I would consider it more likely than unlikely that you will get blacklisted and will have problems emailing people from a dynamic ip subnet. Seems like a lot o BL's have been adding a lot of dynamic subnets to the BL's lately. I also don't know if you would get reject notices back from people you email. I know if you emailed me, you email would end up in my quarantine. My anti-spam appliance and most others don't waste bandwidth sending reject notices back to spammers, as most are fake return addresses anyway.
I would check your ip with a blacklist checker weekly to monitor the situation. mxtoolbox.com has a nice service for this. They even have a free sign up service that will email you if your IP address ends up on a blacklist. If you do end up on a blacklist you will probably have problems getting off it. You might also have problems with reverse lookups not resolving to what your server is claiming is your hostname, and it's doubtful you will convince your ISP to set the reverse lookup correctly when you have dynamic service. Why not just do it correctly, and get a static address?
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