This comment kinda annoys me. Let's say Dropbox had a 5GB plan for $10 (let's assume that's the price of their lowest plan - I'm not sure). So, people with 4GB would say "this is good value". But suppose they offer even better value and allow 100GB for the same price. Now it's perceived as bad value for the 4GB user, and they want a cheaper plan.
In fact, we had the same problem at my startup. We had a plan with 1-way parallelism, and a plan with 8-way parallelism (we do hosted continuous integration - https://circleci.com). Many of our customers said "oh, I don't need 8-way, so I don't want to pay for it". When we changed it to 4-way (for the same price as 8-way), the uptake was much higher, as they perceived it was something they'd use. Go figure.
That isn't exactly the same what he is saying is that for many of us we can't justify the $10 dollar plan enough to purchase dropbox but would purchase the $5 dollar plan at 25gb or 50gb or half the ten dollar plans size.
This isn't to say it would be a good idea for dropbox to offer this whether they make more money now or with the cheaper plan is unclear to us just many people want a $5/month $50/year plan.
In fact, we had the same problem at my startup. We had a plan with 1-way parallelism, and a plan with 8-way parallelism (we do hosted continuous integration - https://circleci.com). Many of our customers said "oh, I don't need 8-way, so I don't want to pay for it". When we changed it to 4-way (for the same price as 8-way), the uptake was much higher, as they perceived it was something they'd use. Go figure.