Your managed strategy, roadmap and support service.

Journey.ai is an ongoing partnership that owns the hard part: knowing what to do next. Strategy, a living roadmap and proactive support — AI-assisted, and visible to you in real time through Orbit.

Roadmap lives in Orbit →

What you get

Three things, handled

Strategy

We translate business goals into a Microsoft technology strategy — what to do, in what order, and why it matters.

Roadmap

A living, prioritized roadmap you can see any time in Orbit — milestones, owners and outcomes, kept current.

Support

Proactive, named-team support that keeps the environment healthy between milestones — not just break-fix.

The rhythm

A predictable cadence of value

Quarterly

Strategic roadmap review — re-prioritize against business goals and the Microsoft roadmap.

Monthly

Health & progress check-in with your named consultant, driven by Orbit health scoring.

Continuous

Proactive monitoring, optimization and support requests — tracked end to end in Orbit.

Included

What's in every Journey.ai engagement

Journey.ai is an ongoing managed partnership, not a one-off project. Every engagement covers the same three things: strategy, a living roadmap and proactive support. The work is AI-assisted, and you can see all of it in real time through Orbit.

It is built for mid-market organizations with 200 to 2,000 employees, and for the IT directors, CIOs and operations leaders who have to decide where their Microsoft environment goes next.

Strategy

We work with your team on what your Microsoft environment should do for the business, across the platforms you already run or are considering: Microsoft 365, SharePoint, Purview, Copilot and AI governance, Power Platform and Dynamics 365. The goal is a clear view of what to do next and why, so decisions are not made one ticket or one renewal at a time.

A living roadmap

Your roadmap is not a document that gets written once and then goes stale. It stays current as your priorities, budget and the Microsoft platform change. You can open it in Orbit at any time, so everyone works from the same plan.

Proactive support

Support that looks ahead instead of waiting for something to break. Requests are tracked in Orbit, so you can see what is open, what is in progress and what is done without chasing anyone for an update.

Visible in real time through Orbit

Every Journey.ai engagement runs through Orbit, CollabPoint's secure client portal. In one place you see:

Live health of your environment
Your subscriptions
Requests and their status
Documents from the engagement
Your roadmap

Orbit also includes an AI assistant, and your data stays in your tenant.

AI-assisted, with people accountable

AI helps us do the work faster and with more consistency, the same way it runs through every CollabPoint engagement. Your CollabPoint team stays responsible for the advice and the outcomes.

Which service fits?

Journey.ai if you want an ongoing partner for strategy, roadmap and support.
Velocity if you want fixed-fee Microsoft management and continuous transformation in one engagement.
Launchpad if you want to build software with AI assistance under enterprise guardrails.

Ready to map the journey?

A 30-minute intro call is where every Journey.ai partnership starts.