Would you mind trying these snapshots which have proxy-related bug fixes?
Full download: http://downloads.typesafe.com/typesafe-activator/1.0-4ec078b5d5c58b4a023765c22914ef49a544f21b/typesafe-activator-1.0-4ec078b5d5c58b4a023765c22914ef49a544f21b.zip Mini (no offline): http://downloads.typesafe.com/typesafe-activator/1.0-4ec078b5d5c58b4a023765c22914ef49a544f21b/typesafe-activator-1.0-4ec078b5d5c58b4a023765c22914ef49a544f21b-minimal.zip
Also, be sure to set https.proxyHost etc in addition to http.proxyHost etc
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