We sold our first AI agent to a legacy industry–now we're stuck. Help us Advice?
The good news: we shipped a real solution, got our first paying customer, and even sent out our first invoice! The bad news: getting our second and third customers has been way harder than we expected.
We're running into what feels like a canal-product fit issue — our product works, and solves real pain, but the people we’re targeting don't check emails, barely pick up their phones, and often aren’t even on LinkedIn. It’s like trying to sell software to 1997.
We’re hustling hard — cold calling, showing up at trade shows, chasing introductions — but it's slow and uncertain.
If you've navigated early traction in a legacy industry, how did you break through the wall after the first win? Would love to hear any advice, strategies, or similar war stories.
Thanks in advance
You have one customer... assuming that they are happy with your offerings, perhaps you can get them to be your advocate? Offer them a great deal in exchange for being able to use their name in marketing materials, to get them to write up an article about your product in a trade journal, to talk you up at trade shows, etc.
Hold in there. Sales cycles are long. Figure out conferences where people go to. Go there. Drop into offices and ask for their time. Find out people who know people.
My rule of thumb is a problem presents its own solution. But I’m not sure how it applies to you without knowing more about your product.
Microsoft didn't stop with basic.
Diversify.
There is no rulebook.
Good luck.