The safety of tanker operations has been monitored through the Ship Inspection Report Program (SIRE). This standard kept the operations of tankers as safe as possible through frequent hardware and management process inspections. Lately, the effectiveness of the SIRE inspections in the tanker industry has shown a stagnant trend, and adequate improvement of high safety standards is needed. Accordingly, the SIRE program is being revised to the SIRE 2.0 version with a high focus on human performance and a more human-centric approach. The transition to SIRE 2.0 brings significant changes to the tanker inspection program and is very focused on the crew’s knowledge, skills, and commitment to ensuring the safe conduct of all operations on tanker vessels. The dynamic nature of SIRE 2.0 inspection will require crew and vessel operators to be well-trained, upskilled, and updated continuously. This paper aims to examine key challenges with SIRE 2.0 implementation regarding human elements as each inspection will be different for each vessel.