Automatic updates - what is 'adequate' security? - security

There are a few questions (C#, Java) that cover how one might implement automatic updates. It appears initially easy to provide automatic updates, and there are seemingly no good reasons not to provide automatic updates for most software.
However, none appear to cover the security aspects of automatic updates.
How safe are automatic updates now?
How safe should they be?
How safe can they be?
My main issue is that the internet is, for all intents and purposes, a wild west where one cannot assume anything about any data they receive. Automatic updates over the internet appears inherently risky.
A company computer gets infected, spoofs the DNS (only a small percentage of which win), and makes the other company computers believe that the update server for a common application is elsewhere, they download the 'new' application and become infected.
As a developer, what possible attacks are there, and what steps should I take to protect my customers from abuse?
-Adam

With proper use of cryptography your updates can be very safe. Protect the site you distribute your updates from with SSL. Sign all your updates with GPG/PGP or something else, make your clients verify the signature before applying the update. Takes steps to make sure your server and keys are kept extremely secure.
Adequate, is very subjective. What is adequate for a internet game, maybe completely inAdequate for the security system for our nuclear missiles. You have to decide how much potential damage could occur if someone managed to break your security.

The most obvious attack would be an attacker supplying changed binaries through his "evil" update server. So you should ensure that the downloaded data can be verified to originate from you, using a digital signature.
To ensure security, obviously you should avoid distributing the key for the signature. Therefore, you could implement some variation of RSA message signing

Connecting to your update server via SSL can be sufficient, provided your client will refuse to connect if they get an invalid certificate and your server requires negotiating a reasonable level of connection security (and the client also supports that).
However realistically almost anything you do is going to be at least as secure as the route via which your users get the first install of your software anyhow. If your users initially download your installer via plain http, it is too late to start securing things on the updates.
This is also true to some extent even if they get your intial software via https or digitally signed - as most users can easily be persuaded to click OK on almost any security warning they see on that.

there are seemingly no good reasons not to provide automatic updates for most software.
There are good reasons not to force an update.
bug fixes may break code
users may not want to risk breaking production systems that rely on older features

Related

Client Server Security Architecture

I would like go get my head around how is best to set up a client server architecture where security is of up most importance.
So far I have the following which I hope someone can tell me if its good enough, or it there are other things I need to think about. Or if I have the wrong end of the stick and need to rethink things.
Use SSL certificate on the server to ensure the traffic is secure.
Have a firewall set up between the server and client.
Have a separate sql db server.
Have a separate db for my security model data.
Store my passwords in the database using a secure hashing function such as PBKDF2.
Passwords generated using a salt which is stored in a different db to the passwords.
Use cloud based infrastructure such as AWS to ensure that the system is easily scalable.
I would really like to know is there any other steps or layers I need to make this secure. Is storing everything in the cloud wise, or should I have some physical servers as well?
I have tried searching for some diagrams which could help me understand but I cannot find any which seem to be appropriate.
Thanks in advance
Hardening your architecture can be a challenging task and sharding your services across multiple servers and over-engineering your architecture for semblance security could prove to be your largest security weakness.
However, a number of questions arise when you come to design your IT infrastructure which can't be answered in a single SO answer (will try to find some good white papers and append them).
There are a few things I would advise which is somewhat opinionated backed up with my own thought around it.
Your Questions
I would really like to know is there any other steps or layers I need to make this secure. Is storing everything in the cloud wise, or should I have some physical servers as well?
Settle for the cloud. You do not need to store things on physical servers anymore unless you have current business processes running core business functions that are already working on local physical machines.
Running physical servers increases your system administration requirements for things such as HDD encryption and physical security requirements which can be misconfigured or completely ignored.
Use SSL certificate on the server to ensure the traffic is secure.
This is normally a no-brainer and I would go with a straight, "Yes"; however you must take into consideration the context. If you are running something such as a blog site or documentation-related website that does not transfer any sensitive information at any point in time through HTTP then why use HTTPS? HTTPS has it's own overhead, it's minimal, but it's still there. That said, if in doubt, enable HTTPS.
Have a firewall set up between the server and client.
That is suggested, you may also want to opt for a service such as CloudFlare WAF, I haven't personally used it though.
Have a separate sql db server.
Yes, however not necessarily for security purposes. Database servers and Web Application servers have different hardware requirements and optimizing both simultaneously is not very feasible. Additionally, having them on separate boxes increases your scalability quite a bit which will be beneficial in the long run.
From a security perspective; it's mostly another illusion of, "If I have two boxes and the attacker compromises one [Web Application Server], he won't have access to the Database server".
At foresight, this might seem to be the case but is rarely so. Compromising the Web Application server is still almost a guaranteed Game Over. I will not go into much detail into this (unless you specifically ask me to) however it's still a good idea to keep both services separate from eachother in their own boxes.
Have a separate db for my security model data.
I'm not sure I understood this, what security model are you referring to exactly? Care to share a diagram or two (maybe an ERD) so we can get a better understanding.
Store my passwords in the database using a secure hashing function such as PBKDF2.
Obvious yes; what I am about to say however is controversial and may be flagged by some people (it's a bit of a hot debate)—I recommend using BCrypt instead of PKBDF2 due to BCrypt being slower to compute (resulting in slower to crack).
See - https://security.stackexchange.com/questions/4781/do-any-security-experts-recommend-bcrypt-for-password-storage
Passwords generated using a salt which is stored in a different db to the passwords.
If you use BCrypt I would not see why this is required (I may be wrong). I go into more detail regarding the whole username and password hashing into more detail in the following StackOverflow answer which I would recommend you to read - Back end password encryption vs hashing
Use cloud based infrastructure such as AWS to ensure that the system is easily scalable.
This purely depends on your goals, budget and requirements. I would personally go for AWS, however you should read some more on alternative platforms such as Google Cloud Platform before making your decision.
Last Remarks
All of the things you mentioned are important and it's good that you are even considering them (most people just ignore such questions or go with the most popular answer) however there are a few additional things I want to point:
Internal Services - Make sure that no unrequired services and processes are running on server especially in productions. These services will normally be running old versions of their software (since you won't be administering them) that could be used as an entrypoint for your server to be compromised.
Code Securely - This may seem like another no-brainer yet it is still overlooked or not done properly. Investigate what frameworks you are using, how they handle security and whether they are actually secure. As a developer (and not a pen-tester) you should at least use an automated web application scanner (such as Acunetix) to run security tests after each build that is pushed to make sure you haven't introduced any obvious, critical vulnerabilities.
Limit Exposure - Goes somewhat hand-in-hand with my first point. Make sure that services are only exposed to other services that depend on them and nothing else. As a rule of thumb, keep everything entirely closed and open up gradually when strictly required.
My last few points may come off as broad. The intention is to keep a certain philosophy when developing your software and infrastructure rather than a permanent rule to tick on a check-box.
There are probably a few things I have missed out. I will update the answer accordingly over time if need be. :-)

How to make my API private but usable by mobile application?

Here is my requirements:
Usable by any mobile application I'm developing
I'm developing the mobile application, therefore I can implement any securing strategies.
Cacheable using classical HTTP Cache strategy
I'm using Varnish with a very basic configuration and it works well
Not publicly available
I don't want people be able to consume my API
Solutions I think of:
Use HTTPS, but it doesn't cover the last requirements because proxying request from the application will show the API KEY used.
Is there any possibility to do this? Using something like a private/public key for example?
Which fits well with HTTP, Apache, and Varnish.
There is no way to ensure that the other end of a network link is your application. This is not a solvable problem. You can obfuscate things with certificates, keys, secrets, whatever. But all of these can be reverse-engineered by the end user because they have access to the application. It's ok to use a little obfuscation like certificates or the like, but it cannot be made secure. Your server must assume that anyone connecting to it is hostile, and behave accordingly.
It is possible to authenticate users, since they can have accounts. So you can certainly ensure that only valid users may use your service. But you cannot ensure that they only use your application. If your current architecture requires that, you must redesign. It is not solvable, and most certainly not solvable on common mobile platforms.
If you can integrate a piece of secure hardware, such as a smartcard, then it is possible to improve security in that you can be more certain that the human at the other end is actually a customer, but even that does not guarantee that your application is the one connecting to the server, only that the smartcard is available to the application that is connecting.
For more on this subject, see Secure https encryption for iPhone app to webpage.
Even though it's true there's basically no way to guarantee your API is only consumed by your clients unless you use a Hardware secure element to store the secret (which would imply you making your own phone from scratch, any external device could be used by any non official client App as well) there are some fairly effective things you can do to obscure the API. To begin with, use HTTPS, that's a given. But the key here, is to do certificate pinning in your app. Certificate pining is a technique in which you store the valid public key certificate for the HTTPS server you are trying to connect. Then on every connection, you validate that it's an HTTPS connection (don't accept downgrade attacks), and more importantly, validate that it's exactly the same certificate. This way you prevent a network device in your path to perform a man in the middle attack, thus ensuring no one is listening in in your conversation with the server. By doing this, and being a bit clever about the way you store the API's parameters general design in your application (see code obfuscation, particularly how to obfuscate string constants), you can be fairly sure you are the only one talking to your server. Of course, security is only a function of how badly does someone want to break in your stuff. Doing this doesn't prevent a experienced reverse-engineer with time to spare to try (and possibly succeed) to decompile your source code and find what it is looking for. But doing all of this will force it to look at the binary, which is a couple of orders of magnitude more difficult to do than just performing a man in the middle attack. This is famously related to the latest snap chat flurrry of leaked images. Third party clients for snapchat exist, and they were created by reverse engineering the API, by means of a sniffer looking at the traffic during a man in the middle attack. If the snapchat app developers would have been smarter, they would've pinned their certificate into their app, absolutely guaranteeing it's snapchat's server who they're talking to, and the hackers would need to inspect the binary, a much more laborious task that perhaps given the effort involved, would not have been performed.
We use HTTPS and assign authorized users a key which is sent in and validated with each request.
We also use HMAC hashing.
Good read on this HMAC:
http://www.thebuzzmedia.com/designing-a-secure-rest-api-without-oauth-authentication/

Steps to protect sensitive information in a MySQL Database

I consider myself to be quite a good programmer but I know very little about sever administration. I'm sorry if these questions are noobish but I would really appreciate some advice or links on steps I can take to make this more secure.
I've completed a project for a client that involves storing some very sensitive information, ie personal details of big donors. From a programming perspective it's protected using user authentication.
I don't mind spending some money if it means the info will be more secure, what other steps should I take?
Can the database be encrypted some how so that even if the server is compromised people can't just dump the mysqldb and have everything?
Is it worth purchasing an ssl certificate?
The site is currently hosted on a personal hosting plan with a reasonably trustworthy host. Would a virtual private server be more secure? Are there special hosts I can use that take additional steps to protect info (ie would it be more secure on amazon s3)?
As a side note to the specific question, I would recommend reading some books on computer/programming security. Some good ones are 19 Deadly Sins of Software Security and Writing Solid Code.
You don’t need to encrypt the database itself, just encrypt the data before storing it. (Make sure to use real, cryptographically-secure algorithms instead of making one up yourself.)
Using SSL is definitely an important step if you want to avoid MITM attacks or snooping. A certificate allows you to use SSL without having to take extra steps like installing a self-signed one on each of the client systems (not to mention other benefits like revocation of compromised certs and such).
It depends on just how sensitive the information is and how bad leakage would be. You may want to read some reviews of hosts to get an idea of how good the host is. (If possible, sort the reviews ascending by rating and look at the bad reviews to see if they are objective problems that could apply to you and/or have to do with security, or if they are just incidental or specific issues to that reviewer.) As for the “cloud”, you would kind of be taking a chance since real-world security and privacy of it has yet to be determined. Obviously, if you do go with it, you’ll want a notable, trustworthy host like Amazon or Microsoft since they have benefits like accountability and work constantly and quickly to fix any problems.
HTH

Client Server socket security

Assuming we have a server S and a few Clients (C) and whenever a client update a server, an internal database on the server is updated and replicated to the other clients. This is all done using sockets in an intranet environment.
I believe that an attacker can fairly easily sniff this plain text traffic. My colleagues believe I am overly paranoid because we are behind a firewall.
Am I being overly paranoid? Do you know of any exploit (link please) that took advantage of a situation such as this and what ca be done differently. Clients were rewritten in Java but server is still using C++.
Any thing in code can protect against an attack?
Inside your company's firewall, you're fairly safe from direct hack attacks from the outside. However, statistics that I won't trouble to dig out claim that most of the damage to a business' data is done from the INside. Most of that is simple accident, but there are various reasons for employees to be disgruntled and not found out; and if your data is sensitive they could hurt your company this way.
There are also boatloads of laws about how to handle personal ID data. If the data you're processing is of that sort, treating it carelessly within your company could also open your company up to litigation.
The solution is to use SSL connections. You want to use a pre-packaged library for this. You provide private/public keys for both ends and keep the private keys well hidden with the usual file access privileges, and the problem of sniffing is mostly taken care of.
SSL provides both encryption and authentication. Java has it built in and OpenSSL is a commonly used library for C/C++.
Your colleagues are naïve.
One high-profile attack occurred at Heartland Payment Systems, a credit card processor that one would expect to be extremely careful about security. Assuming that internal communications behind their firewall were safe, they failed to use something like SSL to ensure their privacy. Hackers were able to eavesdrop on that traffic, and extract sensitive data from the system.
Here is another story with a little more description of the attack itself:
Described by Baldwin as "quite a
sophisticated attack," he says it has
been challenging to discover exactly
how it happened. The forensic teams
found that hackers "were grabbing
numbers with sniffer malware as it
went over our processing platform,"
Baldwin says. "Unfortunately, we are
confident that card holder names and
numbers were exposed." Data, including
card transactions sent over
Heartland's internal processing
platform, is sent unencrypted, he
explains, "As the transaction is being
processed, it has to be in unencrypted
form to get the authorization request
out."
You can do many things to prevent a man in the middle attack. For most internal data, within a firewall/IDS protected network you really don't need to secure it. However, if you do wish to protect the data you can do the following:
Use PGP encryption to sign and encrypt messages
Encrypt sensitive messages
Use hash functions to verify that the message sent has not been modified.
It is a good standard operating proceedure to secure all data, however securing data has very large costs. With secure channels you need to have a certificate authority, and allow for extra processing on all machines that are involved in communication.
You're being paranoid. You're talking about data moving across an, ideally, secured internal network.
Can information be sniffed? Yea, it can. But it's sniffed by someone who has already breached network security and got within the firewall. That can be done in innumerable ways.
Basically, for the VAST majority of businesses, no reason to encrypt internal traffic. There are almost always far far easier ways of getting information, from inside the company, without even approaching "sniffing" the network. Most such "attacks" are from people who are simply authorized to see the data in the first place, and already have a credential.
The solution is not to encrypt all of your traffic, the solution is to monitor and limit access, so that if any data is compromised, it is easier to detect who did it, and what they had access to.
Finally, consider, the sys admins, and DBAs pretty much have carte blanche to the entire system anyway, as inevitably, someone always needs to have that kind of access. It's simply not practical to encrypt everything to keep it away from prying eyes.
Finally, you're making a big ado about something that is just as likely written on a sticky tacked on the bottom of someone's monitor anyway.
Do you have passwords on your databases? I certainly hope the answer to that is yes. Nobody would believe that password protecting a database is overly paranoid. Why wouldn't you have at least the same level of security* on the same data flowing over your network. Just like an unprotected DB, unprotected data flow over the network is vulnerable not only to sniffing but is also mutable by a malicious attacker. That is how I would frame the discussion.
*By same level of security I mean use SSL as some have suggested, or simply encrypt the data using one of the many available encryption libraries around if you must use raw sockets.
Just about every "important" application I've used relies on SSL or some other encryption methodology.
Just because you're on the intranet doesn't mean you may not have malicious code running on some server or client that may be trying to sniff traffic.
An attacker which has access to a device inside your network that offers him the possibility to sniff the entire traffic or the traffic between a client and a server is the minimum required.
Anyway, if the attacker is already inside, sniffing should be just one of the problems you'll have to take into consideration.
There are not many companies I know of which use secure sockets between clients and servers inside an intranet, mostly because of the higher costs and lower performance.

Is SSL really worth it?

I'm wondering if I should add an SSL layer between my server and client. I'm not handling any confidential data, but there is a very small chance someone might want to hack transmissions in order to gain intelligence (this is a game by the way). Now the amounts of data to be processed are considerable when compared to a small website and although the added security might be nice the most likely hackers would be users themselves, so I feel SSL would be a waste of time, but would like to hear about others experiences.
Thanks
This sounds like an optimization question. If you have information that you feel is valuable, start with SSL (a relatively easy security solution to try out). Once you have things working, benchmark the system with and without. If you feel that the performance hit is worth spending time on to try and optimize away, do that. If not, you're done!
Are users logging in with a username and password? If so, I think it's worth protecting. After all, users may end up using a password that they use for secure purposes elsewhere. I know they shouldn't, but...
Now suppose someone's snooping on your unprotected conversation. They get the user's password for your site, use it to log into the sensitive site, and they're off...
If you don't want to encrypt the information (and I do understand it's a bit of a pain getting hold of a valid certificate etc) then it's worth at least making it very clear to users that their data is unencrypted, and emphatically urge them not to use a password they use elsewhere.
If your worried about your clients hacking your data transmission ssl buys you nothing. Its channel security and if they own the client its relatively trivial to setup a man in the middle session where they can view your transmission unencrypted.
If your worried about users hacking others users data transmissions then ssl is a good and relatively simple security measure.
SSL should be used since you don't know what exploits or problems will occur in the future.
Confidentiality is only one way of considering whether you need SSL, if you are transmitting any personal data then I would want it secured. In some countries, you may be in breach of data protection laws by not using SSL.
There are other methods of protecting the data you transmit such as encrypting the payload with a PGP key before transmission and decrypting on the server.
No. If player X is not between player Y and the server, the only data he can get by hacking the way you are talking about is data the server is sending to player X. And that data is not protectable at all, since his machine must be able to extract it anyways. You may as well just zip it rather than using SSL: the level of protection will not differ by much. Instead, just make sure you don't send player X any data that he should not have. It's unlikely for someone to use a man-in-the-middle type of attack on a game.
If the game is known to be other than fair because it is insecure, I'd worry that it would cease to be of interest to anyone but the cheaters.
Besides securing the data stream, is it possible to pare down what you're sending already? Or compress it?
More information is needed to make an intelligent decision, but you don't have to use SSL to secure your data. You could always use another algorithm and a shared secret between the client and server, or public/private keys. You would then have better control over which bits to secure and which bits to leave open.
In general things like logins should always be encrypted using SSL. You could exchange a new set of keys over the SSL channel and then switch to non-SSL using the keys to protect the sensitive data.
SSL is considered by some to be a fix for a problem that (almost) doesn't exist. It's very hard to actually tap the wire and extract unencrypted information. Almost nobody does it.
If you look at the case of buying from an online store, what's a lot more likely to happen, is that they hack into the server, and download the entire database of transactions. In an ideal system, you would never even send your credit card credentials to the reseller, just a signed certificate from the credit card company stating that the transaction has already been authorized. However in the early days of the internet, that proved to be too difficult a system to set up, but it would have been the more correct solution. In the end they opted for the less effective, but easier to implement system.
Now on to your question. In your case, I can't see SSL offering much. If somebody want's to set up a program to monitor what is being sent to/from the network, it can still be done, as they can just place the hooks to capture the data before it's actually encrypted. If you're worried about third parties, or opponents they are playing against, sniffing the wire to figure out information about the game they shouldn't have access to, such as chat between teammates of the other team. Well, I would say the risk there is pretty minimal, and not worth addressing.
In addition to the notes about about encrypting usernames and passwords during transmission, SSL also prevents Man in the Middle attacks at the expense of adding overhead to every request.
The catch is that you must have some way of letting the client know that your particular certificate is valid... or more precisely, that it's the only valid one for your game.
Which also brings up the problem of how you tell the game when a new certificate replaces the old one after the old one expires.
Seriously, though, unless this is a subscription game of some sort, SSL is probably overkill.

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