Think your tech stack has issues? Meet the “Control Freak,” the “Cool Kid with commitment issues,” the “Accountant who kills fun on contact” and the “International Man of Mystery”. These personas reflect the real personalities of today’s top PMS platforms. Drawing on nearly 30 years in short-term rental tech, I’ll share what vendors won’t: why most rollouts falter, how internal misalignment derails even the best tools, and what change management steps actually work. If you’re evaluating platforms or surviving a migration, this session is your no-fluff survival guide—with a side of humor.