I've got a season going with 4-6 other players controlling 10 cars. We use a lot of damage markers, though we have not used all 20. Every race there is confusion as to what corner arrows are under the damage marker. Adam from Applied Perspective was happy to help me with this issue. He now sells a pack of ten damage markers for $2, sold in three transparent colors. I do prefer them without the engraving symbol.
Yeah, the shipping calculator is fixed at $8 currently. Adam is trying to fix that. The other option is to buy a bunch of other items to get the total order over $50 for free shipping. I'm putting in a larger order with other players to help mitigate the shipping. Buying X-Wing movement templates and range finders gets you to $50 quicker.
Really if all you are buying is 20 pips he should be able to send them in a regular envelope with some cardboard.
I'm hoping he'll add fluorescent green and a foggy white so we'll have all five colors. That way we can tell who's been dropping pieces all over the track. Or who to blame when we crash due to debris.