Good singlehanding skills mean that you can take folks sailing who have never been and not have to rely on them as crew.
Nice work on repurposing the bucket organizer. For singlehanding a roller furling jib is our number one must have.
All good advice and tricks. I was going to say have a tiller lock and reef early and often, but you beat me to it. Another way to heave to is to tack but leave the jib on the "old side," then adjust the main as you say. That way the jib is already on the wrong side and you don't have to pull it up against the wind. But it sounds like you have thought everything through. Bon voyage.
All good points. Something to think about, especially if you have been mostly sailing alone is where you want your passengers/crew to sit. My Eun Mara has a lovely spacious cabin and a correspondingly smallish cockpit, as a singlehander it works great, everything is within reach. Add crew and we're dancing around the tiller when tacking and the best place for the "extra" body is right where the jib sheets come over the coaming.
I did not have a plan the first time I took my wife out and it has scarred her experiences ever since. My fault and I did better when introducing my daughters to sailing, they enjoy going out when they come back home.
Another great book about single handing is Duncan Wells' Stress-Free Sailing: Single and Short-handed Techniques. Lots of cool little tricks.