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Digital & AI Transformation Consulting

Navigate your next
transformation
with precision.

Enterprise consulting for complex cloud migrations, AI adoption, and governance transformation at any scale.

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Track record
Fortune 100 Organizations Served
Trusted by the world's largest enterprises.
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Scale
Multi-PB Scale & Workload Experience
We know exactly where petabyte migrations break.
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Most migration failures are preventable.
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What we know
Platforms & Ecosystems We Work Across
From legacy file servers to modern cloud platforms and AI tools — we've worked inside all of them.
Collaboration, storage & messaging
Box
Cloud storage
Dropbox
Cloud storage
Slack
Messaging
Egnyte
Hybrid content
File Servers
On-premise
Major cloud platforms
Microsoft 365
SharePoint, Teams, Exchange, OneDrive migrations and deployment.
SharePointTeamsOneDrive
Microsoft Azure
Cloud infrastructure, AI services, and enterprise workloads.
AI ServicesEntra ID
Google Workspace
Drive, Gmail, Meet, Shared Drives migration expertise.
DriveGmailShared Drives
Google Cloud
GCP infrastructure, data, and AI/ML services.
BigQueryVertex AI
AI platforms & copilots
Microsoft Copilot
M365 Copilot deployment, readiness & governance
AI readiness
Google Gemini
Gemini for Workspace rollout, governance & adoption
AI readiness
Claude / Anthropic
Enterprise AI deployment, policy & workflow automation
AI readiness
Custom AI Agents
Agentic workflow design, automation & governance
AI readiness
Who we are

Built on real
enterprise experience

Waypoint AI was founded by a practitioner who has spent over five years working directly inside the world's most complex cloud migration and digital transformation engagements, not as an observer, but as the architect.

We have helped large organizations navigate multi-petabyte data migrations, stood up net-new migration paths that didn't previously exist, and worked directly with engineering teams at Microsoft and Google on migration APIs.

Multi-petabyte migrations scoped and orchestratedDirect experience at a scale most firms never encounter.
Worked directly with Microsoft and Google engineeringBilateral API collaboration, not just vendor relationships.
Helped bring new migration paths to marketPioneered embedded link remediation at enterprise scale.
AI transformation and governance deploymentsHands-on AI implementation and governance frameworks for enterprise organizations.
"The migration is never just the data. It's the workflows, the governance, the people, and the systems they'll live in next."
Cloud Migration AI Readiness Governance M365 Google Workspace AI Deployment Data Strategy Change Management API Integration
What we do

Services built for
complex environments

Every engagement starts with understanding your ecosystem, constraints, and the outcome you're actually trying to achieve. Then we build the path.

01
Large-scale cloud migration
End-to-end scoping, architecture, and execution across Google Workspace, M365, Slack, Box, Dropbox, and Egnyte at petabyte scale.
02
AI readiness and deployment
Assess readiness, design implementation roadmaps, and deploy AI tools with clear ownership, guardrails, and measurable outcomes from day one.
03
AI governance and policy
Policies, frameworks, and oversight structures for using AI safely at scale, covering data classification, acceptable use, audit trails, and regulatory alignment.
04
Embedded links and data continuity
A niche we helped define. Preserving embedded links, shared drive structures, and cross-platform references at the API level.
05
Digital transformation strategy
Map a clear path to a modern, AI-enabled operating model. Business case, sequencing, and organizational alignment.
06
SaaS governance and optimization
Audit your SaaS ecosystem, reduce shadow IT, rationalize licenses, and build governance structures without slowing the business down.
Deep technical expertise

Where others see complexity,
we see a clear path forward.

API-level platform knowledge
Direct experience with Box, Dropbox, Slack, Egnyte, Google Drive, and SharePoint APIs, including undocumented behaviors at scale.
Microsoft FastTrack ecosystem
Deep familiarity with FastTrack program requirements and large-scale M365 migrations within Microsoft's partner ecosystem.
Embedded link remediation
Remediation approaches designed and delivered at organizational scale, preserving data integrity across platforms.
AI implementation and safe deployment
Navigating security reviews, data residency requirements, acceptable use frameworks, and change management at scale.
Large organization navigation
Experience inside the procurement, legal, and IT governance structures of Fortune 500 organizations across media, retail, sports, and publishing.
Migration path innovation
Contributed directly to bringing net-new migration paths to market, working with engineering teams at Microsoft and Google.
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Your Migration Consultant

Not sure where
to start?

Your Migration Consultant is a great place to begin. Use it to ask questions, understand your migration path, and find out what to watch out for before you commit to anything.

It draws on over five years of hands-on enterprise migration experience, the same knowledge behind our consulting engagements, available to you at no cost.

Things you can ask
What are the biggest risks in a Google Workspace to M365 migration at our scale?
How should we scope a migration with embedded links and Shared Drives?
What does a realistic migration timeline look like for 5,000 users and 200TB?
How do we handle Slack history and permissions during a move to Teams?
What should we do now to prepare for a migration that is 6 months out?
Your Migration Consultant Available now
Migration Consultant
Hello. I'm here to help you think through your migration. Tell me about your environment, your timeline, or what's keeping you up at night.
You
We're planning a Box to SharePoint migration for about 12,000 users. We have a lot of external sharing links our clients use. What should we be worried about?
Migration Consultant
External sharing links are one of the highest-risk elements in a Box to SharePoint migration. They break silently and your clients may not tell you immediately. Are these links in emails, client portals, or both?
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Ready to find
your waypoint?

Whether you're planning a migration, evaluating AI adoption, or need a trusted advisor inside a complex transformation, we want to hear about it.

Engagements typically start with a no-cost scoping conversation.

hello@thewaypointai.net
South Florida — serving clients globally