sideOS vs Sunsama
sideOS and Sunsama are both personal productivity tools. sideOS is aimed at freelancers and developers, while Sunsama is aimed at freelancers and small businesses.
sideOS
Voice-driven Mac agent in the notch with local dictation and meetings
Sunsama
Daily planner that pulls tasks from your tools
| Pricing | Paid | Paid · $22 |
| Starting price | Not published | $22/mo |
| Free plan | No | No |
| Free trial | — | 14 days |
| Built for | Freelancers, Developers, Small businesses | Freelancers, Small businesses |
| Platforms | macos | web, macos, windows, ios, android |
| Country | — | US · 2017 |
| Rating | — | — |
Choose sideOS if
Mac professionals who want a private voice agent, dictation and meeting notes in one app they pay for once.
- One-time licence with all future updates and no subscription
- No account and no sideOS server between you and the model
- Dictation and meeting transcription stay on the Mac
Look elsewhere if: Windows or mobile users and teams that need shared meeting notes or admin controls (Granola, Raycast).
Choose Sunsama if
Individuals who want intentional daily planning across many tools.
- Encourages realistic days
- Unifies tasks from many tools
- Calm, intentional design
Look elsewhere if: People who want automation (Motion) or a free tool (TickTick).
sideOS vs Sunsama pricing
sideOS
- Lifetime licence$89.90One-time; one Mac at a time, every future update included
- AI model usageVariesPaid to your own provider, about 2 to 5 cents per command
Sunsama
- Pro$22/mo$17 billed yearly; unlimited usage and integrations
- EnterpriseCustomContact sales
sideOS · Key features
- Hold-to-talk agent that reads the screen, clicks, types and runs AppleScript
- On-device dictation into any app in 62 languages at no extra cost
- Meeting recording for Zoom, Meet and Teams with on-device Whisper and speakers
- Background tasks with web search, file access and approved shell commands
- Reminders that can complete a task before they fire
- One-click MCP connections for Gmail, Calendar, Notion, Slack and GitHub
Cons
- Apple Silicon Macs with macOS 14 or later only
- Agent use adds API costs unless you run a local model
- No free trial or refund window stated on the site
Sunsama · Key features
- Guided daily planning ritual
- Import tasks from many tools
- Timeboxing on calendar
- Workload warnings for overcommitment
- Daily shutdown and weekly review
- Focus mode
Cons
- Single pricing tier, not cheap
- Manual planning takes minutes daily
- Not a team project tool
sideOS vs Sunsama: FAQ
Do sideOS and Sunsama have a free plan?
sideOS has no free plan. Sunsama has no free plan, a 14-day free trial.