Dan's right on target - the windlass is designed to handle the strain of raising and lowering the anchor. It's not designed to pull free a fouled anchor, or to be your sole anchor connection in a blow. For those tasks transfer the rode coming up from the water to a cleat (or better yet to a yoke from both cleats).
Also - if the circular disc on top of the windlass vibrates loose over time, it will release tension on the "gypsy" that grabs the rode. If you don't check & tighten this periodically, it will work its way loose & surprise you some day. Don't ask how I know this. See your specific unit's manual for details.
Have a blast on your 282 - sounds like a Like New boat - buckee
