Should've got that insured, Geico for your money
from Kanye West (Ft. Jamie Foxx) – Gold Digger Lyrics on Rap Genius
Meaning
Kanye is referring to a prenuptial agreement, which is kind of like marriage insurance (if it breaks, you don’t pay), though that cute little Geico gecko doesn’t handle anything but auto insurance

He could have kept his house, cars, and wealth with a simple agreement, but without the prenup, lost it all.
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