Sub submits enrollment forms months ahead of when they will actually begin work. How should I handle this?

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Lets say the wrap up policy goes from January 2017-January 2018.

Scenario 1: Work begins in same policy period? Enroll now.
Don’s Drywall submits forms in October 2017 and indicates a start date of December 2018.

Scenario 2: Work begins after renewal? Enroll after renewal.
Don’s Drywall submits forms in October 2017 and indicates a start date of April 2018.

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