Sinatra received a Bachelor of Arts degree, magna cum laude, in 1993 from the University at Buffalo.

He received his Juris Doctor, cum laude, in 1996 from the University at Buffalo Law School.

He then came to Hodgson Russ LLP, and served as a partner in the firm's Buffalo, New York, office.

[7] On January 3, 2019, his nomination was returned to the President under Rule XXXI, Paragraph 6 of the United States Senate.

[8] On April 8, 2019, President Trump announced the renomination of Sinatra to the district court.