A 52-year-old female with hypertension and hypertrophic obstructive cardiomyopathy (HOCM) presented with acute left ventricular failure. Medical management failed to relieve her exertional angina symptoms. Angiography showed no obstructive lesions but a lesion was suspected at the left main ostium. Fractional flow reserve (FFR) of the left main was inconclusive. Optical coherence tomography (OCT) of the left main showed plaque but no significant stenosis. The patient ultimately underwent septal myectomy surgery but developed a postoperative ventricular septal defect requiring re-surgery. She later required a permanent pacemaker and remains asymptomatic currently. This case demonstrates the challenges in managing HOCM and limitations of diagnostic techniques like FFR