UpSmith Unveils JennyAI: Revolutionizing Lead Generation for Skilled Trades Businesses

The company’s latest product launch personalizes ways in which contractors connect with customers by leveraging data at scale

UpSmith, an a16z-backed technology company, announced the launch of JennyAI, a groundbreaking generative AI and performance marketing product designed to redefine how tradespeople create and convert opportunities in the $500 billion U.S. home services market.

Designed for businesses looking to drive immediate revenue growth, JennyAI leverages advanced AI to streamline prospect outreach, optimize engagement, and deliver near-term revenue lift. As an initial implementation, JennyAI seamlessly integrates with ServiceTitan, the leading field service management platform, to identify high-quality replacement opportunities within a company’s existing customer base. The AI-powered assistant then personalizes outreach messages and books appointments directly with customers, maximizing efficiency while ensuring every interaction delivers value.

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“We believe every skilled trades company can be a data company and the acceleration of foundational AI models in the last 12 months offers a once-in-a-lifetime opportunity to level up the businesses that keep America running,” said Wyatt Smith, founder and CEO of UpSmith. “JennyAI advances our mission to address skilled workforce challenges by giving trades businesses technical advantages to help them win and their teams thrive.”

“We have thousands upon thousands of contacts in our database, but we’ve never had the capacity to fully engage them,” said Chris Harrison, GM of Roland Black Heating & Cooling in Charlotte, NC. “We spun up JennyAI in a matter of hours to leverage that data for the first time, automating personalized outbound messages to customers and truly generating opportunities out of thin air.”

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Unlike traditional lead generation tools, JennyAI doesn’t just automate processes — it adapts to the real-world complexities of skilled trades businesses, creating a seamless, intuitive experience that works for owners, teams, and customers alike. Built on the latest advancements in large language models, it autonomously engages with customers, gathers relevant insights, and books appointments—all within a matter of minutes.

JennyAI helps businesses capture, qualify, and nurture prospects more effectively than ever before. As the industry embraces digital transformation, UpSmith’s latest technology promises to be a game-changer for those ready to take the next step.

JennyAI is currently being deployed by a select group of UpSmith’s customers, with plans for a wider rollout in the coming weeks.