Touch wood it never happens to anyone, but if any of your lenses were stolen/damaged beyond repair and your insurance paid up a reasonable amount (unlikey I know), which lenses would you replace with the same model and which ones would you upgrade or not bother replacing? Let's keep it with lenses available now and not get into rumoured lenses.
I currently have:
1. Canon 17-40mm f4L - I would replace this one with the same lens. This is a great lens, for travel/interior shoots, I sometimes wish I had the 16-35mm f2.8LII, but I have enough fast glass and the 17-40mm is a brilliant wide zoom at a really decent price.
2. Canon 24-70mm f2.8L. I would replace this one immediately with the same lens. It's my bread and butter lens, it's on one of my bodies 90% of the time for events/weddings/travel.
3. Canon 50mm f1.2L- Again, I would replace this immediately with the same lens. For portrait shoots it's my go to lens, it's good for baby shoots, individual portraits, couple shots, even group shots when you can put enough distance between you and them. I love the narrow DOF and the bokeh is superb. For low light shots when you can't use lights, it really is a powerful tool to have in your kit.
4. Canon 100mm f2.8L macro HIS - I'd replace this one too. One of my regular clients is a whisky magazine, this lens is great for product/drink shots and it's a really good portrait lens as well. The image stabilisation is a real winner, at event shoots I can go round and get the details on things without having to break out a tripod.
5. Canon 70-200mm f2.8L - I love this lens, but I would upgrade it to a 70-200mm f2.8L II IS. I love the IQ of my lens, at fashion shows it's brilliant with a monopod/tripod, but at events/weddings where I have to hand hold I really wish I had IS.