SimpleHelp combines remote support and RMM on a server you control, with concurrent sessions shared by any number of technicians. Standard costs $140 per session to purchase. Business costs $200 per session to purchase, including the first year of support and upgrades; subsequent support renewal starts at $200 per session per year. Enterprise is $400 per session per year. Optional Cyana AI costs $2.40 per machine per year (equivalent to $0.20 per machine per month).
Datto RMM is a cloud-based endpoint management platform in the Kaseya ecosystem. SimpleHelp combines remote support and management with your choice of infrastructure and shared session licensing.
Example: ten technicians sharing one active remote connection at a time. SimpleHelp licenses concurrent connections, so you buy the capacity you need rather than a seat for every technician. Product features and capacity limits differ; match these to your workflow.
$200 / session purchase
Purchase price for one concurrent connection shared by ten technicians. First year includes support and upgrades; subsequent support renewal starts at $200/year. Add sessions to match peak simultaneous connections. Hosting and optional add-ons are separate.
Quote required
Per-device subscription; request a quote for your managed endpoint count, required modules and contract term. No verified vendor-published standalone list price is available for this comparison. Compare the quote with your actual SimpleHelp session capacity and hosting costs.
USD. SimpleHelp purchase prices reflect the announced new pricing: Standard $140 per session and Business $200 per session. Renewal costs are shown separately. Competitor annual subscriptions, features, taxes, promotions and regional pricing may differ; confirm the current vendor quote.
Sources: SimpleHelp pricing and licence terms; vendor product and licensing. Checked 29 October 2026.
| Area | SimpleHelp | Datto RMM |
|---|---|---|
| Deployment | Customer-controlled SimpleHelp server, self-hosted on your own hardware or cloud | Cloud-based RMM service |
| Primary Fit | Support-first RMM and remote access in one SimpleHelp platform | Cloud RMM for MSP endpoint management |
| Self-hosted option | Yes | No |
| Remote Support | Built into the same SimpleHelp platform | Built-in HTML5 remote control initiated from Datto RMM |
| Monitoring and Alerts | Built into SimpleHelp | Core Datto RMM workflow |
| Scripting and Automation | Custom tools, scheduled tool runs, scripting, mass actions, and a Toolbox API for running any tool via a single API call | RMM scripts, policies, components, and automation |
| 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). | Quote-based, per endpoint |
| Free Trial | Yes — 30 days, all features | By request |
Remote support, unattended access, monitoring, alerts and scripting work together in one SimpleHelp platform.
Host SimpleHelp on your own infrastructure or in your chosen cloud. Keep control of server location, access policies and update timing, and align support with your privacy requirements. SimpleHelp v6 was independently code reviewed by Agile Information Security.
Buy support capacity for the simultaneous connections you need. At the same licensed session capacity, adding technicians or Business managed devices does not increase the core licence cost.
Evaluate every feature free for 30 days with your own support workflows. Try Cyana AI to investigate issues, deploy fixes across multiple machines, and get diagnostic assistance inside remote sessions, with technician approval before actions run.
Datto RMM combines cloud endpoint monitoring, patch management and automation with integrations into Autotask PSA and the wider Kaseya product family.
When comparing SimpleHelp with Datto RMM, test both the RMM and support path:
SimpleHelp includes RMM capabilities alongside remote support and unattended access, including monitoring, alerts, scheduled tool runs, mass deployment, mass toolbox, and service provider workflows.
SimpleHelp runs through a standalone server. You can run that server on infrastructure you control, including your own cloud instance. The 30-day free trial includes a SimpleHelp-hosted server, so you can start evaluating without deploying anything.
Datto RMM may be a better fit if your MSP wants a cloud RMM service and is already invested in the Datto or Kaseya ecosystem. SimpleHelp is the stronger fit when you want to own the support server and keep support and management in one product.
SimpleHelp core licensing is based on simultaneous connections shared by any number of technicians. Standard costs $140 per session to purchase. Business costs $200 per session to purchase, including the first year of support and upgrades; subsequent support renewal starts at $200/year. Enterprise is $400/session/year. Business has no per-managed-device core licence fee. Cyana AI is an optional add-on with separate pricing.
Run SimpleHelp with your own machines, technicians, and support workflow. Every feature, free for 30 days.
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