I think there may be a lot of pressure to increase the number of representatives if Rhode Island loses its 2nd seat or if Montana's population reaches 1 million. Also, if/when Puerto Rico becomes a state there would also likely be some sort of permanent increase in the size of the House.
There wasn't a permanent increase when Hawaii and Alaska became states. The number temporarily increased to 437 before going back down to 435 after the 1960 census... But I would hope that if PR or DC ever become states, they would just permanently increase the size accordingly.
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