Would you sell an Hermes Bag for Chanel?

I’m thinking of selling my Kelly Elan and buying some Chanel bags instead, a Chanel Kelly or a classic flap, plus maybe a fun seasonal bag. So 2-3 bags total, depending on price. Is that a mistake? Will I end up regretting it and wishing I’d kept the Elan?

For reference, I currently own a lavender suede bag, a wallet on chain, and a vanity case. Part of me wonders if I’m just bored, honestly. I also get anxious traveling with something that expensive and hard to replace resale-wise.

Would love to hear people’s thoughts.