Context Board vs Sunsama · an honest comparison

Context Board vs Sunsama: AI Daily Planning

Sunsama is a guided daily ritual. Context Board's Calendar lets your own agent plan the day, for $12 a month.

Updated

Free for 3 days · then $12 a month · one plan, every connection
ON ONE BOARD
Quick answer
  • Pick Context Board if you plan with Claude, Claude Code or Codex. Its Calendar holds your events and tasks by day, week and month, and when you ask your own agent to plan your day, it puts each task in a free time.
  • Sunsama is the guided ritual, with daily and weekly planning, task tools like Asana, Linear and Notion, and apps on every platform. Pro is $22 a month, or $17 a month billed yearly.
  • Context Board is $12 a month after a 3-day trial, one plan, and the calendar sits beside your dashboards, docs and pipeline.

Context Board vs Sunsama: the verdict

Context Board is the better pick if you already work with Claude or Codex. Its Calendar shows your day, week and month, with your events, your tasks and your content calendar's posts on it. Type "Invoice Acme Friday 2pm 30m" and it lands there. Ask your own agent to plan your day and it puts each task in a free time, says where, and moves nothing you placed. The chat runs on your Claude Code or Codex plan, so planning adds no AI bill. Sunsama is a polished guided ritual with strong integrations, and it starts at $22 a month. Free for 3 days, then $12 a month.

Where Context Board wins
  • About half the price$12 a month after a 3-day trial, one plan with every board type. Sunsama Pro is $22 a month billed monthly, or $17 billed yearly, which is $144 a year here against $204.
  • Your own agent plans the dayAsk the board's chat to plan your day. It runs on your own Claude Code or Codex plan, or on your own API key, reads what is on the day and puts each task in a free time, leaving what you placed where it is. Claude Code, Codex, Cursor and other MCP apps can put tasks on the calendar too.
  • The calendar is one board of manyThe same plan holds a dashboard with revenue, visitors and the Claude Code sessions waiting on you, plus docs, a content calendar and a client pipeline. Their posts and follow-ups show on the Calendar by themselves.
What Sunsama is built for
  • Guided daily and weekly planningSunsama walks you through the day, and weekly planning centers on objectives you carry forward. If you want a ritual with steps, this is what it is built for.
  • Integrations and calendarsTask tools like Asana, ClickUp, GitHub, Linear, Notion and Todoist, plus Gmail and Slack. Google, Outlook, Apple and CalDAV calendars connect, and timeboxing a task creates an event on your calendar.
  • Apps, plus its own AI and MCPSunsama has iOS, Android, Mac, Windows and Linux apps, a built-in assistant called Sunny, and an MCP server for Claude, ChatGPT and Cursor. Context Board is a web app with a phone view.

Context Board vs Sunsama: feature by feature

FeatureContext BoardSunsama
Price $12/month after a 3-day trial, one plan (ahead) Pro $22/month, or $17/month billed yearly. No free plan
Free trial 3 days 14 days, no card
Who plans the day Your own agent, on your Claude Code or Codex plan or your API key (ahead) Sunsama's built-in assistant, Sunny, and a Plan my day step
Your meetings Events you add on the Calendar. Google calendars there are coming soon, and a calendar widget reads any iCal link Google, Outlook, Apple and CalDAV. Timeboxing writes an event to your calendar
Where tasks come from Typed in, or added by your agent Asana, Linear, Jira, Notion, Todoist, Gmail, Slack and more
Guided rituals Ask your agent to plan the day Guided daily planning and weekly objectives
AI agents over MCP Claude, ChatGPT, Claude Code, Codex, Cursor and VS Code read your calendar and put tasks on it An MCP server for Claude, ChatGPT, Cursor and Claude Code
Beside the calendar Dashboards, docs, content calendar and client pipeline on the same plan (ahead) Tasks, calendar and daily planning
Apps Web app, with a phone view in the browser iOS, Android, Mac, Windows and Linux apps

Context Board ahead on that row

What Context Board looks like

Today
  • Invoice Acme
  • Reply to trial feedback
  • Write the changelog post
  • Record the onboarding video
MeetingsGoogle Calendarnow
  • Standup9:30 to 9:45Today
  • Call with Sam11:00 to 11:30Today
  • Design review3:00 to 4:00Today
Plan my daynow
Planning
Placing 4 tasks around 3 meetings
Changelog post at 1:00 PM, after the call
AI usageClaude Code · Codexnow
Claude Code
64%leftCurrent sessionresets in 2h 10m
72%leftThis weekresets Mon 9:00 AM
As they last checked, 3m ago
An example Context Board named Day desk. Every number on it is example data.

Your agent builds the widgets from what you connect, and you arrange them. Example board, example numbers.

Context Board vs Sunsama: what each one costs

Context Board $12/month after a 3-day free trial, one plan with every board type Live board, every connection, your agent builds the widgets
Sunsama Pro $22/month billed monthly, or $17/month billed yearly, 14-day free trial, no free plan; Enterprise by quote (checked October 27, 2026) View pricing

Context Board vs Sunsama: the full comparison

Sunsama made the daily plan into a ritual. Pull your tasks in, drag them onto your calendar, shut the day down when it is done. It is a good product.

If you already talk to Claude or Codex all day, you may want the plan to come from them. You say what is on, they place it in your free time, and you skip the dragging.

That is the job of Context Board’s Calendar. It is one board type in a workspace that also holds dashboards, docs and a pipeline, so we compare it with Sunsama here for the part they share, planning the day. Context Board is ours, so weigh the bias. Prices below were checked on Sunsama’s own site on October 27, 2026.

What Sunsama is built for

Sunsama calls itself a task manager, calendar and daily planner. Its help center walks you through planning the day, and weekly planning centers on objectives you carry forward from last week. Tasks come in from tools like Asana, ClickUp, GitHub, Linear, Notion and Todoist, and from Gmail and Slack. It connects Google, Outlook, Apple and CalDAV calendars, and timeboxing a task creates an event on your calendar.

It has apps for iOS, Android, Mac, Windows and Linux. It also has AI of its own: an assistant called Sunny that can plan your day and manage tasks, and an MCP server for Claude, ChatGPT, Cursor and Claude Code.

Pro is $22 a month billed monthly, or $17 a month billed yearly. There is a 14-day trial with no card, and no free plan.

What the Calendar does

The Calendar shows your events and tasks by day, week and month, on your own clock.

Press N and type “Invoice Acme Friday 2pm 30m”, and the task lands on Friday at 2 PM for 30 minutes. Or click a time, or drag across the hours. Your content calendar’s posts and your pipeline’s follow-ups show on their days by themselves. Google calendars on the Calendar are coming soon. Until then, a calendar widget on any other board shows your meetings from a calendar’s iCal link, read only, and the Google Calendar page shows where to find that link.

Ask your agent to plan your day, with the tasks you want done, and it puts each one in a free time and tells you where. Events you placed yourself stay put.

Your own agent does the planning

The chat on the board runs on your own Claude Code or Codex plan, or on your own API key. So planning the day does not add an AI subscription.

Any app that speaks MCP can use the calendar too. From Claude Code, Codex or Cursor you can say “put the changelog on Friday at 2pm” or “plan tomorrow on my calendar”. Sunsama has its own assistant and its own MCP server, so this is not a case of one tool having AI and the other not. The difference is whose AI it is. Here it is the agent you already use for the rest of your work, and the calendar sits in the same workspace as the board that shows your revenue and your agents’ sessions. The board types page lists what else the plan holds.

What it costs

Sunsama Pro is $22 a month, or $17 a month billed yearly. That is $204 a year at the yearly rate.

Context Board is free for 3 days, then $12 a month, which is $144 a year. One plan covers every board type, widget and connection, so the calendar is not a separate line on your card.

Where Sunsama still fits

Pick Sunsama if you want the ritual spelled out. It guides the morning plan, runs weekly planning around objectives, pulls tasks from the tools your team already uses, and writes timeboxed tasks back to your calendar. It has native apps.

The Calendar is lighter. It is a web app with a phone view, your tasks live on the board, and Google calendars on it are still to come. If you are weighing more daily planners, Sunsama alternatives compares nine of them, and the AI productivity tools roundup covers the wider stack.

Try it with tomorrow’s tasks

Make a Calendar board and ask your agent to plan tomorrow, with the tasks you want done. If the plan is one you would have made yourself, you have saved the dragging.

Start your Context Board, free for 3 days. Running a launch? The product launch checklist turns into a week of tasks on your calendar.

Frequently asked questions

Something else on your mind? Get in touch.

Is Context Board a Sunsama replacement?

For the day itself, yes. The Calendar shows your day, week and month, holds your events and tasks, and your agent plans the day when you ask. It does not pull tasks in from Asana, Gmail or Slack, Google calendars on it are still coming, and it has no native app, so if you rely on those, Sunsama fits better.

How much does Sunsama cost?

Sunsama Pro is $22 a month billed monthly, or $17 a month billed yearly, with a 14-day free trial and no free plan, per its pricing page on October 27, 2026. Context Board is free for 3 days, then $12 a month.

Does Context Board's calendar sync with Google Calendar?

Not yet for every account. Google calendars on the Calendar board are coming soon, once Google approves the calendar permission. Until then you add events on the board, and a calendar widget shows any calendar's iCal link, such as Google Calendar's secret address, read only.

Does planning my day cost extra?

Not from us. The board's chat plans it, and it runs on your own Claude Code or Codex plan, or on your own Anthropic or OpenAI API key, which stays in your browser and is billed by that provider.

Does Sunsama have AI too?

Yes. Sunsama has a built-in assistant called Sunny that can plan your day, and an MCP server that works with Claude, ChatGPT, Cursor and Claude Code. The difference is where the AI comes from: Context Board uses the agent plan you already have.

Will my agent move the events I placed?

No. It puts new tasks in the free time on your calendar and tells you where each one went. Events you placed stay where they are.

Your business, on one board

Free for 3 days, then $12 a month. One plan with every connection, widget and theme.

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