Questions tagged [exchange]

Microsoft Exchange Server is a widely used email server that is used with all versions of Microsoft's Outlook, Entourage, IMAP, and POP3 clients. It is also used to host Microsoft's Office 365 cloud offering.

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15
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2answers
64k views

Is there an SSL / TLS Certificate state-cache on Windows, IE, and Outlook and how it it managed?

Today I changed the SSL certificate that 3,000+ Outlook clients are using. In doing this I changed the certificate to an "older" one that had the same subject name, expiration and everything else. ...
9
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3answers
20k views

To DMZ, or not to DMZ

So for an assignment, we need to create a scheme (and eventually also the set-up) of a couple of servers in a network. The 'networks' are: Internal network DMZ The internet And the servers we need ...
8
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2answers
3k views

Do any Exchange hardening guidelines recommend disabling OWA Webready? Should they?

For the fourth time in over a year, Exchange OWA has put our internal network at risk due to a remote code execution flaw that exists on the server runtime. This risk is compounded by the fact ...
6
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3answers
14k views

Is it possible for a phishing link to install a major virus on a Mac?

My girlfriend recently had her university MS Exchange account hacked. The attacker took over her email account and started using it to send thousands of spam emails. After a while, her email account ...
6
votes
1answer
132 views

What are concerns with storing passwords in a restricted public folder on exchange?

Is it safe to store data such as account log-in information (for vendor websites, not administrative accounts), settings policies, activation documentation, and operating system keys in a public ...
5
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4answers
1k views

Non-repudiation in Exchange/Outlook without Digital Signatures

Scenario: Acme Corp. needs to collect evidence to support their side of a case in court. Part of this evidence may include e-mail messages. Certain employees who do not have administrative access ...
5
votes
4answers
3k views

Exchange 2013 blocks txt file attachments - are there security reasons?

My Exchange Admin is setting up 2013, and it is set to block txt file attachments specifically (as well as others). I have tried searching for risks associated with txt attachments but could not ...
5
votes
3answers
1k views

Allow a PA to see a director's emails, but keep some emails private

We have a problem with email potentially being viewed by directors PAs, which we need to protect, the situation is as follows: Director A wants to send an email to Director B, both director A and ...
5
votes
1answer
565 views

What is the security impact of changing PowerShell's PSLanguageMode?

A vendor is asking me to change the PSLanguageMode from within IIS on my Exchange server(s). What potential vulnerabilities am I opening myself up to? I'm surprised to see this option present within ...
5
votes
1answer
272 views

Should I have special emoticon handling for compliance, audit and logging?

I'm required to audit various communications (email, sms, messenger, social media) for keywords relating to financial data, HIPPA, and other PII. Is there any rational reason I should extend my ...
4
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1answer
40 views

Understanding Shake on IT key exchange

Shot paper I am reading a paper about key exchange and trying to understand the protocol described in Figure 4 on page 6 in the above paper. I understand the majority of the notation but am having a ...
4
votes
1answer
221 views

How much does TLS version matter when using the same cipher suite?

I recently observed that Exchange Online has switched to a lower version of TLS protocol. Emails from Exchange Online to Gmail and other Office 365 tenants are now sent over TLS 1.0 instead of TLS 1....
3
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3answers
4k views

Is sending email between different Office 365 domains (and organisations) secure?

Is sending emails between different Office 365 account owned by entirely separate entities secure? I.e. The email never leaves the Microsoft network? If the two are in the same data centre (E.g. ...
3
votes
1answer
683 views

Can Exchange/OWA still compress static images and be immune to HTTP compression attacks?

Microsoft Exchange / OWA (Outlook Web Access) allows for three different types of compression (link for Ex2010) Compression setting Description High Compresses both static and ...
3
votes
2answers
705 views

Bcc list of an exchange server email accessed by someone who was forwarded the email

An email was sent from our MS Exchange server and the addresses were listed in the bcc area. This email was forwarded to another person who was able to somehow extract the bcc list and email everyone ...
3
votes
1answer
216 views

Does PKCS #7 (CMS) add assurance to an email if a CRL/OCSP response is included, then revoked?

Suppose I issue a signing certificate in January, and have a daily CRL issued (expires in 1 day) to verify the validity of that signature. Then sometime in July I need to revoke that certificate. My ...
3
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2answers
218 views

What are the privacy and infosec risks with Apple Watches and Android Wear?

From what I can tell, Apple Watch apps act like a remote control to a nearby iPhone using Bluetooth or BLE. Conversely Android watches have the ability to run full applications, and therefore have ...
3
votes
1answer
173 views

Storing NetworkCredential in SQL database

I have a web project where I need to store a username and password in an SQL database. the username/password are for exchange web services.(so it cannot be hashed, I need to be able retrieve a clear ...
3
votes
1answer
410 views

Does the Windows Surface RT or Pro (Windows 8) support local encryption of Activesync data?

Our company policy is requires the local encryption of data for all email (in case the device is stolen) Does the Windows Surface (either version) support local encryption? Is the local device ...
3
votes
1answer
690 views

How to Audit an Email System

I am working on an auditing process for my company's email system (Exchange 2010). From this process, we're hoping to expand it out to other systems and start to clean up the rampant security issues ...
3
votes
2answers
214 views

What is the point of secure email gateways?

We run Exchange 2010. Our edge servers run "passive opportunistic TLS" for 99% of the domains we communicate with. For a handful of domains, we have forced TLS on both our end and the other domain's ...
2
votes
3answers
643 views

forwarding company email to a contractor's email address

We use contractors from out of state and from other countries. An Active Directory account is created, which creates an Exchange email account. We forward email from the Exchange email address to a ...
2
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1answer
60 views

Are there any examples of when personal email data can be brought into a lawsuit involving a corporation?

If users bring their own device (BYOD) and they have corporate Exchange (or Goodlink email) on that device, could the other email accounts on that device be open to a legal search? Would the SMS ...
2
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1answer
4k views

How does Activesync security policy affect the usage of the iOS fingerprint scanner?

An Activesync IT administrator has the ability to choose if the phone should require a password, and also how complex it should be. Since the fingerprint scanner appears to replace the traditional ...
2
votes
3answers
2k views

OWA Keep-Alive in http, even though it should be forced https

Yesterday, I got an alert from a client's IDS that a Base64 auth packet was detected. Looking at the ASCII decode, I can see that it is for their OWA (Outlook Web Access), and indeed, the auth info ...
2
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2answers
288 views

Is it safe to add IP address to SPF record

I am a programmer who manages online exchanges user also and i have been asked to add IP address to SPF record so that one of the application can hosted on Azure can send emails to user etc.. v=spf1 +...
2
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2answers
994 views

OAuth Authorization flow and redirect

I started looking at OAuth - Google's and Facebook's implementation. Both of the implementations, in the authorisation flow, seem to send the "Authorization code" back to the web browser. I was ...
2
votes
1answer
154 views

What is the purpose of the hashcode used in Exchange OWA HTTP requests?

This blog describes the URLs that are used in OWA and webservices. It also says that there is a hashcode that is used in conjunction with the throttling policy. Is this hashcode responsible for "...
2
votes
2answers
946 views

Suspect Exchange Server appears to be hacked. How to determine if it was a false positive?

Our security vendor detected that our client's CAS server was doing a nessus scan in the internal network. It's not uncommon for this vendor to issue a false positive, but I'm looking for general ...
2
votes
1answer
135 views

Should the email server/application be protected by 2 factor authentication? What applications should be protected?

When should email be protected by 2 factor authentication? Suppose a given company is in an industry where two factor authentication is offered to some or all of its clients. Does this mean that it ...
2
votes
2answers
784 views

How to investigate possible illegal access by a staff member to emails?

At work we use Outlook 2010 (I think) and an exchange server. The situation is simple: Our IT Manager (Steve) was fixing a problem one of the guys out in the field (Dave) was having with email on ...
2
votes
2answers
574 views

How secure is Goodlink for mobile phones when compared to Activesync?

Some of our more technical users are arguing to use Activesync for their phones, while the corporate standard is limited to Blackberry and any device that supports Goodlink. One argument is the ...
2
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0answers
116 views

Are old Android WebViews a risk to Activesync email, and how do I block old devices?

I'm concerned that old versions of Android may be hacked through unpatched WebViews (in PhoneGap and other apps), exposing Activesync email data, and other sensitive information. To mitigate this, ...
2
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2answers
2k views

How can one secure Exchange 2010 cookies? [closed]

We have received the below finding from an IT audit. Missing Secure Attribute in Encrypted Session(SSL) Cookie: It is best business practice that any cookies that sent over (Set-cookie) an SSL ...
1
vote
2answers
87 views

Is it possible to protect the emails and calendar in an Exchange server against own Exchange administrators?

We have our Exchange server in a remote site administered by an external provider. We would like to avoid the possibility of provider employees to access the email and calendar of critical accounts in ...
1
vote
1answer
921 views

How to prevent users from copying their outlook pst file to an external disk or system

We allow 4 gb space per employee in outlook mail exchange, beyond that the user has to create a pst file . That is the policy. We have given admin rights to all employees since there is a lot of ...
1
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2answers
413 views

What threats are posed by SSL connections?

I'm working on implementing an Exchange 2010 solutions which includes Outlook Web Access, Exchange ActiveSync and Outlook Anywhere. These services use SSL and would be presented on the Internet so our ...
1
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1answer
85 views

Is using TSL/SSL for sending/receiving email the same as encrypting? [duplicate]

A client uses a big company for email control. A feature is encrypting, mainly, documents when they are sent(web portal based to access them). I was under the impression that sending an email out ...
1
vote
1answer
78 views

Third party exchange authentication

My organization has an in-house user authentication system shared between a very large number of internal systems. One of these systems needs to retrieve information from the logged in user's ...
1
vote
2answers
5k views

Based on these email headers, where is this virus coming from?

I'm seeing a virus in our network with some strange headers. Sometimes they are coming (sourced) from a netscaler VIP, other times they seem to come from an Exchange hub server. How do I determine ...
1
vote
1answer
72 views

Outlook service is storing decrypted password in server memory – how insecure is it?

I am evaluating the possibility of using Outlook mobile client with an on-premise Exchange 2013 server. However it seems that the app sends quite a bit of data to Microsoft's cloud servers. It also ...
1
vote
1answer
406 views

Microsoft Exchange: Email and attachment encrypting

As per recent updates in UK data protection legislation I have been trying to find ways of encrypting all outbound emails from my server and was considering moving all our emails from a basic email ...
1
vote
1answer
128 views

User mail certificates policy: Is expiration+renewal better than no-expiration+revocation?

In our environment, we provide user certificates to sign or encrypt emails. This is an internal setting, meaning the CA is internal to our organization (not a public CA) and handled by our Active ...
1
vote
1answer
136 views

Is it possible to DNS-spoof Exchange ActiveSync?

My company's SSL Certificate for basically all their websites and Activesync servers have expired long ago. For my upcoming meeting's sake I need to explain how this is very insecure. Unfortunately I ...
1
vote
1answer
86 views

Rerouting emails to external account

There was a case when employee A thought he was getting legitimate emails from employee B, as the email address was valid, there were no CC/BCC addresses and just plain text in the body. Some ...
1
vote
1answer
121 views

MS Exchange email privacy and Admins

Using the Exchange control panel feature/tool of MS Exchange 2010, you can search all the emails belonging to any domain user and read them. Allowing an Exchange administrator to read the emails of ...
1
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1answer
72 views

Does a Mailbox Export Request modify the mailbox data?

The procedure suggested by forensics companies to make a copy of a users's mailbox in a forensically sound manner is to use New-MailboxExportRequest. What information is modified (if any) by the use ...
1
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1answer
642 views

How effective is Activesync Certificate revocation using CRL or OCSP

We determined that a number of our account lockout issues are related to Activesync devices using old/expired passwords. One way to remedy an account lockout issue is to issue and deploy certificates ...
1
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1answer
38 views

Email security between Outlook and Exchange 365 [duplicate]

From what I've understood by reading message headers and settings in Outlook, mails sent between Outlook on my PC and the Exchange cloud service are encrypted with TLS 1.2. Messages moving within the ...
1
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0answers
795 views

Accessing the Exchange EWS API with safety in mind

I'm new to the security stack exchange, so feel free to edit the question or redirect me to another forum if this is not fitting. I'm currently working on a web application that will allow the user ...