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travel roulette

My number one takeaway from travel roulette

I recently played a game of travel roulette with my friends.  We showed up at the airport at 5 am with no tickets and no plans and told the ticket agent we’d go anywhere warm.  The only conditions were that the flight had to leave that morning and cost less than $500.  After running through […]

if something happens to me

If something happens to you

Note: For help accomplishing the things discussed in this article, you might be interested in my book and organization kit If Something Happens to Me. It’s been a rough couple of months in the U.S.  Devastating hurricanes.  Wildfires.  Nuclear tensions with North Korea.  Charlottesville.  Las Vegas.  It’s all a vivid reminder that life is uncertain.  […]

surprises in retirement

4 Unexpected emotions in retirement

I’ve helped many people transition into retirement over the years and when I ask a new retiree how things are going, the response is generally positive.  That said, retirement is a huge transition and there are always unexpected feelings or emotions that crop up.  That doesn’t necessarily mean that there’s something wrong with your retirement.  […]

sunk cost

Don’t throw good life after bad

In business, a sunk cost is a cost that has already been incurred and can’t be recovered.  Economists tell us that we shouldn’t factor these costs in when making a rational decision about how to proceed.  Since we’re human and hate losses, however, we often use these previous costs as justification to invest more. The […]

Systems and Habits

Systems and Habits

Quick review I’m doing a 3-part series on how to overcome obstacles and achieve the real, significant and lasting change necessary to live the life you want, both now and in retirement.  It’s a 3-part series, because we’re covering 3 big ideas.  Idea #1 was minimalism: Deciding what doesn’t belong in your life—stuff, expenses, obligations, […]