ShareGate
Neil Haddley • May 1, 2026
ShareGate Migration (Part 2)
In Part 1 I installed ShareGate and connected it to both my on-premises SharePoint 2019 environment and a SharePoint Online tenant. In this post I go further — first building out a custom content type on the source site to give the migration something meaningful to carry across, then running ShareGate's pre-migration reports to understand the current state of the environment, and finally using the Copy feature to migrate the full site structure from on-premises to SharePoint Online.
The goal was to prove that ShareGate faithfully migrates not just files but the underlying metadata model — content types, site columns, library configuration, and permissions — so that documents arrive in SharePoint Online with their structure intact and ready to use.

I opened the SharePoint 2019 site and navigated to Site contents from the Settings menu

The Site Contents page showed the Documents and Form Templates libraries

I opened Site Settings from the Settings gear

I navigated to Site Content Types to view and manage the existing content types

I created a new site content type called "Policy" with a description, parented to Document

I set the group to "Custom Content Types" and clicked OK to save

The Policy content type was created with Name and Title columns inherited from Document

I could see the Policy content type settings and its inherited columns

I created a new site column called "Effective Date" using the Date and Time type

I configured the Effective Date column with a description, Date Only format, and Today's Date as the default value

I set the column to update all inheriting content types and clicked OK

The Policy content type now showed three columns: Name, Title, and Effective Date

I opened the Documents library and selected Library settings from the Settings menu

The Documents library settings page opened

I opened Advanced settings and enabled content type management for the library

The Documents settings page now showed a Content Types section with an option to add more

I added the Policy content type to the library

The Documents library now showed both Document and Policy content types available

In the modern Documents library, the New button now offered Folder, Document, Policy, and Link options

I created a new Policy document called "HR Policy" and filled in the Title and Effective Date fields

I selected the HR Policy document and used the Add column menu to add the Effective Date column to the view

I used the Edit view columns panel to make the Effective Date column visible in the library view

I opened ShareGate and navigated to the Plan section to run pre-migration reports

I selected SharePoint - 80 as the target for the permissions matrix report

I configured the permissions matrix report options targeting all site collections in the web application

The permissions matrix report showed the Home site's permissions for all users and groups

I returned to the ShareGate Plan screen to run the site collection report

I selected SharePoint - 80 as the target for the site collection report

I configured the site collection report options targeting SharePoint - 80

The site collection report showed the Home site with a context menu of available actions

I exported the site collection report to an Excel file

A confirmation dialog showed the report was successfully saved to Documents

The ShareGate Tasks page showed the completed site collection and permissions reports alongside the previous copy task

I switched to the Copy section and connected to the on-premises SharePoint source using Windows authentication

ShareGate connected to the source and showed the Home site collection available to migrate

I entered the SharePoint Online destination URL and chose Browser authentication to connect

The Microsoft sign-in dialog appeared for browser authentication to SharePoint Online

I entered my password to sign in to the SharePoint Online tenant

I was prompted to stay signed in and clicked Yes

ShareGate connected to the destination and showed the OnPremHome site collection ready to receive the migration

The Copy structure screen showed a side-by-side comparison of content types, lists, and libraries between source and destination

I configured the copy options to merge with OnPremHome in Automatic mode, keeping custom permissions, list content, workflows, and other settings

ShareGate showed a trial warning that some items may be randomly skipped before the migration started

The migration was in progress, copying the site collection structure to OnPremHome

The migration report showed "Copy completed" with the full list of successfully migrated items

I opened the OnPremHome site in SharePoint Online and saw the migrated HR Policy document with the Effective Date column

I opened the Settings panel on the OnPremHome Documents library in SharePoint Online

I navigated to Site contents on the OnPremHome site to verify the migrated structure

I opened Site Settings and hovered over "Site content types" to check the content type was migrated

The Content type gallery confirmed the Policy content type had been successfully migrated to SharePoint Online

The Policy content type in SharePoint Online showed all three site columns: Name, Title, and Effective Date

I reviewed Azure Cost Analysis dashboard with the SharePoint virtual machines accounting for the majority of the $21.79 accumulated cost