I quit my job.

It's possible to have both a free and a paid offering for the same service or product, or to have new releases only for paying customers and older versions free. Etc.

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Same and I really saw the difference between the before and the after, while building my own thing. The latter has been amazing !

Of course but then the incentives are different, *generally* the free part of the product degrades over time and the paid service gradually gets a greater and greater focus.

Though, I really like the idea of "releases only for paying customers and older versions free." but in some cases it might be tricky to implement / very easy to bypass. Damus has done it and I wonder how successful it has been.

The key to having two-tiered pricing is including things in the top-tier that aren't directly the software.