Chapter 12
Investment Tools

This chapter is the toolbox: what each instrument actually is, what it costs, how it is taxed, and when it belongs in your portfolio — stocks and the machinery for trading them, bonds, funds in their many wrappers, and the hybrids the industry keeps inventing. It assumes you arrive with the groundwork done: you know your Whys and have turned them into dated goals, your spending plan routes part of every paycheck to savings, and your emergency fund sits somewhere liquid, earning a real rate. If any of that is missing, fix it first — no instrument in this chapter rescues a portfolio that gets liquidated at the bottom to pay a surprise bill.

One decision precedes every instrument here: which assets belong in your portfolio, and in what proportion. That is asset allocation, covered in chapter “Asset Allocation”. Choose the mix first; pick the vehicles — this chapter — second.

Risk Tolerance of Investors
Conservative Profile
Moderate Profile
Aggressive Profile
Beyond the Questionnaire: Kelly Sizing and the Barbell
The Merton Share: Sizing the Equity Sleeve
Trading Horizon
Risks and Factors Affecting Investor Returns
Trading Securities: Stock Order Types
Primary Order Types
Time-in-Force Parameters
Conditional and Bracket Orders
Intraday Trading and Bid-Ask Spreads
Market Microstructure and Execution for Larger Orders
Margin Buying and Selling Short
Margin Buying: Leveraged Long Positions
Selling Short: Betting Against the Market
Fully Paid Securities Lending
Investing in Individual Stocks
Dividends and Tax Drag
Company Financial Indicators
Unlocking Corporate Insights: Forms 10-K, 10-Q, and 8-K
Valuing a Stock
Expected Return Frameworks
Intrinsic Valuation Models
Relative Valuation Models
Strip the Tailwinds Out of the Earnings Number
Don’t Mistake the Index for Diversification
Picking Stocks
A Taxonomy of Equity Profiles
Market Capitalization Tiers
Fundamental vs. Technical Analysis
Active Stock Selection and Behavioral Traps
The Quality Framework
What Really Matters
The CANSLIM Growth Framework
Characteristics of Wealth-Creating Companies
The Corporate Life Cycle and Investing Implications
International Equities: ADRs, Funds, and the Foreign Tax Credit
Three Ways In — One of Them Wrong
Foreign Withholding Tax and the Credit That Reclaims It
If You Will Retire Abroad, the Dollar Is Not Your Risk-Free Asset
Concentrated Stock Positions
Exchange Funds (Swap Funds)
Hedging and Monetization Alternatives
Preferred Stock
Bonds
The Fixed-Income Sleeve and the Inflation Regime
Pricing Mechanics, Yields, and Duration
Taxonomy of Fixed-Income Securities
Zero-Coupon Bonds and STRIPS
Individual Bonds Versus Bond Funds
Five Fallacies of Fixed-Income Markets
Cash Equivalents and Liquidity Management
Money Market Accounts vs. Money Market Mutual Funds
Certificates of Deposit (CDs)
Laddering and Rolling Strategies
Mutual Funds
Pricing Mechanics and Alternative Fund Structures
The Frictions of Fees and Share Classes
Tax Inefficiency and the December Distribution Trap
The Structural Obsolescence of Mutual Funds in Taxable Accounts
Foreign Mutual Funds and the PFIC Tax Minefield
Exchange-Traded Funds (ETFs)
Comparison with Mutual Funds
Expense Ratio
Types of ETFs
ETF of ETFs
Exchange-Traded Notes (ETNs)
Taxation of ETNs
Selecting and Executing ETNs
Structured Products and Market-Linked Notes
Exchange-Traded Commodities (ETCs)
Futures Roll Yield: Contango and Backwardation
Taxation and K-1 Hazards of ETCs
REITs
Categorization of REITs
Investment Channels
Fundamental Analysis Metrics
REIT Taxation and the Asset-Location Arbitrage
Master Limited Partnerships (MLPs)
Distributions and the Return of Capital Mechanism
Estate Planning: The Basis-Step-Up Arbitrage
Tax Hazards: K-1s, Passive Loss Limits, and the UBTI Trap
MLP Funds and ETNs: Simplification Wrappers
Reading the MLP Yield Pitch