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Free, in-depth guides on the financial models and strategies behind Summitward. Evidence-based, no-fluff, with interactive calculators in every major guide.
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Getting Started
Foundations of personal finance: net worth, FI numbers, debt payoff, and the first few moves every new investor should make.
- Personal Finance Gurus vs. Economists: When Simple Rules Beat Textbook Models
- Where 155 Years of Stock Returns Actually Came From
- How to Write a Household Financial Plan (One Page, Then the Appendices)
Retirement Planning
Safe withdrawal rates, Monte Carlo simulation, Roth conversions, sequence-of-returns risk, and Social Security timing for the years when your portfolio replaces your paycheck.
- Personal Finance Gurus vs. Economists: When Simple Rules Beat Textbook Models
- Tail-Risk Hedging: Puts, CAOS, HIDE, and the Managed-Futures Alternative
- Boomer Candy: The High-Yield Investments That Turn Your Portfolio Into an Options Trade
Investing & Portfolio
Asset allocation, factor investing, global diversification, and the research behind how to actually build a portfolio that works over decades.
- What a 60/40 Portfolio Really Owns
- Personal Finance Gurus vs. Economists: When Simple Rules Beat Textbook Models
- Where to Hold International Stocks: Taxable or Tax-Advantaged?
Tax Strategy
Roth vs. Traditional, tax-loss harvesting, the tax-advantaged trifecta, HSA investing, and how to pay less tax across a full lifetime of earning and spending.
- Where to Hold International Stocks: Taxable or Tax-Advantaged?
- BOXX ETF Explained: Box Spreads, Tax Advantages, and the Tradeoffs
- Box Spread Loans: What They Save Depends on the Rate You're Escaping
Equity Compensation
RSU taxation, withholding elections, concentration risk, and how to think about tech-industry equity comp alongside the rest of your financial picture.
- One Employer, Four Exposures: Salary, Unvested Equity, Vested Stock, and Your Home
- Your Company Stock Has to Beat the Market by 3 Points a Year to Be Worth Holding
- Cash vs Equity Election: When Your Employer Lets You Convert Future Awards
Home & Big Purchases
Rent-vs-buy math, the real cost of owning a house or a car, down-payment strategy, and mortgage points: the decisions that shape your cash flow for decades.
- One Employer, Four Exposures: Salary, Unvested Equity, Vested Stock, and Your Home
- BOAT: Break Out Another Thousand, and the Number That Tells You If It's Worth It
- Total Interest Is Not the Cost of a Loan
Risk & Protection
Emergency funds, where to park cash, inflation hedges, life insurance, and the other defensive building blocks that protect the wealth you've worked to build.
- What a 60/40 Portfolio Really Owns
- Tail-Risk Hedging: Puts, CAOS, HIDE, and the Managed-Futures Alternative
- Box Spread Loans: What They Save Depends on the Rate You're Escaping
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