Casey is an active duty military periodontist and a homeschooling father of five. He and his family currently live in San Antonio.
WE’RE A SINGLE-INCOME family with five children, so the prospect of paying for college for all our kids is daunting, to say the least. Yes, our oldest is now in her second year of college. But we still have a long way to go before they’ve all crossed the finish line.
Our kids are ages 19, 17, 12, nine and six. We’ve been homeschooling them since the beginning, with a few brief exceptions, including one daughter in a Department of Defense high school in Korea for a year and another daughter in a private high school for two years.
THE FIRST TIME I remember realizing that “time flies” was during my senior year of high school. One of my class periods each day involved working in the school’s main office. My primary duty was to walk the hallways, gathering attendance sheets from each classroom.
It was a highly repetitive task, each day a replica of the prior one, with the route through the hallways never changing. On one of those days, I recall thinking,
JOY DOESN’T COME easily to me. I tend to default toward melancholy, so I try to ensure my discretionary purchases bring as much happiness as possible.
Like many readers, I’m a firm believer that buying experiences sparks more joy than buying stuff. The dollars we’ve spent on family vacations, sporting events, church mission trips and, more recently, escape rooms—worth trying sometime—have created memories that’ll last a lifetime. Yet obviously not all of our discretionary money is spent on experiences.
AS A FIRST-YEAR dental school student in 1999, when I was debating whether to apply for a military health-professions scholarship, I never gave a thought to receiving a military pension. In fact, I don’t even recall knowing that was a possibility.
I was already in debt to the tune of $65,000 from my undergraduate degree, so I was simply seeking financial aid for dental school, typically considered the most costly type of graduate education a person can buy—more so even than medical and law school.
EVERY TIME I HEAR the sage advice to pay off a mortgage before retirement, I wince. Not only will I have a mortgage in retirement, but also I won’t even make my first payment until after I retire—just as my salary plummets to zero.
I hate going against the conventional wisdom. But I really have no choice. As an active duty military officer who, for the past 20-plus years, has had to move every few years,
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