DIY Reflow soldering
Components designed to be reflowed will not melt in an oven. If a connector is too fiddly to solder by hand, then it's probably designed to be reflowed. If it's hand-solderable, then you can just hand solder it and not worry.

Having said that, I have seen some connectors discolour in an oven, especially after the second bake, which looks kind of unsightly. In this respect a skillet will be better than an oven.

If you're going to be making PCBs with components on one side only, then go with the skillet. It's cheaper, therefore you don't have much to lose if you decide you don't like the results. I've seen people solder boards this way, and it clearly works.

At work we use an oven because we need to do PCBs with components on both sides. That way works too.