Most AI projects stall because the foundation isn't ready. I fix the data and process layer, automate the workflows, then deploy AI on clean, governed information — so it works the first time.
Ten offerings across four clusters — each in deliberate order: AI, automation, Microsoft 365, then Google Workspace.
Structure your business so AI becomes dependable — deterministic engines, document extraction, and your expertise encoded into agents.
Orchestrate AI agents like a project, not a chatbot. Automate the repetitive work — from Power Automate flows to multi-day agent builds.
Petabyte-scale migration into Microsoft 365, plus the governance — permissions, retention, Copilot readiness — that keeps it clean.
Cut the AI bill through model routing, and host private, data-sovereign AI for clients who can’t send data to the cloud.
Most AI projects fail at the foundation, not the AI. We work in a deliberate sequence — the same one I’ve lived across two decades. It isn’t a slogan; it’s the order reality demands.
Each offering: the pain it solves and what gets delivered. Proof lives in the work.
Deterministic, multi-pass AI engines over a modular knowledge base with validation gates — AI that behaves like software, not a slot machine.
Engines that extract and compare dense documents with page-cited evidence and zero hallucination — every field tagged with value, page, and confidence.
We encode an expert’s workflow and judgment into agents that deliver it at scale, under guidance. (I did it to myself first.)
Real patterns from recent work — anonymized. AI with guardrails, approval gates, and observability baked in; not demos. The same principle every time: structure and govern first, then let automation and AI run on top.
Drafts replies to Google reviews in the client’s voice, sentiment-routed — high ratings auto-post, low ratings hold for human approval, with a safe neutral fallback after 72h. Fully logged and observable.
A multi-agent engine that extracts and compares multi-year insurance policy PDFs using a field dictionary, page-classification rules, and a core orchestrator — structured output a human can trust.
Knowledge-base assistants for proposals, scoping, and portfolios with strict zero-assumption data rules — exact figures only, no filler, human-readable output that doesn’t read like a bot.
Mailboxes, OneDrive, hundreds of SharePoint sites and dozens of Teams migrated across tenants with metadata, permissions, and chat history intact — staged, scripted, and batched.
Legacy Gravity Forms and Google Forms rebuilt as SharePoint lists driven by Power Automate — metadata-structured intake, approvals, notifications, and clean API integration where needed.
Auto attendants, simultaneous-ring call queues, shared transcribed voicemail, and caller-ID policy — inbound and outbound behavior validated end to end across the team.
A sample from the portfolio — current Microsoft 365 engagements alongside enterprise migrations, modernizations, and governance across legal, utilities, education, manufacturing, and nonprofits. Concrete scope, no fluff.
Replaced paper-based legal processes with secure digital ones: Teams as the daily hub, metadata-driven SharePoint case libraries, and Power Automate for intake, notifications, and approvals — with training and phased rollout across the partners.
Migrated 76,000 accounts across 2,500 site collections and 11,000 subsites to Entra ID with EntraCP, re-permissioning 8M+ objects via staged, parallel-batch automation — a coordinated 5-day cutover with full auditability.
Led the $4M DTS for secure, regulated external data exchange under zero-trust compliance; automated 80%+ of patching, builds, and provisioning; designed a SQL Always On HA backend with hybrid auth (Azure AD Connect, ADFS, App Proxy).
Migrated several hundred users across tenants — mailboxes, OneDrives, and identities — alongside several hundred SharePoint sites and dozens of Teams, preserving chat history, membership, and integrated resources.
Consolidated two tenants after an acquisition: OneDrive for hundreds of users plus SharePoint Online sites and libraries migrated with metadata, structure, and permissions intact via ShareGate scripting and staged batch processing.
Tenant-wide access and oversharing audit with a risk register and remediation framework; analyzed 6,000+ mailboxes for DiscoveryHold and obsolete hold tags, then removed stale retention data at scale with safety-checked PowerShell.
Modernized a legacy SharePoint 2013 environment and scattered file-share content into a governed, Teams-integrated SharePoint Online architecture — discovery, taxonomy, and permissions redesigned across the estate, migrated in phases with automation and validation, then the legacy farm decommissioned.
End-to-end SharePoint delivery for a healthcare organization: requirements, architecture, provisioning, migration, upgrades, security, and governance, with training and support carried through to ongoing operation.
Custom DMARC connector for Exchange Online with automated failed-validation reporting and ITIL-aligned incident runbooks.
Power Automate workflow bridging SharePoint approvals to client FastAPI endpoints for document reindexing — fixed-fee, 7 business days.
Compliance-grade Microsoft 365 & Exchange recovery after a failed vendor-led migration.
Legacy Linux CMS → Microsoft 365; 1.5 TB archived, 20+ intranet pages rebuilt with PnP provisioning.
Accelerated SharePoint 2013 → Online migration of an unsupported farm, then a safe decommission.
SharePoint Online project-workspace provisioning & lifecycle governance — setup cut from hours to minutes.
Metadata-driven SharePoint reindexing pilot — 84 staged files, 1,680 of 1,680 metadata values matched on validation, zero mismatches.
SharePoint intake and file-automation architecture — eight libraries and 65 operational views, validated against 22 of 22 synthetic test scenarios.
Migrated 500+ users from legacy PBX to Teams Phone via Direct Routing, with automated provisioning cutting admin effort by over 60%.
SharePoint access and oversharing audit — 74 site collections reviewed, 200+ stale accounts cleared, 188 overshared documents remediated.
Multi-location Microsoft 365 environment brought under consistent structure, permissions, and governance.
Split a subsidiary cleanly out of a parent Microsoft 365 tenant — mailboxes, Teams, and SharePoint — during a business-critical holiday freeze window with zero significant downtime.
I’m Matt Chapple — a Microsoft 365 architect and AI/automation consultant with ~20 years across enterprise and public-sector environments: SharePoint modernization, petabyte-scale migration, Copilot readiness, and PowerShell-driven automation. I build secure, governed platforms organizations can confidently build AI on.
What’s special about Automations.Guru isn’t the brand — it’s the person. The company is the storefront; I stay on the glass; agents and a trusted collective deliver behind me. Across five platform waves the move never changed: take what’s in front of you, intake it, structure it, process it, and shape it to its maximum.
"Tell me who you are, what works, what doesn’t — I’ll shape your ecosystem around you, so you’re not cramming yourself into the technology."
Verbatim LinkedIn recommendations from the architects, PMs, and consultants who've shipped alongside me across two decades.
“Matt was amazing and gave all the details I required in a concise and understandable manner. Highly recommend!”
“Matthew was wonderful to deal with. I would definitely recommend his services. He was able to help me with my Outlook and OneDrive issues.”
I worked with Matt on one of the most challenging projects I have ever managed — a $4 million multi-year cloud-based SharePoint initiative with profound regulatory and cybersecurity implications. When it comes to SharePoint, Matt is like a ninja that went to top-gun school and graduated with honors!
I worked with Matt on various large enterprise SharePoint and MS Teams migration projects at Habanero, where Matt was the lead Infrastructure Architect. Matt is a natural leader with strong technical ability and a unique skill of engaging all stakeholders to ensure blockers are removed and goals are achieved on time and on budget. He has very sophisticated knowledge of migration projects and M365 applications and ensures he spends time teaching others alongside him. If I was to pick a team for any project, Matt would be on that list!
Matt was my senior go-to resource for implementing or resolving challenging SharePoint and SQL solutions.
Matt helped us with our first implementation of SharePoint. He was very knowledgeable and always willing and quick to help.
Matt was a pleasure to work with! He has an amazing amount of knowledge and was great at sharing it. I would work with Matt anytime!
Matt is dedicated, conscientious, very competent and enthusiastic who always sought out ways to improve delivery and make work more efficient.
Matt is a phenomenal Microsoft 365 architect who is client-centric, competent, easy to work with, well-versed in content migrations, and excels in problem-solving.
Matt is very skilled, organized, down-to-earth and friendly with a very methodical way of thinking through any project or task. I would highly recommend Matt to anyone!
Working with Matt was always a great experience — a great blend of problem solving and cost management. Very easy to work with, awesome personality and always available to help out!
Matt was the go-to person for SharePoint infrastructure, scripting and SQL! He helped me resolve a number of complex SharePoint issues. He knows his tools quite well and is very knowledgeable!
Matt has amazing technical skill and knowledge. He is able to break down complex problems quickly. We were able to complete challenging projects because of his skill set. When selecting a team I always ask for him by name!
Matt has very deep SharePoint understanding — a wonderful professional and excellent person. He focuses on client needs and gets issues resolved. I have seen him on very complex projects and he always brings the right answer. I recommend him!
Working with Matt was a very positive experience. He was most instrumental in helping design, implement and support a new and very complex SharePoint environment. As a Subject Matter Expert, Matt has a keen sense of analysis and a solid ability to provide working solutions. I would gladly work with him again.
The questions buyers actually ask — answered from the real portfolio, counted honestly, with no marketing rounding.