Calendar Karen Reviews — Discover what people think of this product.

Calendar Karen is a contract-driven transaction management tool designed for real estate transaction coordinators, agents, and teams who are tired of manually hunting through contracts to track deadlines. Built by a real estate lawyer, Karen understands how real estate contracts are structured and where critical dates actually live.

Upload a fully executed purchase agreement or amendment, and Calendar Karen automatically identifies and extracts key contractual deadlines, including inspection periods, financing contingencies, appraisal deadlines, closing dates, and any other time-sensitive obligations. These dates are organized into a clean, ready-to-send critical dates summary you can share with clients, agents, and lenders.

With a single click, Calendar Karen adds each extracted deadline directly to your Outlook calendar with clear labels and reminders, eliminating manual data entry, duplicate work, and the risk of human error. No spreadsheets, no copying and pasting, and no second-guessing whether you missed something buried in the contract.

Calendar Karen is not a CRM and not a generic task manager. It is purpose-built to solve one problem exceptionally well: turning real estate contracts into accurate, actionable calendars. The result is fewer missed deadlines, cleaner workflows, faster deal setup, and peace of mind on every transaction.