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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.
- Fact-Checking JL Collins on The Diary of a CEO
- School Stock Market Games Reward the Luckiest Bet
- Fidelity Cash Management Account: Can SPAXX Replace Your Checking Account?
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.
- Are TIPS Safer Than They Seem? We Re-Ran Elm's Spending-Risk Test
- Is a 5% Treasury Yield Too Good to Be True?
- Roth Conversion Calculator: How Much to Convert Each Year
Investing & Portfolio
Asset allocation, factor investing, global diversification, and the research behind how to actually build a portfolio that works over decades.
- Are TIPS Safer Than They Seem? We Re-Ran Elm's Spending-Risk Test
- Bonds Yield 5% Again. Should You Rebalance Your 60/40 Now?
- Mean-Variance Optimization Out of Sample: The 1/N Test, Rerun on 21 Years of New Data
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.
- Bonds Yield 5% Again. Should You Rebalance Your 60/40 Now?
- Roth Conversion Calculator: How Much to Convert Each Year
- VTSAX vs FSKAX: Should You Switch to the Cheaper Index Fund?
Equity Compensation
RSU taxation, withholding elections, concentration risk, and how to think about tech-industry equity comp alongside the rest of your financial picture.
- Borrow or Sell for the Down Payment? Box Spreads, Pledged-Asset Lines and the Vest Bridge
- 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
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.
- Borrow or Sell for the Down Payment? Box Spreads, Pledged-Asset Lines and the Vest Bridge
- The Beach Rental That Cut Taxes and Lost Money: A 15-Year Case Study
- Do Higher Interest Rates Cause Inflation? What the Evidence Says About the Fed's September Hike
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.
- Permanent Portfolio vs. Golden Butterfly vs. Cockroach: Who Each One Is For
- Do Daily Resets Hurt Leveraged ETFs? 100 Years of Data
- Will Government Bonds Blow Up? What the 2026 Sell-Off Means for Your Bond Fund
Short videos
More on YouTubeWhy I Max Out My Mega Backdoor Roth ($254K Example)
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Read the guideThe 4% Rule Isn't a Rule
Read the guideMost Stocks Lose to T-Bills. The Market Still Wins.
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