[citation needed] As a High Court judge, Masoodi ruled in October 2015 that the Article 370 of the Constitution of India that gives special status to the state of Jammu and Kashmir is permanent.

[2] In 2019, he was elected to Lok Sabha, the lower house of the Indian Parliament, from the Anantnag constituency, after defeating former Jammu and Kashmir Pradesh Congress Committee President Ghulam Ahmad Mir by nearly 8000 votes.

In August 2019, as the Union government moved to revoke of the provisions of Article 370, Masoodi opposed the resolution in the Lok Sabha.

[5] After the resolutions were passed by both the Houses of Parliament, Masoodi petitioned the Supreme Court of India, along with Mohammad Akbar Lone, asking for the revocation to be declared invalid.

Masoodi lost a bid for reelection in the 2024 Indian general election from the reformed Anantnag–Rajouri Lok Sabha constituency.