Timeboxing 2.0

Overview

Timeboxing 2.0 is an upcoming feature in Sunsama (slated for release in 2026) that automatically populates your calendar with tasks based on your priorities and availability, representing an evolution from manual time blocking to intelligent automation.

How It Works

Unlike traditional timeboxing where users manually drag tasks onto their calendar, Timeboxing 2.0 automatically:

• Analyzes your task list and priorities
• Reviews your calendar availability
• Proposes an optimal schedule
• Adjusts dynamically as priorities change
• Maintains realistic time estimates

Key Features

• Automatic calendar population based on task priorities
• Integration with existing calendar commitments
• Intelligent scheduling that respects time boundaries
• Dynamic rescheduling when tasks take longer than expected
• Balance between automation and user control

Philosophy

Timeboxing 2.0 maintains Sunsama's core principle of intentional work while reducing the friction of manual scheduling. Users still review and approve the proposed schedule during their daily planning ritual, ensuring conscious choice remains central to the process.

Benefits

• Reduces time spent on manual task scheduling
• Creates more realistic daily plans
• Ensures important tasks get allocated time
• Adapts to changing priorities throughout the day
• Maintains work-life boundaries

Pricing

Timeboxing 2.0 will be included in Sunsama's standard subscription at $25/month or $240/year.