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5 Terrible Things You Should Not Do with Your SaaS/Office 365 Networking

Jason Lieblich

The move to cloud-based solutions like Office 365, Google Apps and others is one of the biggest fundamental changes IT professionals will undertake in the history of computing. Microsoft Office 365 already has >70 million paid subscriptions with a goal to have annualized revenue reach $20 BILLION by 2018.


The cost savings and productivity enhancements available to organizations are huge. But these savings and benefits can't be reaped without careful planning, network assessment, change management and continuous monitoring. Read on for things that you shouldn't do with your network in preparation for a move to one of these cloud providers.

1. Don't expect to keep the network the same as when everything was on-premise

Networks will need to change with the adoption of massive cloud-based services like Office 365. When all the traffic was on-premise, internal routers and network paths may have been burdened. Now that the traffic is largely external, it will stress the network differently and have different IT infrastructure dependencies. We call it "Service Delivery Chain."


You probably thought when you adopted cloud-based services like Office 365 everything was going to be easy — just give the user a browser — but that's not the case. The Service Delivery Chain — including Single-Sign-In, Azure AD, proxies, firewalls, gateways, etc. — complicates SaaS application delivery. Especially at the branch office, for mobile and telecommuters too. End-to-end application response, uptime and availability for apps like Exchange Online, SharePoint Online and Skype for Business Online needs to be tested and measured.

2. Don't expect to keep all the firewalls and proxies just like before - they will need to change

This is a common initial desire for many mid-to-large enterprises — they want to proxy all the traffic between services such as Office 365, G-Suite and their end-users — no matter where they are. This is often seen at the beginning of migration to the cloud but it doesn't usually last or not in its initial form.

Proxying all your traffic for these services requires additional investment. It's more than likely your proxies will not be able to handle the additional load that the shift to cloud services places on them. You should synthesize and load-test the various Office 365 apps and workloads prior to and during a migration to Office 365. And you should make sure that your testing tools support proxies, single sign-on and the entire Service Delivery Chain.

3. Don't assume just because you route everything centrally, you don't need to measure end-to-end

Enterprise's may have had their own MPLS-routed networks in place for years. They put it in place back in the good old days of Exchange 2003 ;-). Then they go and believe that a decade-old network design will survive the shift to cloud/SaaS. Often, coincidental with this old network design, is their desire that they only monitor their central network because "everything just routes through to one place".

Talk about head meeting sand. If you're only monitoring from one location on the network, then you will have no idea what the experience is for end-users on the other side.

Additionally, routing everything centrally can be slow, expensive and less fault tolerant then if you sent secure, SSL-traffic directly over the Internet for branch offices and remote workers. Office 365 and wide-scale SaaS adoption for an organization places different demands on a network end-to-end.

4. Don't wait for direct data center connections like ExpressRoute for Office 365 or Azure

ExpressRoute is a new data center connection type that Microsoft has begun offering for fast connectivity from your own routed and VPN'd LAN to Office 365 and Azure tenants. Other SaaS providers often offer something similar.

Direct data center connections like ExpressRoute are still in their infancy and remain expensive. Customers still must backhaul their traffic from branch offices and other locations through their private WAN, into and out of the ExpressRoute colocation. While it sounds like it could make things simpler and faster, it does make the Service Delivery Chain longer and more complex where lots could go wrong that affects end-user experience.

5. Don't assume the problem is just going to be with the provider

The assumption that only providers like Microsoft, Google or Amazon are going to have problems is NOT a good way to start an organization's journey to wide-scale adoption of cloud services. You will have outages along the way and even post migration. The outages will occur within your own networks, your ISPs, your proxies, your Single Sign-On providers — everywhere. But with the right end-to-end monitoring and management you'll be able to quantify them and their consequences and hold each of the parties accountable for the Service Level Agreements they are signing up for.

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5 Terrible Things You Should Not Do with Your SaaS/Office 365 Networking

Jason Lieblich

The move to cloud-based solutions like Office 365, Google Apps and others is one of the biggest fundamental changes IT professionals will undertake in the history of computing. Microsoft Office 365 already has >70 million paid subscriptions with a goal to have annualized revenue reach $20 BILLION by 2018.


The cost savings and productivity enhancements available to organizations are huge. But these savings and benefits can't be reaped without careful planning, network assessment, change management and continuous monitoring. Read on for things that you shouldn't do with your network in preparation for a move to one of these cloud providers.

1. Don't expect to keep the network the same as when everything was on-premise

Networks will need to change with the adoption of massive cloud-based services like Office 365. When all the traffic was on-premise, internal routers and network paths may have been burdened. Now that the traffic is largely external, it will stress the network differently and have different IT infrastructure dependencies. We call it "Service Delivery Chain."


You probably thought when you adopted cloud-based services like Office 365 everything was going to be easy — just give the user a browser — but that's not the case. The Service Delivery Chain — including Single-Sign-In, Azure AD, proxies, firewalls, gateways, etc. — complicates SaaS application delivery. Especially at the branch office, for mobile and telecommuters too. End-to-end application response, uptime and availability for apps like Exchange Online, SharePoint Online and Skype for Business Online needs to be tested and measured.

2. Don't expect to keep all the firewalls and proxies just like before - they will need to change

This is a common initial desire for many mid-to-large enterprises — they want to proxy all the traffic between services such as Office 365, G-Suite and their end-users — no matter where they are. This is often seen at the beginning of migration to the cloud but it doesn't usually last or not in its initial form.

Proxying all your traffic for these services requires additional investment. It's more than likely your proxies will not be able to handle the additional load that the shift to cloud services places on them. You should synthesize and load-test the various Office 365 apps and workloads prior to and during a migration to Office 365. And you should make sure that your testing tools support proxies, single sign-on and the entire Service Delivery Chain.

3. Don't assume just because you route everything centrally, you don't need to measure end-to-end

Enterprise's may have had their own MPLS-routed networks in place for years. They put it in place back in the good old days of Exchange 2003 ;-). Then they go and believe that a decade-old network design will survive the shift to cloud/SaaS. Often, coincidental with this old network design, is their desire that they only monitor their central network because "everything just routes through to one place".

Talk about head meeting sand. If you're only monitoring from one location on the network, then you will have no idea what the experience is for end-users on the other side.

Additionally, routing everything centrally can be slow, expensive and less fault tolerant then if you sent secure, SSL-traffic directly over the Internet for branch offices and remote workers. Office 365 and wide-scale SaaS adoption for an organization places different demands on a network end-to-end.

4. Don't wait for direct data center connections like ExpressRoute for Office 365 or Azure

ExpressRoute is a new data center connection type that Microsoft has begun offering for fast connectivity from your own routed and VPN'd LAN to Office 365 and Azure tenants. Other SaaS providers often offer something similar.

Direct data center connections like ExpressRoute are still in their infancy and remain expensive. Customers still must backhaul their traffic from branch offices and other locations through their private WAN, into and out of the ExpressRoute colocation. While it sounds like it could make things simpler and faster, it does make the Service Delivery Chain longer and more complex where lots could go wrong that affects end-user experience.

5. Don't assume the problem is just going to be with the provider

The assumption that only providers like Microsoft, Google or Amazon are going to have problems is NOT a good way to start an organization's journey to wide-scale adoption of cloud services. You will have outages along the way and even post migration. The outages will occur within your own networks, your ISPs, your proxies, your Single Sign-On providers — everywhere. But with the right end-to-end monitoring and management you'll be able to quantify them and their consequences and hold each of the parties accountable for the Service Level Agreements they are signing up for.

Hot Topics

The Latest

In MEAN TIME TO INSIGHT Episode 12, Shamus McGillicuddy, VP of Research, Network Infrastructure and Operations, at EMA discusses purchasing new network observability solutions.... 

There's an image problem with mobile app security. While it's critical for highly regulated industries like financial services, it is often overlooked in others. This usually comes down to development priorities, which typically fall into three categories: user experience, app performance, and app security. When dealing with finite resources such as time, shifting priorities, and team skill sets, engineering teams often have to prioritize one over the others. Usually, security is the odd man out ...

Image
Guardsquare

IT outages, caused by poor-quality software updates, are no longer rare incidents but rather frequent occurrences, directly impacting over half of US consumers. According to the 2024 Software Failure Sentiment Report from Harness, many now equate these failures to critical public health crises ...

In just a few months, Google will again head to Washington DC and meet with the government for a two-week remedy trial to cement the fate of what happens to Chrome and its search business in the face of ongoing antitrust court case(s). Or, Google may proactively decide to make changes, putting the power in its hands to outline a suitable remedy. Regardless of the outcome, one thing is sure: there will be far more implications for AI than just a shift in Google's Search business ... 

Image
Chrome

In today's fast-paced digital world, Application Performance Monitoring (APM) is crucial for maintaining the health of an organization's digital ecosystem. However, the complexities of modern IT environments, including distributed architectures, hybrid clouds, and dynamic workloads, present significant challenges ... This blog explores the challenges of implementing application performance monitoring (APM) and offers strategies for overcoming them ...

Service disruptions remain a critical concern for IT and business executives, with 88% of respondents saying they believe another major incident will occur in the next 12 months, according to a study from PagerDuty ...

IT infrastructure (on-premises, cloud, or hybrid) is becoming larger and more complex. IT management tools need data to drive better decision making and more process automation to complement manual intervention by IT staff. That is why smart organizations invest in the systems and strategies needed to make their IT infrastructure more resilient in the event of disruption, and why many are turning to application performance monitoring (APM) in conjunction with high availability (HA) clusters ...

In today's data-driven world, the management of databases has become increasingly complex and critical. The following are findings from Redgate's 2025 The State of the Database Landscape report ...

With the 2027 deadline for SAP S/4HANA migrations fast approaching, organizations are accelerating their transition plans ... For organizations that intend to remain on SAP ECC in the near-term, the focus has shifted to improving operational efficiencies and meeting demands for faster cycle times ...

As applications expand and systems intertwine, performance bottlenecks, quality lapses, and disjointed pipelines threaten progress. To stay ahead, leading organizations are turning to three foundational strategies: developer-first observability, API platform adoption, and sustainable test growth ...