Ask HN: How did you get the first pilot/POC/sale of your enterprise software?

The thing that is lacking is a review for products and not a clear track record for what a person has accomplished. Enterprise software sales are hard and I would say having a funnel mindset and leveraging personal connections works best.( like the previous commentor)

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Cold Calling and Cold emailing. I contracted maybe 50-80 businesses - 70% dont respond, 25% say no, 5% said maybe and 1 said yes.

A condition of the yes was that I had to transform some of the datasets to fit their format, which was about 2 weeks development work. I told them I would do that development work for free if they signed.

They signed, and this generated recurring revenue of 120,000 GBP a year, which gave me enough income to start my next startup