[shruggedatlas]

I think you're referring to "The Parable of the Raft", which describes a man who has built a raft and crossed a river with it debating whether to hold on to the raft or not.

[rvense]

That sounds right, thank you for the reference.

[hammyhavoc]

It's right, but I actually really like your paraphrased version for this context. It resonated with me.