About

I work where IT support meets operations. I keep people productive, infrastructure reliable, and the processes around them running.

I am an IT support and systems administration pro who lives in the overlap between the help desk and operations. 6+ years keeping people productive and infrastructure reliable across Windows, Microsoft 365, and macOS, while also owning the operational side: SOPs, onboarding, vendor management, and multi-site coordination.

Day to day, that means endpoint and MDM management with Intune and Apple Business Manager, Active Directory and identity and access work, device lifecycle, and Tier 1-2 troubleshooting, all backed by strong ticketing and clear documentation.

I am also the person who reaches for automation when the same request keeps coming back. I have led practical Power Automate and AI projects, including an internal IT and HR support assistant, that make support faster and teams more self-sufficient.

What matters most to me is that the people I support spend less time fighting their tools, and that the systems underneath them stay calm, well-documented, and easy to trust.

Studio & context

Twindevs, LLC

My one-person studio for the IT automation, cloud, and AI side projects I build as time allows.

Primary site
diplov.com

What people usually get from working with me

  • A calm first point of contact who closes the ticket and writes down how it was fixed.
  • Someone who handles endpoints, identity, and access carefully, so onboarding, offboarding, and day-to-day support stay clean.
  • A teammate who spots the repetitive request and automates it instead of grinding through it forever.

How I got into IT

I built the IT function at Fresh n’ Lean from the ground up, from the server room to Microsoft 365, and found I love keeping people unblocked.

What my background adds

Years of operations and support, including managing multiple sites at EPIC, mean I notice both the technical fix and the human cost of friction.

Where the AI edge comes in

I piloted Microsoft 365 Copilot early at EPIC and expanded it to a department, built Copilot Studio agents (plus AskScout, an IT/HR support assistant); I build automation and AI side projects too, but support and reliability come first.

Operations Area Manager (promoted from Administrator)

EPIC: IT operations and support at scale

Built an AskScout/Copilot self-service path that cut a recurring IT and Operations ticket category by about 25-40%.

Read the full study

Sr. IT Operations Analyst and SharePoint/Jira Administrator

Fresh n' Lean: building the IT department from the ground up

Led the company-wide Dropbox to SharePoint Online migration and M365 stand-up.

Read the full study

Project lead for evaluation and QA

AskScout: evaluating an internal IT and HR support assistant

Established a repeatable evaluation and QA posture for the internal support assistant.

Read the full study

Recognition

  • Pinnacle Award nominee (2023)
  • 'Living Our Values – Think Big' award (Q1 2023)
  • Selected as a mentee by EPIC's CIO (2024 EPIC Mentorship Program)

Certifications

  • Google Project Management (Coursera, in progress)

Trust layer

What you can verify here

If you want a feel for how I work, start with the case studies and the resume. Everything maps to real roles and projects, and you can ask me about any of it directly.

Operating signals

Everything here maps to real roles and projects you can ask me about directly.

The assistant stays inside published material instead of improvising past the source.

Contact comes straight to me by email or phone, with no team inbox in between.

Endpoints & MDM: Intune, Apple Business Manager, macOS admin, Windows provisioning & deployment, asset lifecycle
Identity & Access: Active Directory, M365/Entra, SSO & MFA, password managers, passkeys, onboarding/offboarding, permissions & governance
Systems & Infrastructure: Windows Server, ConnectWise, VPN, server room & local network (switches, Wi-Fi, security systems)
Cloud & SaaS: M365 (Exchange/SharePoint/Teams), Google Workspace, Zoom, Slack, RingCentral VoIP, Jira/Confluence, GitHub
Automation & AI: Microsoft 365 Copilot (rollout, licensing, configuration, adoption) & Copilot Studio agents, Power Automate/Power Platform, PowerShell & Python scripting, RAG/AI support assistants, evaluation & QA
Support & Process: Tier 1-2 support, ITSM/ticketing, SOPs & knowledge base, onboarding & training, audit & compliance support

Apr 2022 to Jun 2025

Operations Area Manager (promoted from Administrator)

EPIC (Edgewood Partners Insurance Center)

  • Hired as Administrator in Operations and promoted to Operations Area Manager over multiple locations, owning budgeting, staffing, SOPs, and vendor management.
  • Delivered on-site and remote IT support to 3,500+ employees across Galway Holding, EPIC, and EPIC Corporate as a direct mentee of the CIO.
  • Managed device lifecycle via Intune and Apple Business Manager, plus onboarding, offboarding, and access provisioning.
  • Led AskScout, an internal IT and HR AI-powered support assistant (RAG), from concept through rollout; built equipment-checkout, asset-tracking, and request/approval workflows. Recognized with EPIC's Pinnacle Award (two nominations).

Jan 2019 to Jun 2022

Sr. IT Operations Analyst & SharePoint/Jira Administrator

Fresh n' Lean

  • Started and ran the IT department: server room and local network (switches, Wi-Fi, security/surveillance) with end-user support on Windows and macOS.
  • Led the company-wide Dropbox to SharePoint Online migration, stood up Microsoft 365, and provisioned users and licenses via M365, Active Directory, and Google Workspace.
  • Administered Jira and Confluence (workflows, dashboards, JQL) and ticketing, and automated with Power Automate (early Microsoft Copilot adopter) across SharePoint and Teams.
  • Built advanced Excel models (pivot tables, SAP data) for PMO forecasting and budgeting.

Jan 2018 to Present

Founder & Principal Consultant (IT Automation, Cloud & GenAI)

Twindevs

  • Build internal tools, automations, and self-service systems across Microsoft 365 and cloud, with hands-on troubleshooting and support across apps, integrations, and endpoints.
  • Design and ship AI support assistants (RAG pipelines and agents) with evaluation and QA.
  • Core stack: GCP, FastAPI, PostgreSQL, and CI/CD. This is the studio behind my side projects, kept secondary to my IT roles.

2016 to 2019

WordPress Developer

Fresh n' Lean

  • Built and maintained web properties, with troubleshooting, SQL, and SEO.

2016 to 2016

Business Analyst

IONutrition

  • Built data modeling and validation to support operational and marketing decisions.

2015 to 2016

Marketing Coordinator

IONutrition

  • Planned and executed online and direct-mail campaigns.

2014 to 2020

Executive Assistant

UGURU

  • Provided executive-facing operations and coordination (concurrent role).
    About | Dylan Dahal | Dossier