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Re:Indie Hackers: Learn how developers are making money by wwalser on Friday August 12, 2016 @10:48AM (#12276111)
I've been looking into myself recently.

From successful bootstrappers in B2B, nearly 100% of the advice that I've gotten is to start without free and add it later as a lead-gen mechanism if it fits your business. Early on customer acquisition is a slog and generally relies on 1:1 conversations often with a pre-existing relationship (in-network). Hopefully feedback from these people help you get close enough to product market fit that outsiders will consider using the product. From there it's a marketing and lead nurturing game where freemium may make sense.

Advice for B2C would be quite different.

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