Personally, I don’t like to wear reps around family or friends. Either I don’t say anything, which feels fake, or I share that it is a rep, which, even as someone with several reps, I consider tacky. That’s just my viewpoint, and I understand that other people feel differently. I tend to only wear my reps when I’m out and about with my fiancée or running errands, just for my personal enjoyment.
The nice thing about reps is I get the chance to test drive ownership of some high end watches before taking the plunge/while waiting to get off the list. That’s helped me narrow down on watches I absolutely want a gen of, and watches that I don’t mind just having a rep.
My first high end gen was a Speedmaster. My second will likely be a Sub Date, as I’ve been promised one in a few months by my AD. My third will probably be an Omega LMPO. Eventually, I hope to get a gen Panda, but that will likely be from the gray market.
I am fortunate to have a great career, as well as a prosperous home business, which allows me to comfortably save towards owning gens. So for me, it is worth it and achievable to buy gen. It means I have something I can wear proudly and eventually pass down. With the Rolexes, I can also feel somewhat secure in knowing they’ll retain a lot of value. Even if they don’t, it won’t be the end of the world.