Although I believe in going through a routine or a checklist, I also consent that each dive should be analyzed and prepared for individually, acknowledging that each particular dive will have its own characteristics, requirements and needs for particular gear.
One of my favorite places in the world to dive is Frederiksted Pier in St. Croix. I'm very comfortable there and have done solo dives day/night to about 60 feet with a single tank. For me, they were always relaxing, comfortable and enjoyable. If an OOA situation occurred, I would go straight up. I was OK with that at 60 feet, but my average depth was usually 30ish. In tose warm waters, I was diving with 2 knives and a pair of EMS shears (tons of fishing line off that pier) and always with two masks, and two lights. In that environment, I was comfortable with that set up.
In another setting, high altitude cold water fresh lake diving, I was diving to 53 feet but never would have gotten in the water without my extra stage in tow in conjunction with other typical redundant gear. It's cold, and the physiological demands of higher altitude and colder water make an OOA ascent more dangerous in my mind. I'm uncomfortable NOT having that redundant air source. I imagine most places I dive or plan to dive will mandate a redundant air source - even when diving with buddies, I've begun using a slung staged bottle because I can. And I don't trust my buddies (or what I mean is, I don't depend on my buddies). No one should - I think that's the basic tenet of SOLO diving.