re: Getting a degree later in life. Only have high school diploma,tuition is covered

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If you took two classes per semester (fall, spring, summer), that would take you seven freaking years to graduate. I'm assuming you have no college credits.

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He is going to be seven years older regardless, would be better to be 7 years older and have a degree. My dad took 15 years of night school to get a electrical engineering degree, was very common thing in his time (1950-60s).