After graduating with a Bachelor of Arts degree in Education, he taught at Roberto Clemente High School in Chicago's neighborhood of Humboldt Park.

Reboyras worked his way up into other areas of city government- first as an Equipment Dispatcher, then with the Tank Remediation Program for Fleet Management, an Equipment Coordinator for the Water Department where he assisted with design specifications for the Fleet Management Division, until finally being promoted to Deputy Commissioner for the Department of General Services.

In 2010 Reboyras cosponsored an ordinance with 38th Ward Alderman Tom Allen that designated a stretch of Central Avenue in the vicinity of its intersection with Belmont Avenue as "Honorary Lech Kaczynski Way" to honor the Polish President[4] who perished in the 2010 Polish Air Force Tu-154 crash.

These include the Active Transportation Alliance, Test Positive Aware Network's Ride for AIDS Chicago, the Healthy Streets Campaign, as well as local little league baseball and youth football programs.

Reboyras was also the co-founder of the Northwest Youth Basketball Association and "Maraton San-Juan," an 8K Road Race held in conjunction with the Chicago Puerto Rican Parade.