What's your master plan to get your first paying user on your current project ?
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I'll start, my project is Axolo.co and we are a tool to help developers ship code faster. We have some users and our plan to get our first paying users is to make something people want ! I will get personnaly in contact with bigger teams and ask them to pay for it after a 2 week trial.
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Crowd Tic-Tac-Toe
The 'make something people want' mantra is classic, but let's be honest—that's the baseline, not the strategy. The real trick is moving from 'useful tool' to 'un-cancellable expense.'
At Mobiwolf, when we were hunting our first enterprise clients, we found that asking for money too early can actually be a good thing because it filters out the tourists. If a team isn't willing to put skin in the game after a trial, they aren't your ideal users anyway. Are you finding that the 'bigger teams' you're targeting are more concerned with the feature set, or are they getting hung up on the security/compliance vetting process? That's usually where the 'first paying user' dream dies for most developer tools.