Well, I think you're right -- which is why I decided to explore selling. I've actually been contemplating this for about 6 months. Honestly in the nearly 10 years since I bought the bag, my interest in designer/luxury goods has waned. I went through an LV phase a few years ago and bought a couple vintage bags (Saumur, Noe, Montsouris), and they much more suit my casual lifestyle. I have a Chanel WOC that I used a TON in my 20's because I was going out a lot but I don't feel the need to sell it. Nowadays, I have a couple of hobbies that take up a lot of my time and especially since the pandemic I just don't go out much (by this I mean, shopping, dinner with friends, etc.). Maybe if I weren't single and had more special occasions to dress up for I'd be carrying it more, but I really don't.
I think my plan is to see what the quotes come back as and then go from there. If it's less than what I was hoping to get I will either hold onto it in hopes the market for Jumbos improves, or potentially list it myself on eBay.