How Smallest.ai generated $2M+ in enterprise pipeline using Updately
“Enterprise sales is all about relevance and timing. Updately helped us reach the right people with the right message at exactly the right moment. We went from a standing start to $2M+ in pipeline faster than I thought possible for a startup our size.”
Samiyan Momin
Founding GTM & Sales Lead, Smallest.ai
Smallest.ai had built cutting-edge AI infrastructure technology but faced the classic enterprise sales challenge: how do you get VP-level decision makers at Fortune 500 companies to pay attention to a startup they've never heard of? Their founding GTM team of 3 people was trying to break into accounts where the average deal size was $200K+, but enterprise buyers ignored generic outreach. They needed a way to demonstrate deep understanding of each prospect's technical environment and business challenges before the first conversation.
Updately became Smallest.ai's enterprise prospecting engine. The AI researched each target account's technology stack, recent infrastructure investments, and engineering blog posts to craft messages that demonstrated genuine technical understanding. Instead of leading with product features, each message referenced specific challenges the prospect's engineering team was likely facing — based on their hiring patterns, conference talks, and open-source contributions. Samiyan set up campaigns targeting CTOs and VP Engineering at companies actively scaling their AI infrastructure.
Generated $2M+ in qualified enterprise pipeline within 6 months
Consistently booking 8 enterprise-level meetings per month
Achieved 24% average reply rate across all campaigns
Closed 2 six-figure deals directly sourced from Updately outreach
Reduced time spent on prospecting by 80%, allowing focus on closing
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