12 dilemmas

Financial decisions

Debt, investing, insurance, credit — the money decisions that keep you up at night. We break down the numbers and the emotions behind each one.

Lead story

Mortgage or Market: Where Should Your Money Go?

The most common financial dilemma: guaranteed peace or uncertain growth?

5 min— readersAug 12, 2026

Aggressively Pay Mortgage

Invest in Stock Market

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Retire Early or Live Large Now?

Your twenties and thirties are a financial superpower, but also your peak for adventure. Which path will you choose?

5 min— readersJul 29, 2026

Save Aggressively, Retire Early

Spend on Experiences Now

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Fund College or Secure Retirement: Your Toughest Choice

The financial future of your children and your own golden years hang in the balance.

5 min1 readersMay 27, 2026

Prioritize Retirement Savings

Fund Children's College

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Family or Fortune: When Helping Hurts Both

Your loved one is struggling, again. Your heart says help, but your bank account screams, "Enough!"

5 min— readersMay 11, 2026

Extend the Safety Net

Protect Your Future

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Family or Fortune: The Emergency Fund Dilemma

When the ones you love most need a hand, how much of your own hard-won security are you willing to risk?

5 min— readersMay 2, 2026

Lend the Money

Protect Your Fund

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Dream Home Now, or Future Financial Freedom?

The house you've always imagined is finally within reach – but the price tag is your entire financial safety net.

3 min1 readersApr 22, 2026

Seize the dream home.

Prioritize financial flexibility.

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