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Derivatives

Futures Contracts

A standardised agreement to transact at a set price on a future date. Unlike an option, both parties are obliged, and the exposure is the full contract value.

Intermediate3 min read
Derivatives

Futures Margin and Daily Settlement

Futures margin is a performance bond, not a loan. Positions settle in cash every day, which means a losing position consumes cash before it is closed.

Advanced3 min read
Derivatives

Roll Yield in Practice

A fund holding futures must roll them forward. The shape of the futures curve determines whether that roll costs money or earns it, and over years the effect dominates.

Advanced3 min read
Derivatives

VIX and Volatility Products

An index measuring expected volatility over the next thirty days. It cannot be held directly, and the products referencing it behave differently from the index.

Advanced4 min read
Derivatives

Leveraged and Inverse Funds

Funds targeting a multiple of an index's daily return. The daily reset means their long-run behaviour differs from the multiple in ways that are mathematical rather than incidental.

Advanced3 min read
Crypto

What a Blockchain Is

A ledger maintained by many parties at once, where entries are appended in batches and the ordering is agreed by a mechanism rather than by an institution.

Foundations4 min read
Crypto

Custody and Keys

Whoever controls the private key controls the asset. There is no institution positioned to reverse a transfer, restore access or adjudicate a dispute.

Foundations4 min read
Crypto

Platforms and Counterparty Risk

A balance shown on a platform is a claim on that platform. The distinction between a claim and a holding is the subject of most of the sector's failures.

Intermediate4 min read
Crypto

Spot Crypto ETFs

An exchange-traded wrapper holding the asset itself, traded through an ordinary brokerage account. The wrapper changes the custody and the protections, not the underlying volatility.

Intermediate3 min read
Crypto

Stablecoins

Tokens designed to hold a constant value against a currency. What they hold behind them, and who has a claim on it, differs enormously between them.

Intermediate4 min read
Crypto

The Regulatory Position

Which regulator covers a digital asset depends on whether it is a security, and that question has been contested in litigation for years.

Intermediate4 min read
Portfolio

Asset Allocation

The split between asset classes is the decision that determines most of a portfolio's variability. It is also the one made least often and reviewed least carefully.

Foundations4 min read
Portfolio

Rebalancing

Left alone, a portfolio drifts toward whatever has performed best. Rebalancing restores the intended weights, which means selling what has risen.

Foundations3 min read
Portfolio

Dollar-Cost Averaging

Investing a fixed amount at regular intervals. It is two different things depending on whether it describes ongoing contributions or the deployment of a lump sum.

Foundations4 min read
Portfolio

Horizon and Risk Tolerance

Two different constraints that are frequently treated as one. Horizon is a fact about when the money is needed; tolerance is a fact about what will actually be held through.

Foundations4 min read
Portfolio

Choosing a Benchmark

A return means nothing on its own. What it is compared against determines whether it was good, and the comparison is frequently chosen to flatter.

Intermediate3 min read
Portfolio

Tracking Error

How far a portfolio's returns deviate from its benchmark, measured as a standard deviation. It quantifies how different a portfolio is, not how good.

Intermediate3 min read
Portfolio

Sharpe, Sortino and Risk-Adjusted Return

Return per unit of risk, where risk means the variability of returns. The measures are useful, widely quoted, and rest on assumptions that returns do not satisfy.

Intermediate3 min read
Portfolio

The Efficient Frontier

The set of portfolios offering the highest expected return for each level of risk. A foundational idea, and one whose inputs are estimates with enough error to move the answer entirely.

Advanced4 min read
Portfolio

Performance Attribution

Decomposing a return into the decisions that produced it. Without it, a good year and a lucky year look identical.

Advanced3 min read
Portfolio

Home Bias

Investors everywhere hold far more of their own country's market than its share of the world would suggest. The pattern is universal, well documented, and only partly rational.

Intermediate3 min read
Portfolio

Concentration and Diversification

Diversification lowers the variability of an outcome and lowers the extremes in both directions. Which is preferable is a question about objectives rather than about markets.

Intermediate4 min read
Portfolio

Taking Money Out

Drawing down a portfolio is a different problem from building one, because the order of returns starts to matter. The same average return can produce very different outcomes.

Advanced4 min read
Quant

The Value Factor

The tendency for cheap securities to outperform expensive ones over long periods. One of the most studied effects in finance, and one that spent a decade not working.

Advanced4 min read
Quant

The Momentum Factor

Securities that have performed well over the past several months have tended to continue over the following months. Robust, widely replicated, and prone to sudden severe reversals.

Advanced3 min read
Quant

Quality and Profitability

Profitable, stable, conservatively financed companies have outperformed their opposites. The effect is well supported and the definition of quality is not standardised.

Advanced3 min read
Quant

Size and Low Volatility

Two of the original documented effects. One has weakened substantially since publication; the other contradicts the basic risk-return relationship and has persisted.

Advanced3 min read
Quant

Factor Cyclicality

Every documented factor has spent long periods underperforming. The horizon required to evaluate one is longer than most people's patience, which is part of why the premiums may persist.

Advanced3 min read
Quant

Backtesting

Testing a rule against historical data. The exercise is essential, straightforward to perform, and extremely easy to perform in a way that produces a meaningless result.

Advanced3 min read
Quant

Overfitting

A model complex enough to describe the past perfectly has described the noise as well as the signal, and the noise does not repeat.

Advanced4 min read
Quant

Survivorship and Look-Ahead Bias

Two errors that inflate results silently. One tests only the securities that made it; the other uses information that was not available at the time.

Advanced4 min read
Quant

Modelling Transaction Costs

The gap between a backtest and a live result is usually costs. They are certain, they scale with turnover and size, and they are the most commonly omitted input.

Advanced3 min read
Quant

Walk-Forward Testing

Fitting on one window and testing on the next, repeatedly. It is the closest a historical test can come to simulating how a strategy would actually have been run.

Advanced4 min read
Taxes

Capital Gains, Short and Long

A realised gain is taxed at a rate that depends on how long the position was held. The boundary is one year, and it is frequently the largest single cost in a short-horizon method.

Foundations3 min read
Taxes

Qualified and Ordinary Dividends

Dividends are taxed at two different rate structures, and which one applies depends on the payer and on how long the shares were held around the ex-date.

Foundations4 min read
Taxes

Cost Basis Methods

When part of a position is sold, which shares were sold is a choice. The default is usually first-in first-out, and it is rarely a deliberate one.

Intermediate4 min read
Taxes

Wash Sales

A loss is disallowed if a substantially identical security is bought within a window around the sale. The loss is not lost; it moves into the basis of the replacement.

Intermediate4 min read
Taxes

Tax-Loss Harvesting

Realising a loss to offset a gain is a deferral rather than a saving, and the value of the deferral depends on the rate difference and on what is bought instead.

Intermediate4 min read
Taxes

Tax-Advantaged Accounts

The two structures defer tax at different ends. Which is preferable depends on rates now against rates later, which nobody knows.

Foundations4 min read
Taxes

Required Minimum Distributions

Tax deferred is not tax forgiven. Traditional retirement accounts must begin distributing at a specified age, and the amount is set by a table rather than by choice.

Intermediate4 min read
Taxes

K-1s and Partnership Structures

Some listed securities are partnerships rather than corporations. They report on a K-1 instead of a 1099, arrive late, and carry consequences that surprise holders.

Intermediate4 min read
Taxes

Foreign Withholding on Dividends

A dividend from a foreign company is often taxed at source before it arrives. Whether any of it can be recovered depends on treaties and on the account it is held in.

Intermediate3 min read
Taxes

State Considerations

Federal rules are only part of the picture. States tax investment income differently, and some securities are treated differently depending on where the holder lives.

Intermediate4 min read
Protection

Who Regulates What

Several bodies oversee different parts of the market, and knowing which one covers a firm determines both what rules apply and where a complaint goes.

Foundations4 min read
Protection

Checking a Firm or an Individual

Registration status, employment history and disciplinary record are public and free. The check takes a few minutes and is the single highest-value habit in this subject.

Foundations4 min read
Protection

The Recurring Warning Signs

Investment fraud is not endlessly creative. The same small set of features appears across cases separated by decades, which is what makes a checklist useful.

Foundations4 min read
Protection

Ponzi Structures

A structure that pays existing participants from incoming money rather than from returns. It has a fixed arithmetic and a fixed ending, and both are visible from outside.

Foundations4 min read
Protection

Affinity Fraud

Fraud that spreads through a community rather than through advertising. The shared affiliation does the work that due diligence would otherwise do.

Foundations4 min read
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