Urinary tract infection and pneumonia are common diseases caused by Klebsiella pneumoniae. In rare circumstances, Klebsiella pneumoniae has been associated with abscess formation, thrombosis, septic emboli, and infective endocarditis. We report a 58-year-old woman with a past medical history of uncontrolled diabetes who presented with abdominal pain along with swelling in the left third finger and left calf. Further work-up revealed bilateral renal vein thrombosis, inferior vena cava thrombosis, septic emboli, and perirenal abscess. All cultures were positive for Klebsiella pneumoniae. This patient was aggressively managed with abscess drainage, intravenous antibiotics, and anticoagulation. Diverse thrombotic pathologies associated with Klebsiella pneumoniae pathogen as documented in literature were also discussed.