Migrating from Exchange 2010 to Exchange 2016 - Step-by-Step
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Migrating from Exchange 2010 to Exchange 2016 - Step-by-Step

About the Book

The purpose of this book is to showcase the amazing expertise of our guest speakers at the North American MVPDays Community Roadshow.  They have so much passion, expertise, and expert knowledge that it only seemed fitting to write it down in a book.  


MVPDays was founded by Cristal and Dave Kawula back in 2013. It started as a simple idea; “There’s got to be a good way for Microsoft MVPs to reach the IT community and share their vast knowledge and experience in a fun and engaging way” I mean, what is the point in recognizing these bright and inspiring individuals, and not leveraging them to inspire the community that they are a part of.

We often get asked the question “Who should attend MVPDays”?  

Anyone that has an interest in technology, is eager to learn, and wants to meet other like-minded individuals.  This Roadshow is not just for Microsoft MVP’s it is for anyone in the IT Community.

Make sure you check out the MVPDays website at: www.mvpdays.com. You never know maybe the roadshow will be coming to a city near you.


The goal of this particular book is to show you how to Migrate your legacy Exchange 2010 environment to Exchange 2016. We built based on our experience migrating live customer environments.

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

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

Table of Contents

Acknowledgements iv

From Dave iv

About the Authors v

Dave Kawula - MVP v

Cary Sun – CCIE #4531 vi

Technical Editors vii

Cristal Kawula – MVP vii

Emile Cabot - MVP viii

Contents x

Introduction 14

North American MVPDays Community Roadshow 14

Sample Files 15

Additional Resources 15

Chapter 1 17

Exchange 2016 Design Guidance 17

Exchange 2016 System requirements 19

Coexistence of Exchange 2016 with earlier versions of Exchange Server 19

Network and directory server requirements for Exchange 2016 20

Supported operating systems for Exchange 2016 20

.NET Framework 21

Supported clients 22

Chapter 2 23

Exchange 2016 Prerequisites 23

Exchange 2016 Mailbox Server Role Prerequisites 23

Follow steps to install prerequisites for Windows Server 2016 23

Follow steps to install prerequisites for Windows Server 2012 R2 27

Prepare Active Directory 29

Chapter 3 36

Deploy Exchange Server 2016 Mailbox Role Server 36

Deployment of Certificates 39

Chapter 4 56

Configure Exchange Server 2016 56

Verify Existing Client Access Namespaces 56

Configuring the Autodiscover Services Connection Point (SCP) for Exchange 2016 Server 64

Configuring the Client Access Namespaces for Exchange 2016 Server 65

Testing the Client Access Namespaces 66

Cut Over the Client Access namespace to Windows 2016 67

Configuring New Offline Address Book for Exchange 2016 Server 69

Configuring Receive Connectors for Exchange 2016 server 71

Change Outbound Mail flow Routing (Send Connectors) 77

Chapter 5 80

Connectivity and Mail Flow Test 80

Outlook Connectivity Test 80

Outlook Autodiscover Connectivity Test 84

Exchange ActiveSync Connectivity Test 86

Exchange ActiveSync Autodiscover Connectivity Test 92

Exchange Web Services Connectivity Test – Synchronization, Notification, Availability, and Automatic Replies 94

Testing Inbound Mail Flow 95

Testing Outbound Mail Flow 100

Chapter 6 104

Post-Configuration Steps 104

Configuring the Default Mailbox Database for Exchange Server 2016 104

Create a New Mailbox Database 106

Configuring Mailbox Database Quota 107

Configuring Offline Address Book 108

Migrate Arbitration Mailboxes 109

Chapter 7 112

Mailbox Migration 112

Migrate Pilot mailboxes via Exchange Administrative Center 112

Chapter 8 118

Public Folder Migration 118

Contact Us 135

Join us at MVPDays and meet great MVP’s like this in person 135

Live Presentations 135

Video Training 135

Live Instructor-led Classes 136

Consulting Services 136

Twitter 137

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