| Primary fit | Support and RMM in one SimpleHelp platform | Remote support and remote access in the ConnectWise ecosystem |
| Deployment | Customer-controlled SimpleHelp server, self-hosted on your own hardware or cloud | Cloud-hosted, with an on-premise option |
| Self-hosted option | Yes | Yes — on-premise available |
| Licensing and pricing | Shared concurrent sessions. Standard purchase: $140/session. Business purchase: $200/session including first-year support and upgrades; subsequent support renewal from $200/year. Enterprise: $400/session/year. Optional Cyana AI costs $2.40 per machine per year (equivalent to $0.20 per machine per month). | Annual billing: One $30/month; Standard $47/month per concurrent technician with up to three sessions; Premium $57/month per concurrent technician with up to ten sessions. |
| Free Trial | Yes — 30 days, all features | Yes |
| RMM Workflow | Monitoring, alerts, scripting, mass deployment, and service provider tools inside SimpleHelp | Works alongside broader ConnectWise capabilities |
| MSP Fit | Strong for MSPs that want one server, one agent, and direct control | Strong for MSPs standardized on ConnectWise |
| AI | Cyana AI: natural language fleet work using Claude, Gemini, OpenAI, or an on-premise LLM | ConnectWise ecosystem capabilities vary by product |
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