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Investing insights & market education

In-depth articles, explainers, and perspectives on investing, markets, and long-term financial decisions.

Recent articles

What are the tax implications of selling losing investments now versus waiting (taxable vs IRA accounts)?
Which cryptocurrency ETFs, if any, pay distributions, and which currently show the highest trailing yield in my portfolio?
We use dividends from our HSA to pay healthcare costs - does this approach optimize taxes and cash flow?
How much in dividends could I receive from my SCHD position per year over the next 10 years (projection with assumptions)?
How should I allocate if I plan not to work for a few years (sabbatical funding + risk runway)?
Too much cash check: aside from my HSA and long-term-care accounts, am I keeping excess idle cash?
What is an ideal asset-allocation strategy for a five-year retirement horizon?
Continuing AI conversations, GPT-5, and linking liability accounts
Can I contribute to a Roth IRA if I’ve already contributed to a Traditional IRA (including backdoor options)?
Should specific growth stocks (e.g., large-cap AI names) live in my taxable brokerage or in an IRA for tax efficiency?
What’s a good total-market index mutual fund that isn’t heavily tilted toward technology?
How can I identify and reduce over-concentration risks in my 401(k) (by issuer, sector, and factor)?
Are there known limitations syncing invested plans/data from Empower, and how can I backfill missing transactions?
What are the tax implications of holding a money market fund like SPAXX in a taxable vs IRA account?
What is the right Fidelity bond fund or stable value fund for conservative cash management?
How have municipal bond funds held up in market drawdowns greater than 10%?
Is shifting from an intermediate-term bond fund to a short-term bond fund a better move in a rising-rate or volatile environment?
AI Tax Forecasting for High-Income Investors
AI Tools for Emotion-Free Growth Investing
AI vs. Manual Rebalancing: Cost and Efficiency
OpenAI hires ex-bankers for project on AI replacement of Wall Street analysts
AI Dividend Reinvestment: Tax Efficiency Explained
How AI Simplifies Short-Term Rental Operations
Avoid Common Mistakes in Financial Goal Setting

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