FirmPilot Raises Oversubscribed $22M Series A-1 to Scale AI Legal Marketing, DeepWork Capital Leads

FirmPilot raised an oversubscribed $22M A-1 led by DeepWork to scale its AI legal marketing platform. Expect faster client growth, smarter spend, and clearer ROI for law firms.

Categorized in: AI News Legal
Published on: Feb 27, 2026
FirmPilot Raises Oversubscribed $22M Series A-1 to Scale AI Legal Marketing, DeepWork Capital Leads

FirmPilot Closes Oversubscribed $22M Series A-1 to Scale Its AI Legal Marketing Platform

FirmPilot has raised an oversubscribed $22M Series A-1 to accelerate product development and market expansion. The round was led by DeepWork Capital, with a significant investment from Data Point Capital, and participation from existing investors including Blumberg Capital, Thomson Reuters Ventures, Valor Ventures, SaaS Ventures, and EarlyLight Ventures. The new capital brings total funding to $27.25M. DeepWork Capital Partner Ken Hall will join FirmPilot's Board of Directors.

Why this matters for law firms

Every hour, more than 1,000 people in the U.S. search online for legal help, and 75% don't go past page one. For 425,000+ firms, old-school marketing-agencies, manual ad management, guesswork-burns time and budget without clear ROI. FirmPilot's patent-pending AI Legal Marketing Engine replaces guesswork with data and automation to help firms win higher-value clients, faster.

What FirmPilot does (in practical terms)

  • AI-driven SEO and GEO (AI search optimization), PPC/Google Ads management, local SEO, digital PR/link building, social media, and website optimization-all in one platform.
  • Competitive "x-ray" blueprinting that analyzes SEO, ads, and digital activity across competitors to spot growth gaps you can exploit.
  • AI agent automation for time-intensive work: 24/7 competitor monitoring, content calibration, and ongoing optimization.
  • Real-time dashboards for cost, case volume, and ROI so firm owners can see what's working and cut what's not.

Results to date: tens of thousands of qualified leads for U.S. law firms and 180%+ increases in case volume for clients. The platform's AI knowledge model has analyzed 5M+ pieces of legal marketing content and draws on a proprietary database of 3,000+ legal cases to produce authoritative content that ranks in traditional and AI-driven search (including results surfaced by ChatGPT).

What the new funding enables

  • Next-gen AI model (10x the current training data), rolling out by Q3 2026, to support deeper content, smarter channel tactics, and faster time to ROI.
  • Direct integrations with leading case management systems, ingesting case value data to guide spend toward higher-value matters and enable precise ROI attribution and revenue tracking-essentially a revenue operations command center for firms.

What they're saying

"Law firm owners aren't just practicing law anymore, they're building companies. And the firms that will win over the next decade are the ones making the shift from gut-feeling marketing to data-driven, AI-powered growth. This round gives us the fuel to help more firms make that transition and to continue building the platform that replaces the traditional agency model entirely." - Jake Soffer, Founder & CEO, FirmPilot

"FirmPilot is solving a massive problem for a market that has been drastically underserved by technology. Jake and his team have built a product that delivers measurable, data-driven results for law firms, replacing an entire industry of manual marketing agencies with an intelligent platform. The combination of proprietary legal domain data, AI automation, and clear client ROI is exactly what we look for at DeepWork. We're thrilled to lead this round and join the board as FirmPilot enters its next phase of growth." - Ken Hall, Partner, DeepWork Capital

"We've been tracking the legal marketing space closely, and FirmPilot stood out immediately. Jake and his team have built a genuinely differentiated platform, one that combines proprietary legal domain data with AI automation to deliver measurable client acquisition results. The opportunity to displace a fragmented, agency-driven market with an intelligent, scalable platform is exactly what we invest in at Data Point Capital. We're excited to partner with this team." - Scott Savitz, Founder & Managing Partner, Data Point Capital

Practical takeaways for managing partners and legal ops

  • Run marketing like a system, not a set of one-off tactics-tie spend to case value and time to revenue.
  • Prioritize high-ROI matters by feeding actual case value data back into campaign targeting and content.
  • Own your authority: publish deep, legally accurate content that answers client intent and earns links.
  • Make competitor monitoring continuous, not quarterly-respond to moves in days, not months.
  • Demand line-of-sight ROI dashboards that connect ad dollars to signed cases and revenue.

Company and investors

FirmPilot: Leader in AI legal marketing with a patent-pending AI Legal Marketing Engine that analyzes competitive landscapes, creates authoritative content, optimizes SEO/GEO/PPC/social/local, and delivers real-time ROI insights-replacing traditional agency guesswork. Founded in 2022 and headquartered in Miami. Backed by DeepWork Capital, Data Point Capital, Blumberg Capital, Thomson Reuters Ventures, HubSpot Ventures, Valor Ventures, SaaS Ventures, EarlyLight Ventures, FJ Labs, and Connexa Capital. Learn more at firmpilot.com.

DeepWork Capital: Early-stage venture firm (founded 2015, Orlando) investing in tech and life sciences founders, with a focus on underserved VC markets. Learn more at deepworkcapital.com.

Data Point Capital: Invests in capital-efficient, scalable technology companies across consumer internet, cloud enterprise software, and AI. Notable portfolio companies include DraftKings (DKNG) and Rent the Runway (RENT). Learn more at datapointcapital.com.

Further learning

Exploring how AI can support broader legal workflows beyond marketing? See AI for Legal for practical tools and training.


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