The advantage here is that sometimes the ads include color pictures of the items for sale. You still have the shipping, insurance and return concerns. To get started, use your search engine to locate antique vendors that sell Red Wing items. If you live in a metropolitan area it is common to find monthly collectors fairs. These are similar to indoor flea markets except the vendors are present.
Prices are often negotiable.
Often late during the last day vendors will mark down their prices to reduce their inventory. Some real bargains can be had during this time. Most dealers are locals so you might consider printing some business cards to hand out so they can call you if they find some special pieces for you between fairs. Another similar collectible exhibition is the traveling antique show. Many of these vendors travel from city to city and have sales organized by brokers who specialize in trade shows.