In 2008, he was an independent candidate for President of the United States as well as a candidate for the U.S. Senate in New Jersey, running under the slogan "Vote Here". He received 639 votes as a presidential candidate and 9,877 in his Senate run.
In the 2012 election, Boss received 1,024 votes for President of the United States.
Jeff Boss campaign literature, posted on a wall on 9th Avenue in Manhattan.
He ran for the Democratic nomination for Governor of New Jersey in 2013, but was removed from the ballot after the New Jersey Democratic State Committee challenged the nominating petitions of all independent candidates seeking the Democratic nomination. He subsequently filed new petitions to run for Governor in the general election and appeared on the ballot as the "NSA Did 911" candidate. Out of the eight candidates, Boss finished last, with 0.1% of the vote.