Jacob grew up in the small town of Waterloo, NY. He has two younger siblings, Cody and Chad Weigand. Cody is working for an auto company and Chad is attending high school both still residing in Waterloo. Jacob's mother (Lee-Ann), is working for the Geneva City School District as an accountant and cafeteria food management. His father (Jeffery), works for the Geneva Housing Authority. Waterloo is located in the Heart of the Finger Lakes area.

While attending Waterloo high school, Jacob went to a vocational school from 1999 to 2001 where he studied analog and digital electronics, as well as computer repair and basic networking skills. After graduation, he worked for the NYS Agriculture Experiment Station for 5 years doing HVAC Control Systems and backup for the primary network technician. While working at the Experiment Station Jacob attended Finger Lakes Community College where he obtained his Associates degree in Computer Science. He left his job at the Experiment Station to become an RIT student full time to receive his Bachelors Degree in Software Engineering.

Jacob currently resides in Newark, NY with his wife Johanna and his 4 children: Jade (8 years), Joy (6 years), Samantha (3 years), Emelia (15 months), their two Great Danes, and two ferrets.