Context Board vs Sunsama · an honest comparison

Context Board vs Sunsama: AI Day Planner

Sunsama is a guided daily ritual. Context Board's Day planner 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 Day planner puts your tasks and meetings on one timeline, and Plan my day asks your own agent to place the inbox around the meetings.
  • 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 planner 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 Day planner shows today and the week as a timeline, with your tasks and your calendar's meetings side by side. Type "Invoice Acme Friday 2pm 30m" and it lands there. Press Plan my day and your own agent places the inbox around your meetings and says why for each, without moving a task you placed yourself. The chat runs on your Claude Code or Codex plan, so the planner 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 dayPlan my day asks the board's chat, which runs on your own Claude Code or Codex plan, or on your own API key. It places the inbox in the free gaps around your meetings, says why for each task, and leaves tasks you placed where they are. Claude Code, Codex, Cursor and other MCP apps can add tasks and plan the day too.
  • The planner 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. The planner has a shelf of widgets, like a focus timer, down its right side.
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 Any calendar's iCal link, read only, refreshed every half hour Google, Outlook, Apple and CalDAV. Timeboxing writes an event to your calendar
Where tasks come from Typed in, added by your agent, or sent from another board Asana, Linear, Jira, Notion, Todoist, Gmail, Slack and more
Guided rituals Plan my day and End the day, which moves what is left to tomorrow Guided daily planning and weekly objectives
AI agents over MCP Claude, ChatGPT, Claude Code, Codex, Cursor and VS Code add tasks and plan the day An MCP server for Claude, ChatGPT, Cursor and Claude Code
Beside the planner 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 around your meetings, and you skip the dragging.

That is the job of Context Board’s Day planner. 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 Day planner does

The Day planner puts your tasks and your meetings on one timeline, with Today and Week views.

Type into the inbox, “Invoice Acme Friday 2pm 30m”, and the task lands on Friday at 2 PM for 30 minutes. Drag tasks from the inbox onto the day. Paste a calendar’s iCal link, such as Google Calendar’s secret address, and your meetings show up beside them. The board reads the link while it is open and never writes to your calendar. The Google Calendar page shows where to find that link.

Press Plan my day and your agent places the inbox in the free time around the meetings, with a reason for each task. Tasks you placed yourself stay put unless you ask. End the day moves whatever is left to tomorrow.

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 Plan my day does not add an AI subscription.

Any app that speaks MCP can use the planner too. From Claude Code, Codex or Cursor you can say “add a task for tomorrow morning” or “plan tomorrow on my planner”. 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 planner 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 planner 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 Day planner is lighter. It is a web app with a phone view, and your tasks live on the board. 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 Day planner, paste your calendar link, type tomorrow’s tasks into the inbox, and press Plan my day. 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 planner tasks.

Frequently asked questions

Something else on your mind? Get in touch.

Is Context Board a Sunsama replacement?

For the day itself, yes. The Day planner has an inbox, a timeline with your meetings on it, a week view and a Plan my day button. It does not pull tasks in from Asana, Gmail or Slack, 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 planner sync with Google Calendar?

It shows your meetings, read only. Paste a calendar's iCal link, such as Google Calendar's secret address, and the board reads it every half hour. It never writes to your calendar, so a task you place does not become a calendar event.

Does Plan my day cost extra?

Not from us. Plan my day asks the board's chat, which 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 Plan my day move the tasks I placed?

No, unless you ask. It places your inbox in the free time around your meetings and your own tasks, and tells you why each one went where it did. Tasks that do not fit stay in the inbox.

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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