Happy Valley

Ayven vs sideOS

Ayven and sideOS are both AI assistants tools. Ayven is aimed at small businesses and enterprise, while sideOS is aimed at freelancers and developers. Only Ayven has a free plan.

Ayven

AI coordinator that files, tracks and chases your team's agenda

sideOS

Voice-driven Mac agent in the notch with local dictation and meetings

PricingFreemium · $199Paid
Starting price$199/moNot published
Free planYesNo
Free trial——
Built forSmall businesses, EnterpriseFreelancers, Developers, Small businesses
Platformswebmacos
CountryGB · 2024—
Rating——

Choose Ayven if

Leadership and operations teams on Slack or Teams who need follow-up and coordination without hiring a chief of staff.

  • Works where the team already talks, in Slack or Teams
  • No per-seat pricing
  • Free plan with 500 credits a month and all integrations

Look elsewhere if: Individuals who want AI calendar planning or teams not on Slack or Teams (Motion).

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).

Ayven vs sideOS pricing

Ayven

  • Free$0500 credits/mo, 1 autonomous and 1 interactive slot
  • Standard$199/moUnlimited usage, 1+3 slots; $179/mo billed yearly
  • Premium$398/moUnlimited usage, 3+5 slots; $358/mo billed yearly
  • EnterpriseCustomDedicated infra, SSO, data sovereignty

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

Ayven · Key features

  • Turns an agenda into owned, dated tickets in Jira, Asana or YouTrack
  • Asks the right person in Slack or Teams and follows up on silence
  • Comments on tickets the day they become overdue
  • Recomputes projections and emails a warning when a launch may slip
  • Missions for multi-week work with waits, give-up dates and rerouting
  • Drafts shared documents such as investor updates for approval

Cons

  • Requires a Slack or Microsoft Teams workspace
  • Steep jump from free to $199 a month
  • Concurrency limited by autonomous and interactive slots

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

Ayven vs sideOS: FAQ

Do Ayven and sideOS have a free plan?

Ayven has a free plan. sideOS has no free plan.

Not sure yet?