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

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, 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.

Cary Sun
Cary Sun

Cary Sun has a wealth of knowledge and expertise in data center and deployment solutions. As a Principal Consultant, he likely works closely with clients to help them design, implement, and manage their data center infrastructure and deployment strategies.

With his background in data center solutions, Cary Sun may have experience in server and storage virtualization, network design and optimization, backup and disaster recovery planning, and security and compliance management. He holds CISCO CERTIFIED INTERNETWORK EXPERT (CCIE No.4531) from 1999. Cary is also a Microsoft Most Valuable Professional (MVP), Microsoft Azure MVP, Veeam Vanguard and Cisco Champion. He is a published author with several titles, including blogs on Checkyourlogs.net, and the author of many books.

Cary is a very active blogger at checkyourlogs.net and is permanently available online for questions from the community. His passion for technology is contagious, improving everyone around him at what they do.

Blog site: https://www.checkyourlogs.net

Web site: https://carysun.com

Blog site: https://gooddealmart.com

Twitter: @SifuSun

in: https://www.linkedin.com/in/sifusun/

Amazon Author: https://Amazon.com/author/carysun

Cristal Kawula
Cristal Kawula

Cristal Kawula is the co-founder of MVPDays Community Roadshow and #MVPHour live Twitter Chat.   She is the President of TriCon Elite Consulting where she manages the day to day operations of the field consulting and sales teams.

Cristal is also only the 2nd Woman in the world to receive the prestigious Veeam Vanguard Community excellence award.  In July of 2017 she was awarded the designation of Microsoft MVP.  

Early in her career Cristal worked as a consultant with Microsoft authoring content for internal SMSGR and GTR teams.   This content was used to train internal support engineers and global escalation engineering teams.  

Cristal can be found speaking at Microsoft Ignite, MVPDays, and other local user groups.   She is extremely active in the community and has recently helped publish a book for other Women MVP’s called Voices from the Data Platform.  


BLOG: http://www.checkyourlogs.net

Twitter: @supercristal1

Emile Cabot
Emile Cabot

Émile is a six-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 around the world.

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

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Table of Contents

Foreword by iii Acknowledgments iii From Dave iii About the Authors iv Dave Kawula – Microsoft MVP iv Cristal Kawula – Microsoft MVP vi Emile Cabot – Microsoft MVP vii Cary Sun – Microsoft MVP viii John O’Neill Sr – Re-Connect Microsoft MVP ix Contents x Introduction 16 MVPDays Online 16 Sample Files 17 Additional Resources 17 Lab 1 18 Migrating Active Directory from Windows Server 2008R2 to Windows Server 2019 18 Exercise 1 - Backing up Active Directory using Windows Backup 20 Exercise 1.1 Verify Healthy Replication of Active Directory 27 Exercise 1.2 Upgrade FRS to DFSR for the SYSVOL 30 Exercise 1.3 Run ADPREP 38 Exercise 1.4 - Installing Active Directory on a Windows Server 2019 Member Server (TMDC03) 51 Exercise 1.5 - Transfer FSMO (Flexible Single Master Operations) Roles 56 Exercise 1.6 - Installing Active Directory on a Windows Server 2019 Member Server (DC04) 57 Exercise 1.7 – Tune SRV Records for older Domain Controllers 61 Exercise 1.8 - Decomissioning TMDC02 64 Exercise 1.9 - Decomissioning TMDC01 70 Exercise 1.9 – Steal the IP from TMDC01 76 Exercise 1.10 – Steal the IP from TMDC02 77 Exercise 1.11 – Configure NTP for an External Time Source on TMDC03 79 Exercise 1.12 – Automate External NTP Configuration with Group Policy for PDC Emulators 81 Exercise 1.13 – Recommended Settings for Virtual Domain Controllers Guest Time Settings 91 Exercise 1.14 – Turn off TMDC01 and TMDC02 92 Exercise 1.15 – Update the Domain and Forest Functional Levels to Server 2016 93 Lab 2 96 Migrating DHCP 96 Exercise 2.1 - Migrate DHCP by moving the DHCP Database 96 Exercise 2.2 - Migrate DHCP using PowerShell 102 Lab 3 106 Migrating File Servers 106 Exercise 3.1 - Migrate TMFile01 using Windows Admin Center and the Storage Migration Service 106 Exercise 3.2 – Install Azure File Sync to offload older files to Azure 119 Lab 4 133 Migrating DNS 133 Exercise 4.1 - Migrate Primary Forward Lookup Zone using PowerShell 133 Exercise 4.2 - Migrate Primary Forward Lookup Zones 136 Lab 5 137 Upgrading IIS Servers 137 Exercise 5.1 - Upgrading IIS 10 (2016) to IIS 10 (1809) in-place 137 Exercise 5.2 Upgrade to Windows Server 2019 144 Exercise 5.3 Migrating an On-Prem Wordpress Site to Azure 151 Lab 6 161 Upgrading Remote Desktop Services (RDSH,Gateway,Licensing, RDWEB) 161 Exercise 6.1 – Upgrading a Standalone RDGateway, RDSH, Connection Broker, RDWEB, and Licensing Server 162 LAB 7 174 Migrating Print Servers 174 Exercise 6.1 – Exporting the Windows 2008 R2 Print Server’s Configurations 174 Exercise 6.2 – Importing the Print Server’s Configurations into Server 2019 178 LAB 8 185 Upgrading RRAS / RADIUS Servers 185 Lab 9 186 Double Swing Upgrade from Windows Server 2008R2 to Windows Server 2019 186 Exercise 9.1 - Planning the In-Place Upgrade 187 Exercise 9.2 - Final Checks – Pre Upgrade 189 Exercise 9.3 - Upgrade to Windows Server 2012 R2 190 Exercise 9.4 - In-Place OS Upgrade from Windows Server 2012R2 to 2019 198 Lab 10 204 Upgrading WSUS from Windows Server 2016 to Server 2019 204 Exercise 10.1 - Planning for WSUS Upgrade 205 Exercise 10.2 - In-Place OS Upgrade from Windows Server 2016 to 2019 208 Exercise 10.3 - Post Upgrade Tasks 213 Lab 11 218 Upgrading a Storage Spaces Direct Cluster to Windows Server 2019 218 Exercise 11.1 - Prerequisites and limitations 219 Exercise 11.2 - Performing an in-place upgrade while VMs are running 220 Lab 12 231 Upgrading Storage Spaces Standalone from Server 2016 to Server 2019 231 Exercise 12.1 - In-Place Upgrade to Server 2019 231 Install Deduplication 243 Configure Deduplication 244 Run Deduplication Jobs 247 Monitor Deduplication Jobs 249 Tuning Deduplication Jobs 250 Lab 13 259 Server 2019 Upgrade Issues / Troubleshooting 259 Exercise 13.1 - Server 2019 Activation Issues 259 Exercise 13.2 - The Case of MMC.exe being blocked on Server 2019 269 Exercise 13.3 - Windows Server 2019 Hyper-V Triple Fault Bug Workaround 276 SDDC Management Resource (Windows Admin Center) Impacting Storage Spaces Direct Virtual Machines on Server 2019 BUG 278 Exercise 13.4 - The Case of the Broken Network on an Upgrade from Server 2012 R2 to Server 2019 Hyper-V 281 Exercise 13.5 - Troubleshooting Error 0xC1900101 – 0x30018 SYSPREP 295 Wrap-up 298 Join us at MVPDays and meet great MVP’s like this in person 298 Live Presentations 298 Video Training 298 Live Instructor-led Classes 299 Consulting Services 299 Appendix A 300 Setting up your Azure Subscription from Scratch 300 Appendix B 307 Configuring Windows Admin Center 307 Install Google Chrome and Mozilla FireFox 308 Configure Windows Admin Center 309 Configure Azure Integration 312 Configure Azure Backup 318 Verifying Backups locally with the Backup Microsoft Azure Backup Agent 323 Configuring Windows Azure Update Management 325 Configure Azure Site Recovery 332 Upgrade to Security Center Standard in Azure 339

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