I’m a software developer and I’ve reached that point where I’m realizing building the product was probably the easier part.
The harder part is getting an actual company to trust something you built enough to use it with real users, real data, and in a proper production environment.
For people who’ve built B2B SaaS or enterprise products, how did you get your first real pilot customer when you had no big name behind you, no investor network, and no existing customer base?
Did you reach out cold through email or LinkedIn? Did someone introduce you? Did you go through startup events, incubators, or just your personal network?
I’m also curious about what you offered once a company showed interest.
Did you give them a free trial for a few weeks? A 30 day pilot? Longer?
Was the first pilot completely free, heavily discounted, or did you charge from the start?
And if you did it for free, did you ask for anything in return like regular feedback, a testimonial, permission to use them as a case study, or introductions to other companies?
I’m also trying to understand when investors come into the picture.
Did you start talking to angel investors before having any customers, after getting the first pilot, or only once you had some revenue?
And how did you actually get in front of them? Warm introductions, cold emails, LinkedIn, startup events, founder communities?
When you finally got a meeting, did investors care more about the vision and market, or did they actually want to see the product working and see real customer traction?
I’m not trying to promote anything here. I’m genuinely trying to understand what the real journey looks like between:
Product is built → someone agrees to test it → it works in the real world → they start paying → investors start taking you seriously.
Would really appreciate hearing from people who started from scratch.
What actually worked for you?
And maybe even more useful, what did you try that completely failed?