Oh man, I'd rather try recommending a wife.........
Just so many parameters.
First, it seems that the tree huggers may be losing. The good stuff is back.
http://www.digikey.com/product-detail/en/389261/82-105-ND/2498903
That is 60/40 Multicore in the tiny size. You can use it for the big wires too, but you use it up fast.
Its probably too small for your use, but it works great. Due to its small size, it melts quick and wets the joint well.
Actually its perfect for the tiny wires you are trying to solder, but its small for general use.
http://www.digikey.com/product-detail/en/395439/82-142-ND/2498940
This is my standard size that I carry to a job. For general wiring, its great. But, since I do a lot of really small circuit board work, I make sure I have some of the small stuff with me.
Now, as to the iron:
I'm sure that there is better stuff out there than Weller thermostatically controlled pencils, but I don't use them.
Unless you are soldering copper panels together, stay away from a gun.
The problem with generic soldering irons, is that they are only rated by wattage. Say you get a 100 watt iron. Which is huge, by the way. If you are trying to solder battery cables together, it will pump vast amounts of heat into the joint, which is what you want.
You have to get the wire to the minimum temperature. And, that much copper is going to soak up the heat.
So, the iron maybe limits out at 800 degrees. But, its temp is determined by how fast the heat is absorbed or radiated out vs how fast the element can produce it.
So, if you try to solder a small wire, it may hit 1200 degrees and ruin the joint.
So, they sell low wattage irons. They work great on small joints, but cannot put out enough heat when you try to solder big wire.
The good Wellers do it right. They put fairly large wattage heating elements, then use a thermostat to regulate the heat.
For small joints, they only cycle on occasionally. But, when you need the heat, they can crank it out.
If you are going to do mostly car work, this one is nice.
http://www.amazon.com/Weller-TCP12P...sr=8-1&keywords=weller+12+volt+soldering+iron
Runs off 12 volts, uses the standard Weller tips. The tip determines how hot it gets. The one that comes with this is a 700 degree tip. When you hook it up, it heats up to 700 degrees
fast and then the iron cycles on and off to maintain that temp.
You can buy different size tips if you need them. Stick with 700 degrees.
This one is the workhorse of the industry.
http://www.amazon.com/WTCPT-Tempera...8&qid=1436763415&sr=8-1&keywords=weller+wtcpt
They make fancier ones, and some of the newer ones are really nice. But you walk into any decent electronics shop, and while you may see some of the hot air rework units, adjustable temp units, all kinds of things, but you will see one of these, and odds are it will have the most wear and tear from use.
It uses the same tips as the 12 volt one.
I have two of the base units at my two main shops, plus one that floats from place to place.
I have one of the 12 volt ones in the truck toolbox.
Get either one of those, plus that Multicore solder, and it will make you look like an expert.