Benign uretero-enteric anastomotic strictures (UEAS) are a common and morbid long-term complication following cystectomy with urinary diversion. The incidence of benign UEAS in the literature varies from 3% up to 20%. The exact etiology of UEAS remains unclear but is likely multifactorial and secondary to locoregional ischemia and urine leakage at the uretero-enteric anastomosis resulting in fibrosis and scarring. In renal transplantation, one modifiable factor which has been shown to impact risk of vesico-ureteral stricture is ureteral length. Our objective in this study was to utilize a single-surgeon institutional database to identify risk factors for UEAS formation and determine if ureteral length impacted the risk of stricture formation. A database of patients who underwent cystectomy with urinary diversion from 2015 to 2022 was analyzed. All cases were performed by a single surgeon to control variations in surgical technique. A "no-touch" technique was utilized for any ureteral manipulation. Distal ureteral resections were routinely sent for final pathology. The length of this resection was collected from pathology reports. Benign UIA strictures were confirmed with renal scintigraphy, antegrade nephrostogram, or endoscopic evaluation. Relationship between stricture formation and clinical parameters were assessed using T-tests, Chi-squared tests, and multivariable analysis. A total of 366 patients underwent cystectomy with urinary diversion from 2015 to 2022. Of the cohort, 35 (9.5%) patients developed UIA strictures. Median time to stricture formation was 12.5 months (IQR 4-30). Of the 711 ureteral anastomoses among the 366 patients, 40 anastomoses developed benign strictures (5.6%). Median distal ureteral length resected was significantly longer among anastomosis that did not form a stricture (2.3 cm vs 1.65 cm, p=0.044, Table 1). Strictures more commonly formed on the left side (65% vs 35%, p=0.051). Multivariable logistic regression adjusting for surgical approach, prior radiation, ureteral side, and urinary diversion type demonstrated longer distal ureteral resections were associated with a significantly lower risk of ipsilateral stricture formation (OR 0.73, 95% CI 0.58-0.92). Robotic surgical approach was associated with increased risk of UES formation (OR 2.30, 95% CI 1.14-4.72). The etiology of benign UIA strictures is multifactorial. Vascular compromise is a critical hypothesis. We found that longer distal ureteral resections (and thus shorter ureters) were associated with a significantly lower risk of stricture formation in cystectomy patients, consistent with renal transplantation data. Limitations of this study include retrospective nature, limiting our ability to draw conclusions regarding unmeasured variables. Single-surgeon database limits widespread applicability, but does allow us to control for small, but potentially impactful, variation in technique. [ABSTRACT FROM AUTHOR]