Josh S.
Microsoft 365 & Azure Architect | Migrations, MSP & Infrastructure
I help businesses and MSPs plan, migrate, secure, and troubleshoot Microsoft 365, Azure, and IT infrastructure. I bring enterprise architect and MSP practice leadership experience, and I personally handle the technical implementation. Whether you need a tenant migration, an Azure environment, stronger identity security, or help with a difficult escalation, I can take ownership from discovery through cutover, documentation, and post-project support. MICROSOFT 365, AZURE & IDENTITY • Microsoft 365 / Office 365 administration: Exchange Online, SharePoint, OneDrive, and Teams. • Microsoft Entra ID / Azure AD, Conditional Access, MFA, Intune, Windows Autopilot, device compliance, and endpoint management. • SSO, SAML, enterprise applications, app registrations, and cross-tenant collaboration. • Azure virtual machines, Azure SQL, VNets, VPN Gateway, and hybrid connectivity. • Windows Server, Active Directory, DNS, DHCP, Group Policy, Entra Connect, and RemoteApp environments. EMAIL & TENANT MIGRATIONS • Microsoft 365 tenant-to-tenant and Google Workspace to Microsoft 365 migrations. • Mailboxes, shared mailboxes, calendars, OneDrive, SharePoint, and Teams; coexistence planning, incremental passes, and production cutovers. • Domain moves, UPN and SMTP changes, X500 address preservation, DNS cutovers, and post-migration mail-flow troubleshooting. • Experience with BitTitan MigrationWiz, Quest On Demand, ShareGate, native Microsoft tools, PowerShell, and GAM. MSP, INFRASTRUCTURE, NETWORKING & SECURITY • Fortinet / FortiGate, FortiSwitch, FortiClient, VLANs, routing, firewall policies, IPsec VPNs, SD-WAN, and multi-site troubleshooting. • Microsoft 365 security hardening, business email compromise investigations, sign-in and mailbox audit analysis, and compromised-account remediation. • Microsoft Defender, Avanan, SentinelOne, and SOC/SIEM environments, including Devo SIEM and Binary Defense SOC integration. • MSP service delivery, Tier 1–3 escalation workflows, onboarding/offboarding, patching, backups, documentation, and vendor transitions. • NinjaOne, IT Glue, ConnectWise, Autotask, and Auvik. • Fractional CIO / vCIO support: infrastructure assessments, technology roadmaps, IT budgeting, licensing, vendor management, and project scoping. POWERSHELL, APIs & SYSTEMS INTEGRATION • PowerShell and Microsoft Graph automation for user provisioning, mailbox administration, reporting, and repeatable deployments. • REST API, SaaS, and identity integrations; CSV-driven workflows and data transformation. • Troubleshooting existing scripts, integrations, and application-to-infrastructure issues. I am comfortable stepping into poorly documented environments or partially completed projects, tracing dependencies, and working through problems across identity, networking, servers, applications, and cloud services. I work directly with business owners, IT teams, vendors, and end users, with clear communication about scope, risks, and next steps. You can engage me for a focused troubleshooting session, a migration or implementation project, ongoing senior engineering support, or architecture and IT leadership. Send me a brief description of your environment, the problem or outcome you need, and your timeline, and we can discuss a practical next step.
Earnings and projects
Last 6 months ÷ 6
Last 6 months: $208
Billed in all: $6,326$6.3k
$69 in the last 6 months
Across 12 contracts
Earnings, last 30 days
Skill rankings: Top 31% in Network Administration
Ranked by MRR among everyone on Upwork with the skill.
- #41Single Sign-On131 freelancers · 🇺🇸 #6Top 31%🇺🇸#6 of 21
- #46Fortinet146 freelancers · 🇺🇸 #10Top 32%🇺🇸#10 of 26
- #145IT Consultation459 freelancers · 🇺🇸 #45Top 32%🇺🇸#45 of 122
- #158Microsoft Intune336 freelancers · 🇺🇸 #26Top 47%🇺🇸#26 of 51
- #170Cloud Migration472 freelancers · 🇺🇸 #21Top 36%🇺🇸#21 of 69
- #258Microsoft Windows PowerShell659 freelancers · 🇺🇸 #36Top 39%🇺🇸#36 of 122
- #281Cybersecurity Management728 freelancers · 🇺🇸 #68Top 39%🇺🇸#68 of 187
- #283Microsoft SharePoint Administration714 freelancers · 🇺🇸 #36Top 40%🇺🇸#36 of 111