Anastomotic leaksAnastomotic leaks following oesophagectomyOesophagectomy remain a significant postoperative concern, with incidence rates varying between 5 and 20%, influenced by surgical expertiseSurgical expertise, patient selectionPatient selection, and leakLeaks definition. Improved patient selectionPatient selection and perioperative carePerioperative care have reduced leakLeaks rates in high-volume centres. Clinical presentationClinical presentation varies, ranging from subtle signs to sepsis, necessitating early diagnosis through imaging, primarily CT scanCT scan with contrast. Management depends on severity and patient condition, with conservative measures often effective for minor leaksLeaks. Endoscopic interventionsEndoscopic interventions aim to seal leaksLeaks and promote healing, while surgery is reserved for complete dehiscence. A case study illustrates complex decision-making, highlighting technical challengesTechnical challenges and patient factors influencing outcomes, such as immunosuppression and vascular compromise. Conduit necrosisConduit necrosis is uncommon and requires careful assessment and timely interventions. A case study describes the management of conduit necrosisConduit necrosis and staged reconstructionStaged reconstruction using colon.