<p>This study aims to compare the short-term therapeutic effects, surgical efficacy, and safety of esophagojejunostomy using the overlap and <i>π</i>-shaped methods in totally laparoscopic total gastrectomy (TLTG). A retrospective analysis was performed on 304 patients who underwent TLTG with either the overlap or <i>π</i>-shaped anastomosis from January 2019 to October 2023. Propensity score matching (PSM) was applied to adjust for potential confounders. Clinical data, intraoperative variables, postoperative outcomes, and quality of life (QoL) were evaluated. After 1:1 matching, 51 pairs of patients from each group were compared to balance baseline differences. After matching, no significant differences were observed between groups regarding complications, nutritional status, or postoperative recovery. The <i>π</i>-shaped anastomosis showed significantly shorter anastomosis and total surgical times compared to the overlap group. The incidence of anastomotic leakage, reflux esophagitis, and stricture was similar between groups. Quality of life, assessed by EORTC QLQ-C30 and QLQ-STO22, improved in both groups one year after surgery, especially in global health status, emotional and role functioning, and symptoms such as nausea and pain. Both overlap and <i>π</i>-shaped esophagojejunostomy techniques in TLTG demonstrated comparable short-term safety and efficacy. The <i>π</i>-shaped method offers a shorter operative time. Although overlap is theoretically advantageous in reducing reflux, no significant differences were found. Both methods contributed to improvements in specific quality-of-life domains. Additional prospective studies across multiple centers are required to validate these results and evaluate long-term effects.</p>