Yesterday I was going through old cassettes and I found one that I used on a radio program. It was primarily for initiates to orchestral music. Of course, it's not the only point of entry, but it works for some.
Start with short works such as marches and dances. The melodies and rhythms will leave a strong impression, and acclimate people to the orchestra. Ballet and operatic suites do nicely. Leroy Anderson was excellent for 3-minute pieces (that would fit on one side of a 78).
Then go to overtures, which will introduce one to thematic development, and symphonic poems, which have a story line for ease of assimilation.
After getting familiar with a lot of the above, one can determine which composers he/she would be willing to follow into more "advanced" forms of music.
PS: Sousa will lead you nowhere but to Sousa. His marches will, however, give you the sound of a band, which is quite different from that of an orchestra.
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Other suggestions for breaking into the classics welcome.
Shos
