If the amount of data stored within a given field of a database is unknown, and could be very large, should I store it in an external file rather than within a field in the database?
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You should choose a database management system which has the capability to handle large data efficiently. The database system might store it within the database file or in an external file linked to from within the database. SQL Server 2008 can do both, transparently; not sure what other systems offer.