Good question. I wonder what a good strategy would be for figuring out the near optimal pricing plan? The strategy would need to start off w/o painting yourself

Good question. I wonder what a good strategy would be for figuring out the near optimal pricing plan? The strategy would need to start off w/o painting yourself into a corner. In other words the initial pricing can't constrain future pricing adjustments by much. Also you'd want a strategy that allows for frequent adjustment down the road. Something like the Google "search algorithm" frequent tweaking. Perhaps an increasing sequence of additional tiers could work? Start with just free. Then free or $10. Then free or $10 or $25 and so on. This avoids users feeling like they've been punished for being an early-adopter. Also users who aren't happy with their current tier can simply upgrade.