ConnectWise + ChatGPT: Real-World Integrations That Work

ConnectWise AI

Beyond the Hype

AI is everywhere right now. From image generators to virtual assistants, it’s changing how we work. But for MSPs using ConnectWise, the question isn’t “Can we use AI?” — it’s “How can we actually make AI useful day to day?”

That’s where ChatGPT-style integrations come in. With the right setup, conversational AI can work inside your ConnectWise tickets, helping engineers troubleshoot faster, write better, and save serious time.

 

What Is ChatGPT, and Why Should MSPs Care?

ChatGPT is a Large Language Model (LLM) developed by OpenAI. At its core, it’s an incredibly capable tool for:

  • Answering questions
  • Writing and rewriting text
  • Summarising long chunks of info
  • Offering step-by-step instructions
  • Generating ideas or solutions
 

For MSPs, this means turning mountains of text and repetitive writing tasks into simple, AI-driven results. Instead of flipping between documentation, Google, or internal wikis, engineers can ask ChatGPT-style systems questions directly inside ConnectWise and get instant, helpful responses.

 

Practical Ways ChatGPT Can Be Used Inside ConnectWise

Summarising Long Tickets

Instead of reading 20 notes, engineers get a clean summary in seconds. That means faster onboarding for anyone jumping into a ticket, and no more missed details.

Suggesting Fixes to Problems

Engineers describe the issue, and the AI suggests a likely fix based on similar tickets or known solutions. It’s like having a senior tech whispering in your ear, especially useful for juniors or apprentices.

Explaining Complex Solutions in Plain English

Got a fix that’s highly technical? Let AI turn it into something a client will actually understand. It’s great for consistency and saves time writing those customer-facing updates.

Generating Job Notes and To-Do Lists

You can convert messy notes into clear, formatted job summaries, either for internal use or for client updates. To-do lists can be built manually or pulled straight from suggested fixes.

Getting Advice Without Leaving the Ticket

Rather than switching tabs to ask ChatGPT or search Google, engineers can get real-time help right from the ticket. Whether it’s “How do I migrate a mailbox from 365 to Gmail?” or “What ports does RDP use?”, the answers are right there.

 

Real-World Example: Insights’ Built-In ChatGPT Assistant

One plugin making all this real inside ConnectWise is Insights.

It doesn’t just bolt AI on for the sake of it. It embeds powerful tools engineers actually use, including:

  • Query GPT inside the ticket to get context-aware advice without switching tabs
  • Summarise long tickets instantly to save reading time
  • Use Suggested Fixes to propose likely solutions
  • Rewrite technical explanations into clear customer updates
  • Create step-by-step guides automatically
  • Build formatted job notes and to-do lists
  • Generate secure passwords instantly and safely
 

This is already live and helping real MSP teams move faster and reduce friction.

 

Is It Safe to Use ChatGPT with Customer Data?

This is a fair concern. When using tools like Insights, all requests go through a secure business API that doesn’t use your data to train future models. That means you keep client info private while still unlocking all the benefits of conversational AI.

 

The Bottom Line

ChatGPT is more than a novelty. When integrated properly into ConnectWise, it becomes a powerful sidekick. Engineers can solve problems faster, communicate more clearly, and focus on what really matters: delivering great service.

If you’re ready to see what that looks like in action, take a look at Insights — the AI-powered plugin built for MSPs who actually want to get stuff done inside ConnectWise.

Test-Drive Insights for Two Weeks, Completely Free

Follow our simple Wizard installation and start saving time on every ticket.