I have owned the Natchez and Laredo bowies and the OSS. In fact I still own two laredos (SK5 versions) and think it is a great bowie and from what I have read, some kydex sheath makers in the USA make a kydex sheath that does make the Laredo easy to carry concealed. However, for my purposes my all time favourite bowie is the Cold Steel San Mai Trail Master (and Keating in his now dated bowie videos also likes the Trail Master). In Australia, from my experience, using knives for chopping is not good practice on our hardwood native timber. The timber is just too hard. So my trail master is never used for that and chipping of the blade is not something I have ever encountered. And besides which there is always a plentiful supply of timber on the bush floor in Australia. I mainly use the Trail Master for removing scrubby latana branches that poke out into my mowing area on my acreage as I am mowing and for general kitchen duties. This is the only knife I have ever owned that I can lay on a fresh loaf of bread and find it starts to cut in under its own weight. It is that sharp. Even though SK5 has never rusted on me (I clean it after every use), San Mai steel is a more useful choice in my climate with its high summer humidity.
I also own the three Boker Arbolito Gigante bowies (handles in wood, canvas micarta, and stag). They are beautiful bowies, have very nice sheaths that can be carried many ways (ie. like the laredo sheath in the belt, attached high on the belt, or as a dangler) and feel nice in the hand but I prefer the semi sharpened swedge on the Laredo and Trail Master. The Bokers' swedge is not sharpened at all. They are almost copies of the Trail Master but have a larger finger choil (which I like) and a curved very comfortable grip but do not come sharp like the Cold Steel bowies.