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DeskDay September Release Notes

September is the month DeskDay started hiring for you. DeskDay AI is now in private beta, with the first agent in our digital workforce at work alongside Ask Helena. We also opened Calendar & Dispatch and Stripe payments to every customer.

DeskDay AI: private beta

More hands for your service desk, without adding headcount.

DeskDay AI is the intelligence layer across your whole service desk. It works in two ways: AI agents that take work off your plate on their own, and Helena, who works next to your techs on every ticket.

AI Agents: meet your digital workforce

Your techs shouldn’t spend their mornings sorting tickets. Our AI agents handle the repetitive work so your techs can focus on the work that needs them.


  • Triage & Dispatch Agent: first on the team. It reads each incoming ticket, understands the context, sets priority, and routes the ticket to the right tech based on skill and availability, 24/7.
  • It can ask instead of guessing. Because DeskDay is chat-first, the agent can ask the end user a clarifying question in the middle of the conversation, before it routes the ticket.
  • This is the first of many. More agents are on the way, starting with an Office 365 Admin agent. Every new agent joins the same workforce.

Ask Helena: Type it or just say it

No menus and no hunting for settings. Type or speak what you want, and Helena takes it from there.

  • “Connect Microsoft Teams.” Helena walks you through setup.
  • “Create a test ticket for Intel tech.” Done.
  • “Why is this client’s ticket count spiking?” You get an answer, not a report to dig through.

Helena Copilot: on every ticket

Open a ticket and Helena has already done the groundwork:

  • the likely root cause
  • a step-by-step fix with a confidence score
  • a drafted reply, ready for your tech to adjust and send
  • live sentiment signals, so nothing slips past

*Join the private beta. Spots are limited while we onboard MSPs in small groups.

Request access →

*DayDay AI is available for a 14-day trial period.

Now available to everyone

Calendar & Dispatch

Put the right tech on the right ticket, without a spreadsheet.

Dispatching shouldn’t mean juggling spreadsheets and sending “who’s free?” messages. The dispatch portal shows your whole team’s schedule on one calendar, so assigning work takes seconds instead of a round of back-and-forth.

  • One view of the whole team: See every tech’s day, availability, and workload together.
  • Smarter assignments: Assign tickets based on who’s free and who has the right skills.
  • A clear start to the day: Techs know exactly what’s on their plate before the first ticket comes in.

Calendar & Dispatch is live in every DeskDay account now.

Stripe Integration

Get paid from the invoice itself.

After a private beta with a group of MSPs, native Stripe payments are now available to every DeskDay customer. Collect payments without middleware, extra subscriptions, or manual reconciliation.

To connect, go to Control Center → Integrations → Stripe.