corporation,

• The older generation owning all of the stock of the

company exchanges their existing company’s stock

for two newly issued classes of stock i.e

is equal to the current value of 100% of the

corporation These shares are held by the older

generation These shares pay a fixed rate like

bonds; thus, their value does not appreciate

greatly

nominal value and are gifted to the next

generation The value of common shares increase

with the future appreciation in the value of the

corporation However, the appreciation is not

subject to any gift or estate tax until the common

shares are passed by gift or bequest to the next

generation

• Due to the voting power attached to preferred

shares, the control of the company is retained by the

older generation

• The preferred shares can be redeemed and voting

rights may be provided to common shareholders

upon retirement or death of the older generation

NOTE:

The corporate estate tax freeze is not allowed in all

jurisdictions

It must be stressed that it is highly important for an

advisor to plan the management of an owner’s

concentrated positions as early as possible because

over time, as the concentrated position appreciates in

value, wealth transfer tools (although still useful) tend to

be less efficient, more complex, and expensive to

implement

concentrated position, the transfer tax can be

minimized by contributing the concentrated position

to a limited partnership and gifting the limited

partnership interests to the next generation

• The value of a limited partnership interest is typically

less than the proportionate value of the underlying

assets (discount of 10-40%) due to the following two

reasons:

partnership interests are restricted and difficult to

sell outside the family

partnership (as represented by general

partnership interest) and the concentrated

position within it is retained by the parents, the

value of limited partner’s non-controlling interest is

low

• Contributing the concentrated position to a limited

partnership generate gift tax savings at the time of

transfer as well as estate tax savings if the value of concentrated position appreciates by the time the parent dies

Example:

Suppose the value of concentrated position is $10 million and the combined discount is 30% The parents decide

to transfer 25% interest to their children Hence, Value of interest gifted to children = 25% × $10 million ×

(1 – 30%)

= $1.75 million

If the value of $10 million concentrated position increases to $35 million by the time the parent dies, Value of interest held by children = 25% × $35 million

= $8.75 million Gift tax valuation = $1.75 million

3.7 Concentrated Wealth Decision Making: A

Five-Step Process

Step 1

•Identify, establish , &

document objectives &

constraints of the owner of the concentrated position

as well as the impact of those constraints

Step 2

•Identify tools or strategies that can be used to meet owner's objectives consistent with constraints

Step 3

•Thoroughly compare tax advantages and disadvantages of each tool or strategy

Step 4

•Thoroughly compare

non-tax advantages

and disadvantages of each alternative tool or strategy

Step 5

•Formulate and document an overall strategy that best meets client's objectives after comparing tax & non-tax advantages and disadvanatges of each alternative tool

Practice: Example 3, Volume 2, Reading 11

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4 MANAGING THE RISK OF CONCENTRATED SINGLE-STOCK

POSITIONS

Common Tools/strategies that can be used to mitigate

the risks of any concentrated position are as follows

These tools may vary depending on the jurisdiction

A Outright sale: It refers to simply selling the security to

reduce concentrated position

Advantages:

• It is the simplest method

• It provides investors the maximum flexibility with

regard to disposition or reinvestment of sale

proceeds

• It facilitates the owner to reduce overall portfolio risk

and achieve diversification

Disadvantages:

• It incurs tax liability (i.e capital gains tax)

• It is most suitable for publicly traded shares and for

positions with no sale restrictions

• An outright sale eliminates any upside price

potential associated with the concentrated position

and also results in loss of dividends and voting

power

B Monetization strategies: Monetization strategies

facilitate owners to mitigate the risks of a

concentrated position without incurring tax liabilities

Examples of monetization strategy that involve

borrowing include:

• Margin loan: It is a loan against the value of a

concentrated position

• Recourse and non-recourse debt

• Fixed and floating rate debt

• Loans embedded within a derivative (e.g a prepaid

variable forward)

Other monetization strategies include:

• Short sales against the box

• Restricted stock sales

• Public capital market-based transactions i.e debt

exchangeable for common offerings

• Rule 10b 5-1 plans and blind trusts (U.S.)

• Exchange funds (U.S.)

C Hedging: This strategy involves hedging the value of the concentrated asset using derivatives i.e

exchange-traded instrument (i.e options or futures) or

an over-the-counter (OTC) derivative (i.e OTC options, forward sale or swap) However, such hedging transactions must not be deemed as

constructive sale to avoid incurring taxes Transactions

that may be deemed as constructive sale of an appreciated stock include:

• A short sale of the same or substantially identical property;

• An offsetting notional principal contract on the same or substantially identical property;

• A futures or forward contract to deliver the same or substantially identical property;

4.1 Introduction to Key Tax Considerations

The risk of a concentrated asset (e.g stock) can be mitigated by shorting the stock directly or by using derivatives Either method generates the same economic outcome; but they are taxed differently Most

of the tax regimes that govern taxation of financial instruments are comprehensive in nature However, they

are not always internally consistent, i.e tax treatment of

different tools varies depending on tax regimes The internal inconsistency of tax codes allow investors to reduce their tax risk or generate significant tax savings

by selecting the tool that provides the most efficient economic and tax result

4.2 Introduction to Key Non-Tax Considerations

(Covering Section 4.2.1-4.2.6) Non-tax considerations that must be considered with regard to selecting the optimal derivative instrument for hedging the concentration risk include:

1) Counterparty Credit Risk: In an OTC derivative the investor is exposed to counterparty credit risk In contrast, exchange-traded derivatives are not subject

to credit risk of counterparty or have lower counterparty credit risk

2) Ability to Close Out Transaction Prior to Stated Expiration: Since exchange-traded derivatives are highly liquid, investors can easily close-out the transaction by entering into offsetting transactions before contract’s stated expiration Whereas in OTC derivatives, early termination of a particular contract usually involves a concession in return

3) Price Discovery: Exchange-traded derivatives facilitate price discovery due to their standardized terms and conditions By contrast, in OTC derivatives, price is determined through negotiation by the parties involved in a transaction

4) Transparency of Fees: Fees (commissions) and expenses in exchange-traded transactions are

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relatively more transparent than that of OTC

transactions

5) Flexibility of Terms: Due to customized nature of OTC

derivatives, they are relatively more flexible to meet

the specific needs of counterparties compared to

standardized exchange-traded instruments

6) Minimum Size Constraints: Exchange-traded

derivatives typically have a smaller minimum size

constraint than OTC derivatives

Three primary strategies that can be used to mitigate risk

of a concentrated position in a common stock are as

follows

1) Equity monetization

2) Hedging

3) Yield enhancement

4.3.1) Equity monetization

Equity monetization involves borrowing against the value

of the concentrated stock position and reinvesting the

loan proceeds to achieve diversification It allows an

investor to cash out the appreciated value of a

concentrated stock position without incurring any tax

liability at the time of cashing out When the stock

position is hedged, an investor can achieve a high

loan-to-value (LTV) ratio

Advantages of Equity monetization:

• It allows an investor to transfer the economic risk and

reward of a stock position without actually

transferring the legal and beneficial ownership of

that asset; implying that they do not constitute a sale

or disposition of the appreciated concentrated

position As a result, the capital gain tax on the

appreciated long position can be deferred

• It helps the owner to mitigate concentration risk by

generating the same amount of cash as that by an

outright sale but without incurring an immediate tax

liability

• This strategy is useful for stock positions with sale

restrictions or contractual restrictions

• This strategy is preferred to use when the owner (with

a large % of share holdings) wants to retain control

of the company or do not want another investor to

acquire a large block of company shares

Types of tools/strategies of Equity Monetization (Covering

Section 4.3.1.1)

A A short sale against the box: A short sale against the

box is a transaction in which an investor actually owns

the stock and protects its long position by short selling

the same stock (i.e settles the sale with borrowed

shares) The short sale proceeds can be invested in a

diversified portfolio of securities

• Due to long and short position in the same number

of shares of the same stock, any future change in the stock’s price will have no effect on the investor’s economic position Also, any dividends or other distributions received on the long shares are transferred to the lender of shares

Advantages:

• The short sale against the box enables an investor to lock in a profit without recognizing the related capital gains tax

The short sale against the box creates a riskless

position due to simultaneous long and short position

in the same stock As a result, the investor can earn a

money market rate of return on the stock position

and can borrow with a high loan to value (LTV) ratio against the position (e.g up to 99% of the value of the hedged stock) with no restrictions on the use of the loan proceeds

• A short sale against the box helps investors to potentially defer the capital gains tax on a concentrated position

• It is the least expensive technique as:

o It has low net cost of borrowing because the interest earned on the hedged stock position can

be used to pay the interest expense of the margin loan

o It has low dealer fees compared to synthetic short sales transactions

B A total return equity swap: It is a bilateral contract in which an investor agrees to pay out the total return of the equity, including its dividends and capital

appreciation or depreciation, to the dealer; and in return, receives a regular fixed or floating cash flow (i.e any loss in the value of the equity + One-month LIBOR - Dealer spread)

• Due to derivative dealer spread paid by the investor, the money market rate of return earned by the investor will be slightly less than that of a short sale against the box

• Because the stock position is completely hedged, an investor can borrow with a high LTV ratio against the position

C Options (forward conversion with options): It involves

constructing a synthetic short forward position against

the long position in the asset

Synthetic short Forward = Long Put + Short Call Where, the long put and short call options are on the same underlying asset with the same strike price and the same termination date

• When the stock price falls to zero  investor exercises the long put option  delivers the stock to the dealer and receives the put strike price

• When the stock price increases  the counterparty exercises the call option  investor delivers the stock

to the counterparty and receives the call strike price

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Advantage:

• Synthetic short forward position is riskless; as a result,

the investor can earn a money market rate of return

on the position and can borrow with a high loan to

value (LTV) ratio against the position

• Capital gains tax on the appreciated long position

can be deferred if the long and short (or synthetic

short) position is treated separately for tax purposes

D An equity forward sale contract or single-stock futures

contract: It is a bilateral contract where the investor

agrees today to exchange the stock at some future

date at a fixed price; and in return, receives the

“forward price” from the dealer at some future date

Advantage:

• An equity forward sale position is riskless; as a result,

the investor can earn a money market rate of return

on the position (represented by forward price) and

can borrow with a high loan to value (LTV) ratio

against the position

Disadvantage:

• If at contract termination, market price of the stock

> forward price, investor receives the forward price

and loses any upside price potential

4.3.1.2 Tax Treatment of Equity Monetization Strategies

The investor should select the most tax-efficient equity

monetization strategy

Characteristics of a Tax-efficient hedging tool:

• Unwinding or cash settlement of the hedging

transaction results in a long-term gain rather than

short-term gain

• Unwinding or cash settlement of the hedging

transaction results in a short-term and currently

deductible loss

• The physical settlement of the contract generates a

long-term gain rather than a short-term gain

• Monetization strategy has carrying costs that are

currently deductible

• Hedging transaction has no impact on the taxation

of dividends or distributions received on the shares

General Income Tax Regimes

A Common Progressive Regime: Under this regime,

ordinary income is taxed at progressive tax rates

whereas all three investment income (i.e dividends,

interest, & capital gains) are taxed at favorable tax

rates It is the most common tax regime

B Heavy Dividend Tax Regime: Under this regime,

• Ordinary income is taxed at progressive tax rates

• Interest and capital gains are taxed at favorable tax

rates

• Dividends are taxed at ordinary rates

C Heavy Capital Gain Tax Regime: Under this regime,

• Ordinary income is taxed at progressive tax rates

• Interest and dividends are taxed at favorable tax rates

• Capital gains are taxed at ordinary rates

It is the least common tax regime

D Heavy Interest Tax Regime: Under this regime,

• Ordinary income is taxed at progressive tax rates

• Dividends and capital gains are taxed at favorable tax rates

• Interest income is taxed at ordinary rates

E Light Capital Gain Tax Regime: Under this regime,

• Ordinary income, interest, and dividends are taxed

at progressive tax rates

• Capital gains are taxed at favorable tax rates

It is the second most commonly observed tax regime

F Flat and Light Regime: Under this regime,

• Ordinary income is taxed at flat tax rates

• Interest, dividends, and capital gains are taxed at favorable tax rates

G Flat and Heavy Regime: Under this regime,

• Ordinary income, dividends and capital gains are taxed at flat tax rates

• Interest income is taxed at favorable tax rates 4.3.2) Lock in Unrealized Gains: Hedging Hedging provides protection against downside risk of the concentrated position but without losing the upside price potential associated with the stock

Two major hedging approaches (Covering Section 4.3.2.1 – 4.3.2.2):

1) Purchase of puts: This strategy is referred to as

“protective put”

Protective Put = Long stock position + Long Put position

• Purchasing put option requires the payment of cash

up front in the form of option premium The put option premium depends on various factors i.e

stock, the higher (lower) the put option premium

will be

strike price of a put option, the higher (lower) put

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option premium but the smaller (greater) the

downside risk will be

lower (higher) the put option premium will be

Advantages:

• A long put option on the concentrated stock

position provides downside protection (by setting a

floor price) while retaining the upside potential but

without recognizing the related capital gains tax

• A long put option on the concentrated stock

position enables an investor to retain any dividends

received and voting rights

Strategies that can be used to reduce the cost of

acquiring puts (i.e option premium) are as follows:

• Buying at-the-money or slightly out-of-the-money

put options with relatively lower option premium

• Using “put-spread” strategy that involves buying a

put option with a higher exercise price and selling an

otherwise identical put option with a lower strike

price but with the same maturity as the long puts

o Selling put generates some premium income,

which can be used to partially finance the cost of

long put

o However, by selling put option, investor faces

downside risk whenever the underlying stock price

further declines below the strike price of the short

put

• Using a “Knock-out” put option in which once the

stock price increases to a certain level, the

downside protection disappears before its stated

expiration date As a result, it has lower option

premium than that of “plain vanilla” put It is an

“exotic” option and is traded only over-the-counter

for fairly large positions

• Using a cashless or zero-premium collar (discussed

below)

2) Cashless (or zero-premium) Collar: In a cashless

collar, an investor purchases an out-of-the-money put

option (i.e with a strike price ≤ current stock price) on

the underlying position and simultaneously sells a call

option with the same maturity but with the same strike

price > current stock price

Cashless collar = Long Put + Short Call

• An investor receives premium income by selling a

call option, which can be used to fully finance the

purchase of the put option

• However, the short call option puts a cap on the

opportunity for unlimited capital appreciation by

setting a ceiling price established by the covered

call* It must be stressed that using a cashless equity

collar reduces, not eliminates, the investment risk

• When stock price > call strike price, call option is

exercised and the investor delivers his long shares

and receives

Call strike price + Call premium received – Put

premium paid

• When at expiration, stock price lies between strike price of put and call option, both options expire worthless and the investor receives (Call option premium received – Put option premium paid)

• When stock price < put strike price, the investor exercises put option and delivers his long shares and receives

Put strike price + Call premium received – Put

premium paid

*The upside potential can be increased using different approaches i.e

selling call option with a higher strike price because

the lower the put strike price, the lower the put option premium whereas the higher the call strike price, the lower the call option premium

selling a call option of the same maturity: Selling a

put generates some premium income that can be used to partially finance long put option However, investor faces downside risk whenever the underlying stock price further declines below the strike price of the short put but will have more upside potential than with a plain vanilla cashless collar

iii Using a Debit collar: It involves paying a portion of

put premium “out of pocket” Using debit collar allows investor to sell a call with a higher strike price

in order to finance the net cost of the put

Important to Note: In Exchange-traded options, the

premium received on short call option is taxed as a short-term capital gain in the year of expiration of option

4.3.2.3 Prepaid Variable Forwards

A pre-paid variable forward (PVF) is a forward contract

in which the investor agrees to sell a specific number of

shares in the future at pre-specified future date in return

for an upfront cash payment from the counterparty The number of shares to be actually delivered at maturity will be determined by some preset formula e.g based on long put strike price and a short call strike price That is,

• If the share price at pre-specified future date is < put strike price:

o When PVF is physically settled: An investor has to deliver all of its shares

o When PVF is cash settled: An investor has to pay the dealer the then-current value of shares in cash

• If the share price at pre-specified future date is greater than put strike price but less than call strike price:

o When PVF is physically settled: An investor has to deliver shares worth put strike price

o When PVF is cash settled: An investor has to pay the dealer put strike price in cash

• If the share price at pre-specified future date is >

Trang 10

call strike price:

o When PVF is physically settled: An investor has to

deliver shares worth (put strike price + value of

shares in excess of the call strike price)

o When PVF is cash settled: An investor has to pay

the dealer [put strike price + (then-current price of

shares – call strike price)]

An investor can enter into another PVF to generate the

liquidity to meet its obligations under the original PVF

4.3.2.3 Choosing the Best Hedging Strategy

The optimal hedging strategy is the one that is most

tax-efficient Unlike common shares, restricted company

shares and employee stock options are taxed similar to

other forms of compensation income (salary & bonus)

i.e at significantly higher rates than long-term capital

gains income

Mismatch in Character: When the investor has ordinary

income on the concentrated position but capital loss on

the hedge, it is referred to as a mismatch in character

Due to this mismatch in character, the capital loss on the

hedge may not be currently deductible because capital

losses are generally deductible against capital gains, not

against ordinary income In the U.S., mismatch in

character can be avoided by using a swap with an

optionality of a collar embedded within it

4.3.3) Yield Enhancement

In order to enhance the yield of a concentrated stock

position while decreasing its volatility, investors can write

covered calls against some or all of the shares

Covered Call = Long stock position + Short call position

(with a strike price > current stock price)

• Writing a covered call generates cash up front in the

form of option premium but provides limited upside

potential (i.e call strike price + premium received)

• The downside protection on share price is limited to

the option premium received on the front-end of the

transaction However, covered call strategy may

help in psychologically preparing the owner to

dispose off those shares

• This strategy is preferred to use when the stock is

owned by the investor and when the stock price is

expected to move in a trading range for the

foreseeable future

• Covered call strategy involving short calls with

staggered maturities and strike prices can be used

as an alternative to a structured selling program 4.3.4) Other Tools: Tax-Optimized Equity Strategies With regard to managing risk of a concentrated stock position,

1) Tax-optimized equity strategies can be used as an

index-tracking strategy with active tax management:

An index-tracking separately managed portfolio is quantitatively designed to closely (not perfectly) track

a broad-based market index on a pre-tax basis, and outperform it on an after-tax basis

• An index-tracking separately managed portfolio is funded by cash, from the partial sale of the investor’s concentrated stock position, from the monetization proceeds derived from the hedged stock position, or a combination of any of these

These strategies use opportunistic capital loss

harvesting and gain deferral techniques that can be

used by the investor to sell a commensurate amount

of concentrated stock without incurring any capital gains taxes

2) Tax-optimized equity strategies can be used in the

construction of completeness portfolios: Constructing

a completeness portfolio is a strategy in which an investor “completes” investment in a single security (i.e concentrated stock position) by purchasing a basket of other liquid securities (having low correlation with the concentrated stock) to hold a portfolio that tracks the broadly diversified market benchmark By combining a concentrated stock position with additional liquid securities, the concentration risk is reduced and the portfolio may

behave like some desired index

• Completeness portfolio uses capital loss harvesting that facilitates the investor to sell a commensurate amount of concentrated stock without incurring any capital gains tax

• With the passage of time, the size of the concentrated stock position declines to zero and the investor ends up holding a diversified portfolio of lower-basis (not current) stocks

Limitations:

• Completeness portfolio strategy is only suitable for investors who have access to other liquid assets besides their concentrated stock position because constructing a completion portfolio requires significant liquidity

• Implementing a completeness portfolio strategy tends to require significant time

• Liquidation of a diversified market portfolio incurs a capital gain tax

Practice: Example 5,

Volume 2, Reading 11

Practice: Example 4,

Volume 2, Reading 11

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