From what I understand the 365 day period resets when you recompound, so you can extend this indefinitely. Basically, keep an eye on your Claimed number, and your Max Payout. When they are equal then your DRIP is over. By making compounding this increases the Deposits. Multiply your Deposits by 3.65 and you get the Max Payout number. If you want to extend the DRIP make sure the Max Payout remains higher than the Claims.