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Many factors need to be considered when determining a migration path. It sounds like you want to accomplish some site consolidation, and utilize the new Outlook Web Access features as a client replacement.
Inter-organization migrations may provide the path to the minimum hardware to accomplish your migration. In an inter-organization migration, you would leave the existing infrastructure in place and build a new infrastructure. Then, you will link the two infrastructures (source and target) together and migrate people from the source environment into the target environment.
Native tools from Microsoft can assist you, but they only go so far in providing a true coexistence between source and target environments. Third-party vendors also participate in this space. You can find many useful options by Googling a phrase like, "interorg migration Exchange 5.5."
Do you have comments on this Ask the Expert Q&A? Let us know.
Related information from SearchExchange.com:
11 tips in 11 minutes: Migrating from Exchange 5.5 to Exchange Server 2003
Step-by-Step Guide: How to spec your Exchange hardware needs
Learning Guide: Exchange migration
Reference Center: Exchange migration advice and resources
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