Sorry, I was way too vague! The startup egg-basket principle is: put all your eggs in one basket. Most startups should focus exclusively on their premium plans and arguably not have a free plan. Ie, focus on the one most promising thing for making the startup sustainable. Beeminder already had that – pledge revenue – and so, by strict adherence to the egg-basket principle, should’ve doubled down on it.
I think the rest is too hypothetical to worry much about but one example is we could’ve really gotten brazen with the derailing is not failing philosophy and said that you can unlock premium-like features by derailing more. 
I think I’m kidding but honestly can’t tell right now!