We approach things a little differently. I have and own the 2 season tickets and sell off the season in blocks of 5 games that are selected in a serpentine draft format. I don't split benefits, etc, but do sell at face value. From this, I usually opt to purchase 15 games or 3 blocks from my own and enter my name in to the draft. Through the process, I've never guaranteed any postseason or special tickets, and I also do not allow opening day to be drafted (which makes an even 80 game split in the draft). I've always done this because I assume all responsibility and burden for the tickets and their distribution. We don't typically draft until early March, and lots of people come and go each season.
For postseason, I am planning to use all of the primary ST seats for myself and family, and then purchase the additional 2 seats (in our section, just a few rows back). I will then take all people who purchased blocks of games and then setup a lottery (I will remove myself from this lottery). Then, the people who purchased blocks will be able to select from the potential postseason tickets. They can choose to select "sure thing" games, or possibility games. So the first drafter will have the option to select either the first home playoff game, or game 7 of the WS (or any game between). It's up to the drafter if they want to risk a bigger game, or go with a more sure thing. This draft will continue until all possibly games are selected. The people who select the games will only need to pay if the games are played, and I will give refunds for any games that are not played. If I have additional chances at presale tickets, I will buy them and place them in the draft, rather than list on StubHub or anything.
I feel like this gives the people who purchase ticket blocks a shot at postseason, even though it was specifically not included in the overall agreement for purchasing ticket blocks.
Oh, also, the largest numbers of packs people purchase are 2 and smallest are obviously 1. So it's all relatively evenly weighted.