FirmPilot AI Raises Oversubscribed $22M Series A-1 to Scale Data-Driven Legal Marketing and Tie Spend to Case Outcomes

FirmPilot AI raised $22M Series A-1 led by DeepWork Capital, with Data Point Capital; Ken Hall joins the board. The money will scale AI legal marketing and case-value integrations.

Categorized in: AI News Legal
Published on: Feb 27, 2026
FirmPilot AI Raises Oversubscribed $22M Series A-1 to Scale Data-Driven Legal Marketing and Tie Spend to Case Outcomes

FirmPilot AI Raises $22M Series A-1 To Scale AI-Powered Legal Marketing

FirmPilot AI closed an oversubscribed $22 million Series A-1, bringing total funding to $27.25 million. The round was led by DeepWork Capital with a significant investment from Data Point Capital and participation from existing investors Blumberg Capital, Thomson Reuters Ventures, Valor Ventures, SaaS Ventures, and EarlyLight Ventures.

DeepWork Capital Partner Ken Hall has joined FirmPilot's board of directors.

Why this matters for law firms

More than 1,000 people in the U.S. search for legal help online every hour, and 75% don't go past page one. With over 425,000 law firms competing for the same clicks, guesswork and manual agency work won't cut it.

FirmPilot's patent-pending AI Legal Marketing Engine uses proprietary legal datasets and machine learning to help firms win higher-value cases with less waste. The platform replaces intuition-led campaigns with a repeatable, data-driven system.

What the platform does

  • AI-driven SEO and geo-targeted content to capture high-intent searches (including results surfaced by ChatGPT).
  • PPC and Google Ads management, local SEO, digital PR and link building, social media, and website optimization.
  • Competitive blueprinting that maps competitors' content, spend, and rankings to uncover growth gaps.
  • AI agent automation for ongoing tasks like competitor monitoring and content calibration.
  • Real-time dashboards that show ROI and tie spend to lead flow and case outcomes.

Since launching in 2023, FirmPilot reports generating tens of thousands of qualified leads for firms nationwide, with some clients seeing 180%+ increases in case volume. Its AI knowledge model has analyzed 5 million+ pieces of legal marketing content and references a proprietary database of 3,000+ relevant legal cases to inform content and targeting.

New funding: where it's going

  • Next-gen AI model: 10x the training data, rolling out to all clients by Q3 2026. Expected gains: stronger content performance, smarter tactic selection, and faster time to ROI.
  • Case management integrations: Direct connections to leading platforms so FirmPilot can ingest case value data, direct spend toward higher-value matters, and attribute revenue by linking marketing costs to case outcomes.

Investor perspective

DeepWork Capital focuses on early-stage technology and life sciences in underserved venture markets. Data Point Capital invests in scalable, capital-efficient technology across consumer internet, cloud enterprise software, and AI.

What to do next (for managing partners and marketing leaders)

  • Audit your intake-to-revenue path. Track lead source, practice area, location, and case value in your case management system.
  • Prioritize campaigns by expected matter value and probability to retain, not just lead volume.
  • Build geo-specific content for your top fee earners. Match search intent to case types you want more of.
  • Measure weekly leading indicators: qualified leads, consultation set rate, signed rate, and cost per signed matter.
  • Ask vendors for proof: content-to-ranking timelines, signed-case attribution, and examples of competitor gap analysis.

Key quotes

Jake Soffer, Founder & CEO, FirmPilot: "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."

Ken Hall, Partner, DeepWork Capital: "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."

Scott Savitz, Founder & Managing Partner, Data Point 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."

Further reading

Exploring AI adoption in law firm operations and marketing? Start here: AI for Legal.


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