Should I…?
Pick the decision you’re stuck on. Each page gives you a free decision matrix pre-filled with the criteria that matter for that choice, plus an honest guide: questions to ask, signals on both sides, and the research worth knowing.
💼 Career
Should I accept a counteroffer?Your employer wants you to stay. Before you say yes, work out whether anything besides the paycheck would actually change.Should I change careers?Weigh a new field against the one you know, and learn how to test the switch before betting everything on it.Should I go back to school?Score the cost, the payoff, and the toll on your time before you apply, borrow, or enroll.Should I quit my job?Score your situation honestly, see which way the numbers lean, and check your reasoning against what research says about change and regret.Should I start a business?Weigh your runway, your evidence, and your appetite for risk before you hand in notice or sign a lease.Should I take the job offer?Compare the offer against what you have now, criterion by criterion, before the deadline makes the decision for you.
🧭 Life
Should I get a dog?Be honest about your time, your budget, and the next decade or more before you bring a dog home.Should I move abroad?Weigh the life you have against the one you imagine overseas, then use a practical guide to test the move before you commit.Should I move to a new city?Score the city you live in against the one you're considering, then use a clear guide to test the move before you commit.
❤️ Relationships
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Free: The Hard Decision Worksheet
A 2-page printable that walks you through any tough choice in about 15 minutes — plus one practical decision tip a week. Unsubscribe anytime.