1. Don't delete your originals. Your conversion process may end up being lossy in some way (like with color depth or with metadata), and your future self will thank you for keeping the originals.
2. TIFF is a container format. It can hold a JPEG, or a lossless format. Don't think that all TIFFs are lossless.
3. Can dcraw not read all your originals? I've been really impressed by how many different raw formats that tool handles. You may not need to convert them if dcraw handles them. If PhotoStructure can import your raw files, dcraw can (as PhotoStructure uses dcraw under the hood for raw-to-tiff conversions).
4. Know that the default for images is to become irrelevant to the viewers of tomorrow. Add whatever content and context you can to as much as you can.
Of course that may change in the future but at least, because TIFF is ubiquitous, I am sure that it will be easy to covert to a new standard and that there will be plenty of time to do it.