Migrating and Upgrading to Server 2019
Migrating and Upgrading to Server 2019
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Migrating and Upgrading to Server 2019

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Last updated on 2019-05-17

About the Book

End of life for Windows Server 2008 is just around the corner and now with this book you will have the knowledge to upgrade or migrate to Windows Server 2019. The book covers Active Direct, DHCP, DNS, Certificate Services, NTP, Storage Spaces Direct, and more.

About the Authors

Dave Kawula
Dave Kawula

Dave is a Microsoft Most Valuable Professional (MVP) with over 20 years of experience in the IT industry. His background includes data communications networks within multi-server environments, and he has led architecture teams for virtualization, System Center, Exchange, Active Directory, and Internet gateways. Very active within the Microsoft technical and consulting teams, Dave has provided deep-dive technical knowledge and subject matter expertise on various System Center and operating system topics.

Dave is well-known in the community as an evangelist for Microsoft, 1E, and Veeam technologies. Locating Dave is easy as he speaks at several conferences and sessions each year, including TechEd, Ignite, MVP Days Community Roadshow, and VeeamOn. 

Recently Dave has been honored to take on the role of Conference Co-Chair of TechMentor with fellow MVP Sami Laiho.  The lineup of speakers and attendees that have been to this conference over the past 20 years is really amazing. Come down to Redmond or Orlando in 2018 and you can meet him in person.

As the founder and Managing Principal Consultant at TriCon Elite Consulting, Dave is a leading technology expert for both local customers and large international enterprises, providing optimal guidance and methodologies to achieve and maintain an efficient infrastructure.

BLOG: www.checkyourlogs.net

Twitter: @DaveKawula

John O'Neill Sr.
John O'Neill Sr.

John’s professional IT career began as a teenager, taking him on many wonderful adventures over the past 30 years. John’s IT path started with programming, but branched out quickly. Opportunities from the Help Desk to the Corner Office shape his IT journey. Specializing in Systems and Infrastructure technologies, John’s broad skillset includes Desktop and Server OS, Identity Management, Networking Services, Network Architecture, IP Telephony, and Security.

Passionate about giving back to the IT community, John develops relevant, timely content IT Pros take advantage of immediately. Part of the MVPDays team, he develops both online and in-print content. In addition, John authored material as a contributing editor for the Petri.co.il online community as well as senior contributor to Tom’s IT Pro, Redmond Magazine, Netwrix, and both Thomson-Reuters' Aspatore Books and Exec Blueprints publications.

Helping others succeed and advance in IT drives John to share knowledge. Speaking at conferences worldwide, developing technology training courses for Pluralsight’s online training library, and leading webinars are all regular investments by John in the current and next generation of IT professionals.

John is proud to be honored by industry organizations, leaders, and peers. John is a four-time recipient of Microsoft’s MVP Award. John received NEOSA’s CIO of the Year Award in 2012.

Emile Cabot
Emile Cabot

Émile is a three-time Microsoft Most Valuable Professional (MVP) who started in the industry during the mid-90s working at an ISP and designing web sites for celebrities. He has a strong background specializing in datacenter and deployment solutions, and has spent many years performing infrastructure analyses and solution implementations for organizations ranging from 20 to over 200,000 employees.

Émile organizes the Calgary Microsoft User Group, blogs on CheckYourLogs.net, and has presented at several conferences, including Ignite, VeeamOn, TechReady, and MVPDays.

He actively volunteers as a member of the Canadian Ski Patrol, providing over 250 hours each year for first aid services and public education at Castle Mountain Resort and in the community.

Table of Contents

Foreword by iii

Acknowledgments iii

From Dave iii

About the Authors iv

Dave Kawula – Microsoft MVP iv

Cristal Kawula – Microsoft MVP v

Emile Cabot – Microsoft MVP vi

Cary Sun – Microsoft MVP vii

John O’Neill Sr – Re-Connect Microsoft MVP viii

Contents ix

Introduction 16

MVPDays Online 16

Sample Files 17

Additional Resources 17

Chapter 1 19

Setting up your Azure Subscription from Scratch 19

Chapter 2 26

Building a Hyper-V Nested VM with Multiple Public IP Addresses in Azure 26

Building a Windows Server 2016 Virtual Machine 26

Creating Multiple Internal and External IP’s for the Lab 37

Enable Hyper-V in the LAB Virtual Machine 44

Configuring NAT Networking with one Public IP Address 52

Configuring NAT Networking with Multiple Public IP Address 55

Adding an IP Address to the lab Host (VM) 55

Configuring Routing and Remote Access on the Azure Nested Virtual Machine 59

Configure NAT Rules in RRAS for the Lab 67

Disable Windows Firewall 74

Create a NAT Rule in the Azure NSG for the Lab 76

Testing the NAT Rules in the lab 82

Using PowerShell to automate RRAS NAT Rule Configurations 87

Chapter 3 90

Using BigDemo to Build your Lab 90

Lab Server Names 90

Building the Lab with BigDemo_AD2019.PS1 92

Chapter 4 97

Configuring Windows Admin Center 97

Install Google Chrome and Mozilla FireFox 98

Configure Windows Admin Center 99

Configure Azure Integration 102

Configure Azure Backup 108

Verifying Backups locally with the Backup Microsoft Azure Backup Agent 113

Configuring Windows Azure Update Management 115

Configure Azure Site Recovery 122

Upgrade to Security Center Standard in Azure 129

Chapter 5 131

Migrating Active Directory from Windows Server 2016 to Windows Server 2019 131

Backing up Active Directory using Azure Backup (Windows Admin Center) 132

Verify Healthy Replication of Active Directory 134

Obtain the Windows 2019 Installation media 137

Verifying Versioning and Rights 138

Forest /Domain Preparation and Verification of Process – Mvpdays.com 139

Force Replication and Convergence 149

Installing Active Directory on a Windows Server 2019 Member Server (DC03) 151

Force Replication and Convergence 152

Transfer FSMO (Flexible Single Master Operations) Roles 154

Installing Active Directory on a Windows Server 2019 Member Server (DC04) 155

Force Replication and Convergence 157

Decomissioning lecacy Domain Controllers 159

Force Replication and Convergence 160

Chapter 6 162

Migrating DHCP 162

Migrate DHCP by moving the DHCP Database 162

Migrate DHCP using PowerShell 169

Chapter 7 172

Migrating DNS 172

Migrate Primary Forward Lookup Zone using PowerShell 172

Migrate Primary Forward Lookup Zones 175

Copy Secondary DNS Zones using PowerShell 176

Chapter 8 178

Migrating Active Directory Certificate Services 178

Chapter 9 178

Demoting Old Domain Controllers 178

Chapter 10 178

Migrating File Servers 178

Chapter 11 179

Migrating Print Servers 179

Chapter 12 179

Migrating NTP Servers 179

Chapter 13 179

Migrating NTP Servers 179

Chapter 14 179

Upgrading RRAS Servers 179

Chapter 15 180

Upgrading IIS Servers 180

Upgrading IIS 10 (2016) to IIS 10 (1809) in-place 180

Installing WordPress, PHP, and MySQL using PowerShell 181

Backup the IIS Server 186

Upgrade to Windows Server 2019 187

Validating the Upgrade 192

Chapter 16 195

Upgrading Management Servers 195

Chapter 17 196

Double Swing Upgrade from Windows Server 2008R2 to Windows Server 2019 196

Planning the In-Place Upgrade 197

Final Checks – Pre Upgrade 199

Upgrade to Windows Server 2012 R2 200

In-Place OS Upgrade from Windows Server 2012R2 to 2019 208

Chapter 18 214

Upgrading WSUS from Windows Server 2016 to Server 2019 214

Planning for WSUS Upgrade 215

Supported Upgrade Scenarios 217

In-Place OS Upgrade from Windows Server 2016 to 2019 218

Post Upgrade Tasks 223

Chapter 19 228

Upgrading a Storage Spaces Direct Cluster to Windows Server 2019 228

Prerequisites and limitations 229

Performing an in-place upgrade while VMs are running 230

Chapter 20 241

Upgrading Storage Spaces Standalone from Server 2016 to Server 2019 241

In-Place Upgrade to Server 2019 241

Install Deduplication 253

Configure Deduplication 254

Run Deduplication Jobs 257

Monitor Deduplication Jobs 259

Tuning Deduplication Jobs 260

Chapter 21 269

Server 2019 Upgrade Issues / Troubleshooting 269

Server 2019 Activation Issues 269

The Case of MMC.exe being blocked on Server 2019 279

Windows Server 2019 Hyper-V Triple Fault Bug Workaround 286

SDDC Management Resource (Windows Admin Center) Impacting Storage Spaces Direct Virtual Machines on Server 2019 BUG 288

The Case of the Broken Network on an Upgrade from Server 2012 R2 to Server 2019 Hyper-V 291

Troubleshooting Error 0xC1900101 – 0x30018 SYSPREP 305

Chapter 20 308

Join us at MVPDays and meet great MVP’s like this in person 308

Live Presentations 308

Video Training 308

Live Instructor-led Classes 309

Consulting Services 309

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