[Jeff W]

I'll prob. start with the Lodge Logic Combo Cooker:

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It's a deep skillet, a fryer, a Dutch oven, and the lid converts to a shallow skillet or griddle. This versatile piece of cast iron cookware allows the preparation of almost any recipe. Great for kitchen and outdoor cooking. Includes a 3 qt deep skillet / Dutch oven base, and 10.25 inch shallow skillet / griddle / lid.

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I pretty much only cook for 1-2 people at a time, so hopefully this should be sufficient and it's a minimal investment to try out cast iron.

I haven't heard great things about their pre-seasoned cookware, so I might try to buy unseasoned.