New: use the Make Offer button on any listing. Sellers can auto-accept above a threshold they set. A few rules of thumb: don't lowball below 50% on tagged authenticated items; do lowball as-is items if you're unsure of grade; include a short message explaining your offer (sellers respond better to context).
Hard truth: 99% of Beanie Babies on the secondary market are common pieces worth $5–$30. Rarity is driven by: 1) recall variants (peanut royal blue, etc.) 2) early tag generations (1st/2nd) 3) certified-mint condition. Without one of those three, it's a $15 plush — and that's ok!