When acquisition interest began to surface, FirmPilot founder and CEO Jake Soffer faced a familiar startup decision. The Miami company was gaining traction, investors were circling, and a potential exit was on the table.
Instead, Soffer chose to keep building.
“It was a crazy process. There was acquisition interest. There were multiple parties, and we’re still such a young company. We realized selling would just be way too soon,” Soffer told Refresh Miami. “What we’re doing, we feel so special, and there’s so much room to grow.”
That conviction helped shape FirmPilot’s oversubscribed $22 million Series A-1 round. The raise was led by Orlando-based DeepWork Capital, with significant participation from Data Point Capital and existing investors including Blumberg Capital, Thomson Reuters Ventures, Valor Ventures, SaaS Ventures, and EarlyLight Ventures. The funding brings the company’s total capital raised to $27.25 million and adds DeepWork Capital Partner Ken Hall to its board.
Behind the headline figure, Soffer said the company intentionally raised a measured amount. Roughly $15.55 million came from new equity, while previously issued convertible notes converted into the round.
“We’re a super lean and scrappy company. So we didn’t need $50, $100 million. This was the perfect number to give us a little bit of a war chest,” he said.
FirmPilot’s platform uses AI and proprietary legal marketing data to help firms attract higher-value cases while tracking return on investment more clearly. Since launch, the company says it has generated tens of thousands of qualified leads and helped clients increase case volume by more than 180 percent.
“We use OpenAI, Anthropic. We use all the models out there. There’s no point in reinventing the wheel,” Soffer asserted. “Our secret sauce is the data layer manipulation model on top that allows us to write expert level content, not just AI slop.”
The new funding will support two major initiatives. The first is a significantly expanded intelligence layer designed to improve content quality, targeting accuracy, and marketing performance. Early testing, Soffer said, has shown strong gains.
“The content and its performance is night and day in terms of performance for SEO, for ads, for accuracy,” he said, noting a broader rollout is expected later this year.
The second initiative extends beyond marketing into deeper operational insights. FirmPilot is building integrations with intake and case management platforms so marketing strategy can be informed by real case outcomes, profitability, and client fit.
“Let’s not just do marketing strategy based on market data, competitors, and rankings,” Soffer said. “But based on a law firm’s lead data, case data, what are its best cases, profitability on those cases, revenue from cases, how long does it take you to settle and win those cases, etc.”
Investors see that approach as a meaningful opportunity. “FirmPilot is solving a massive problem for a market that has been drastically underserved by technology,” DeepWork’s Ken Hall said in a statement, adding that the combination of proprietary data and clear ROI stood out.
The raise is also expected to drive hiring. FirmPilot currently has about 40 employees and aims to grow to roughly 70 by year’s end while expanding its Miami presence.
“We’re excited to build more in Miami,” Soffer said.
For the founder, the long-term focus remains simple.
“Better, faster, leaner. That’s what we say all the time. And it’s not for us internally. It’s for our customers,” he said. “We are just obsessed with how we make what we already do better so they get more customers.”
Pictured at top of pos: FirmPilot founder and CEO Jake Soffer.
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I am a Miami-based technology researcher and writer with a passion for sharing stories about the South Florida tech ecosystem. I particularly enjoy learning about GovTech startups, cutting-edge applications of artificial intelligence, and innovators that leverage technology to transform society for the better. Always open for pitches via Twitter @rileywk or www.RileyKaminer.com.
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