Kayak Co-Founder Launches Supercal Free Scheduling Tool

Kayak Co-Founder Debuts Supercal to Take On Calendly

Paul English, the entrepreneur behind Kayak, has launched Supercal, a free scheduling platform built to simplify group meetings and challenge incumbents like Calendly. The idea grew out of English’s own calendar headaches as a board member juggling multiple schedules. Supercal’s promise: give users full-featured scheduling tools without a subscription barrier.

At its core Supercal lets you email a group and CC its AI, which reads attendees’ calendars, finds a common opening, books the meeting, and replies to the thread with the details. That simple flow removes back-and-forth and keeps scheduling inside existing email workflows—no separate booking pages required.

Key features live now:

• AI group scheduling that reads calendars and replies in-email
• Sync up to six calendars to combine work, personal, and other schedules
• Eight meeting types (15m, 30m, 60m, VIP access, breakfast, lunch, coffee, dinner)
• Pre-meeting context forms, automatic guest timezone detection, reminders, and templates
• Planned OpenTable integration to book restaurant meetings and future browser, email, iOS, and Android integrations

English says Supercal will stay free for the current feature set while adding subscription-based premium features over time. The roadmap points beyond booking: the team envisions meeting coaching, automated feedback from transcriptions, and analytics that flag low-value or low-participation meetings so teams can cut unnecessary calendar clutter.

Why this matters: organizations spend a surprising amount of time coordinating and running meetings. A free tool that eliminates scheduling friction can lower costs and speed decisions, but it also raises questions about calendar access, privacy, and governance—especially if AI reads multiple calendars to propose times.

Practical considerations for teams evaluating Supercal:

• Data access policies: who grants calendar visibility and how long data is retained
• Integration workflows with existing tools and single sign-on
• Measuring impact: time saved, fewer emails, and meeting quality

Supercal is available on the web today. English’s pitch is straightforward: give people powerful scheduling features for free, then build value-added tools that improve meeting effectiveness. If the platform delivers on coaching and analytics, it could shift how teams decide which meetings deserve calendar space.

At QuarkyByte we watch these platform shifts for what they mean to operations and productivity. For organizations considering a move, a pilot that measures scheduling time savings, attendance rates, and meeting outcomes is the fastest way to judge value. We also weigh integration and privacy design—so teams get the convenience without unexpected exposure.

Bottom line: Supercal is a smart, user‑focused entry into scheduling software with a clear freemium strategy and some ambitious AI-assisted plans. Organizations should test it where scheduling is a pain point, validate data and governance controls, and track whether AI-driven coaching actually improves meeting outcomes.