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Legacy / Enterprise

Open for Skype

Skype and Skype for Business are being retired by Microsoft. For an AI phone agent, the modern path is Microsoft Teams Phone — Open plugs into Teams via Direct Routing or Operator Connect.

Setup time
Migration-dependent
Auth
Direct Routing SBC pairing (post-migration)
Directions
Inbound · Outbound · Call transfer
Pricing
Included with Open

01 — Overview

Can I run an AI phone agent on Skype?

Not directly. Microsoft is retiring Skype and Skype for Business in favor of Teams. The right call for AI phone agents is to consolidate onto Teams Phone first; Open plugs into Teams via Direct Routing or Operator Connect.

Skype Consumer is being retired by Microsoft and Skype for Business has been fully replaced by Microsoft Teams (Skype for Business Online ended in 2021; on-premises Skype for Business Server is in extended support). Practically, that means there is no longer a long-term path to attach an AI phone agent to Skype directly — and even where it's technically possible on a legacy SfB Server install, the calling stack is well past end-of-life from a security and feature standpoint.

If you're on Skype for Business Online, you've already been migrated to Teams or are scheduled to be. If you're on Skype for Business Server on-prem, the modern path is to migrate to Teams Phone, then pair Open via Direct Routing using a certified SBC.

Once on Teams Phone, the integration is the same as any other Teams customer: Open is added as a SIP destination behind your Direct Routing SBC, or as a destination behind an Operator Connect trunk. Auto Attendants and Call Queues route opted-in calls to Open, the AI handles the conversation, and SIP REFER takes care of escalations back to your Teams users.

If you absolutely need to keep Skype for Business Server running for the time being, Open can still join via the SBC the SfB deployment uses for PSTN — just expect that to be a transitional setup, not a long-term one. Plan the Teams migration alongside the AI rollout.

What stays the same on Skype

  • Existing Microsoft 365 tenant

    Identities, licensing, and Microsoft 365 Graph stay where they are.

  • Existing carrier numbers

    BYOC numbers carry over to Teams Phone via Direct Routing.

  • SBC investment (if any)

    A certified SBC used for Skype for Business can usually be repointed at Teams Phone Direct Routing.

  • Microsoft 365 productivity

    Mail, calendar, SharePoint, OneDrive all unchanged.

What's new with Open

  • Migrate calling to Teams Phone

    Skype as a calling platform is end-of-life; Teams is the modern target.

  • Add Open behind your SBC

    On Teams Direct Routing, Open is a SIP destination paired through your SBC.

  • AI handles opted-in branches

    Auto Attendants and Call Queues you opt-in to AI route to Open.

  • Pricing model

    Open per resolved conversation. Microsoft keeps invoicing licensing and Calling Plans.

02 — Why this works

The native Skype experience

  • Honest answer about Skype

    Skype isn't a long-term home for AI phone agents — Teams Phone is the modern Microsoft path.

  • Migration plays nicely with AI rollout

    Move calling to Teams once and you've also unlocked AI on every queue and Auto Attendant.

  • No new Microsoft licenses for AI

    AI is a SIP destination, not a Teams user — your license count doesn't change.

  • Direct Routing or Operator Connect

    Both Teams paths supported once you migrate.

03 — Setup guide

Wire up Skype in migration-dependent

Two trunks — one inbound, one outbound. Both configurable from Settings → SIP in the Open dashboard.

  1. 1

    Confirm your Microsoft path

    Skype for Business Online users have already been migrated to Teams. Skype for Business Server on-prem users should plan a Teams migration.

  2. 2

    Move calling to Teams Phone

    Choose Calling Plans, Direct Routing, or Operator Connect for the Teams Phone deployment.

  3. 3

    See the Teams provider page

    Once on Teams Phone, follow the Microsoft Teams Open setup guide. The Skype-specific content ends here.

05 — Security

Encrypted, audited, refundable

SIP over TLS for signaling, SRTP for media. Every call is logged with full reasoning traces. SOC 2 Type II, GDPR-aligned, HIPAA- and PCI-ready. Backed by the Open $2M Refund Guarantee.

06 — FAQ

Skype questions, answered