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Reginald was born to Linus and Trisha Gallow in 1990. The Gallow's were an incredibly rich family, and supplied Reginald with the finest education found in Sunset Valley. At school, Reginald met Stewart Lipton. The two became best friends.
After Linus and Trisha died in 2014, Reginald inherited their money, which made Reginald incredibly rich. She treated herself and her friends to a night in a casino. As Reginald got to the expensive casino, he began wasting away his inheritance immediately. He started with over a million and ended with 100 simoleons. He barely scraped back to Sunset Valley. He got a job working at a local café.