These quotes were taken directly from Apple. Here's some more reasons not to jailbreak.
"The OS implements a number of essential safety and control functions. For example, it monitors the thermal condition of the device and shuts it down if it is overheating. It controls the charging of the battery, instructing the relevant circuitry when to start and stop charging the battery, and at what level to charge it. The OS also implements certain governors on the phones volume. If modifications to the OS were to interfere with these control functions, even unintentionally, the phone could be physically damaged or the battery could be overcharged."
"Current jailbreak techniques now in widespread use utilize unauthorized modifications to the copyrighted bootloader and OS, resulting in infringement of the copyrights in those programs. For example, the current most popular jailbreaking software for the iPhone, PwnageTool (cited by EFF in its submission), causes a modified bootloader and OS to be installed in the iPhone, resulting in infringement of Apples reproduction and derivative works rights. Specifically, in the spring of 2008, hackers were able to determine how to circumvent the secure ROM in the iPhone and falsely sign the bootloader. Using such knowledge, a falsely signed modified version of Apples bootloader was created that will fool the secure ROM into loading it, thereby circumventing the TPM implemented by the secure ROM. PwnageTool directly modifies a copy of the bootloader and loads it onto the iPhone. The modified bootloader is configured so that it does not perform the authentication check of the OS, and it therefore loads a modified version of Apples OS that is not signed, thereby circumventing the TPM implemented by the bootloader. The modified OS, in turn, is configured so that it does not perform authentication checks on application programs loaded onto the iPhone, thereby jailbreaking the device. In sum, PwnageTool circumvents every link of Apples chain of trust TPMs in the iPhone. More generally, as the EFF submission admits, decryption and modification of the iPhone firmware appears to be necessary for any jailbreak technique to succeed on a persistent basis."
"Here, the modifications to the bootloader and the OS that are made to jailbreak the
iPhone clearly harm the interests of Apple as the owner of the copyright in those
programs. As discussed in Section II.B.2 above, those modifications can readily cause
significant problems in the operation of the iPhone interference with safety, control and
security functions of the device; interference with the proper operation of the APIs and
system calls of the OS, causing application programs to fail to operate correctly on the
phone; and failure of updates to the OS distributed by Apple to work correctly, which can
also result in functional problems with the device, potentially causing it to fail to
operate.45 These functional problems diminish the value of the iPhone, including the
software that makes it operate. The value to Apple of the OS as the key operational
component of the iPhone depends upon preservation of its operational integrity so that
users have a consistently good experience with the product.
Equally important, functional problems that result from unauthorized modifications to the
OS increase Apples support costs substantially. Apples iPhone support department has
received literally millions of reported incidents of software that crashes on jailbroken
iPhones, although it works properly on unmodified iPhones. For example, one recent
software crash caused by jailbroken phones was reported over 1.6 million times from
users of just 10,000 jailbroken phones. Two other recent crashes caused by jailbroken
phones were reported over 2 million times and over 2.4 million times, respectively.
Apple has also become aware that some jailbroken versions of the bootloader make it
impossible to update the baseband processor (BBP) in the iPhone, which controls the
ability of the iPhone to connect up to the telephone network and make calls. Because
each update that Apple distributes to the BBP contains updates and fixes, a phone that
cannot update the BBP will potentially experience problems making calls. When that
happens, Apples support department gets flooded with calls."