- Brother of Jeremy Roloff, Zachary Roloff, and Molly Roloff. Son of Matthew Roloff and Amy Roloff. Grandson of Peggy Roloff and Ron Roloff.
- In October of 2006 Jacob and his father's business partner Mike Detjen were injured in a horrific accident involving a trebuchet, a medieval catapult, which was used to promote the Roloff's Farm. The trebutchet misfired while Jacob and Mike were cocking back and reloading the catapult sending the a 2000 pound counter weight crashing into them. Mike received over 200 stitches while Jacob received a dent in his skull which required surgery to relieve some of the pressure on his brain. Both Jacob and Mike have made a full recovery.
- The youngest of the four Roloff children. His sister Molly Roloff is 2 1/2 years older than he is while twins Jeremy Roloff and Zachary Roloff are 6 years older.
- May 2008: He broke his left wrist. Apparently it happened on a slide at school.
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