Since a few of my buddies and I all have our own boats, we often alternate on whose turn it is to take their boat out and be the ‘driver’ for the day (or the weekend, depending on where we’re going). We take our boats out so often that we’ve essentially turned this into a bit of a routine, where we always know whose turn it is because we figured out an order.
Another way we make things easier on ourselves is by purchasing boat-related items in bulk. For instance, we’ll buy bulk Mercury Optimax oil when we know that we have to do maintenance and then we split the costs, which winds up being much less expensive than it would be for each of us to buy our own oil. It’s been an effective plan thus far.