Pittman graduated from Purchase Line High School in 1995 and was appointed to the local school board at age 18; he continued in service on the board until his graduation from Pennsylvania State University in December 1998 with a bachelor's degree in political science.
After a brief employment in Bedford County, Pittman joined Donald C. White's successful campaign for state senator in 2000 and was named his chief of staff at age 23.
[3][4][5] White resigned as state senator in late February 2019 and a special election was scheduled for May 21, 2019, to determine his successor.
Pittman announced his candidacy for the seat in March 2019 and the Republican Party of Pennsylvania supported him unanimously as their candidate.
Pittman won nearly two-thirds of the vote against Democratic challenger Susan Boser and became the next state senator for the 41st district.