My boat has a swim/step-on platform at the stern; so, it is preferable to park bow out. That means the boat enters stern first; Thus, I had to first learn to enter the slip in reverse. To master this, I needed to become proficient in motoring/steering in reverse.
This skill is particularly important when there are high winds that want to push your bow in directions you may not want to go. Because sailboat props are designed to propel the boat forward, getting the boat moving in reverse requires starting totally stopped WITH THE STERN INTO THE WIND; The rudder should be straight back. Once the boat begins to move in reverse and gather some speed, you’ll begin to feel steerage. HANG ON TIGHTLY TO THE WHEEL OR TILLER!!! If you let go, you’ll be startled at how quickly the boat will veer out of control. So, I generally start my reverse operation in fairly open water within, or near, the marina (a location where I can put my stern into the wind and, after the boat begins to move in reverse, it will be easy to guide the boat into the channel(s) where my slip is located). I use enough speed to maintain steerage and dodge other boats moving about the marina. Moving with enough speed to maintain steerage is the key. 90-degree turns are easy -- even with wind abeam or abaft-- so long as speed is maintained.
MOMENTUM is a constant preoccupation when operating in forward because it is so hard to stop a forward-moving boat. Putting the propeller into reverse, even at the highest rpm, is almost useless in slowing a forward moving boat down -- hence all the postings suggesting slings and other arrangements to prevent a docking boat from ploughing into the dock. The opposite is true when moving in reverse; if you need to stop, simply shift into forward and apply very GENTLE throttle. The boat will stop on a dime, because the propeller is designed to go forward. The boat has excellent brakes when operating in reverse.
On my final reverse approach to my slip, I slow to idle reverse and then, shortly before beginning the wide turn into the slip, I shift into neutral, coasting in at the slowest speed that still affords me steerage; my biggest preoccupation on entering is not to hit any of the posts on the way in – remember –MOMENTUM!!. I am moving slowly now as I approach the dock at the end of the slip and have lost steerage. No problem. 3 to 2 feet before hitting the dock I shift into forward and apply the necessary throttle to totally stop the boat exactly where I can reach my stern lines with a hook. I shift to neutral and tend to the stern lines. Meanwhile, my crew on the foredeck is using a boathook to snag and secure the bow lines and then moving aft securing the spring lines while I kill the engine.
I’m an octogenarian and often just sail with my wife. It would never occur to me to have her outside the lifelines and hopping off to secure a spring-line on a dock cleat.