Purpose Anastomotic leak can lead to significant morbidity and mortality. The circular stapler is widely used in colorectal surgery. Recent innovation has seen a shift from manual firing stapler (MFS) to powered automated firing stapler (PAFS). PAFS has a favourable safety profile and is associated with reduced anastomotic leak rates. The primary aim of the study was to assess difference in leak rate between MFS and PAFS. Secondary aims were to assess differences in length of stay (LOS) and 30-day mortality. Methodology This was a retrospective review of patients who underwent resection with anastomosis using a circular stapler between 2016 and 2023. A historical control group (n=105) using MFS and a study group (n=112) using PAFS were identified. Demographics, comorbidities, operation type, neoadjuvant therapy, anastomotic leak, LOS and 30-day mortality were recorded. Results The populations were comparable, with no significant difference in demographics, BMI, ASA grade, neoadjuvant radiotherapy use or type of operation. The PAFS group contained more non-malignant cases, 35% vs 18% (p=0.01). Anastomotic leak rate was 11.3% in the MFS group and 3.6% in the PAFS group (p=0.04). 58% of the leaks in the MFS group needed surgery, compared to 0 from the PAFS group (p=0.08). Mean LOS was 10 days in the MFS group and 6 days in the PAFS group (p = 0.01). 30-day mortality was 0.9% from the MFS group and 0 from the PAFS group (p=0.48). Conclusions With the change to circular powered stapler use the authors experienced a significant reduction in anastomotic leaks and length of stay.