We built this because we watched firms lose matters to their own process.
Docketwright was founded in Washington DC in 2024 by a team that came out of law firm operations — not law firm marketing.
The origin
Docketwright is what we wished existed.
Before founding Docketwright, CEO Olivia Bennett spent several years in legal operations at Meridian Litigation Group, a DC-area litigation firm with four practice groups and sixty attorneys. The work was substantive — building workflow documentation, coordinating onboarding for lateral hires, tracking matter performance data for partner reviews.
But a consistent portion of every week was consumed by the same operational overhead: conflict check follow-ups, engagement letter status checks, deadline reminder coordination. Not because the attorneys were disorganized — because the processes were manual, and manual processes at scale degrade into status-chasing.
"We tracked conflict checks in a spreadsheet. Partners would hand-mark a cell 'cleared' and email the paralegal. By the time the paralegal saw it and updated the matter record, it was Tuesday afternoon and the new client had already followed up asking when onboarding would start."
Docketwright is the system that should have existed: workflow automation that handles the process layer so the people can do the work that requires judgment. Founded in 2024, backed by angel funding in February 2026, and piloting with mid-size DC-area firms.
The team
Three people. Deep background in legal ops and enterprise systems.
Olivia Bennett
CEO & Co-Founder
Previously legal operations at Meridian Litigation Group, DC. Designed and implemented matter workflow documentation for 60-attorney firm. Now building the automation layer she wished had existed. Washington DC native.
Marcus Reeves
CTO & Co-Founder
Backend systems engineer with prior experience building enterprise integrations at Vantage Systems Group. Specialist in data pipeline architecture and API integrations for regulated-data environments. Designed the conflict-check query layer and DMS sync connectors that matter-record integrity depends on.
Priya Nair
Head of Product
Previously product manager at Clearfield Legal Technologies, where she led the matter management UX redesign for a mid-market practice management tool. Specializes in UX for legal ops audiences where clarity and precision matter more than visual delight.
How we build
Three principles. No exceptions.
Process honesty
We don't claim to solve problems we haven't seen in practice. Every feature in Docketwright exists because someone on this team watched a process fail in a real firm, identified why it failed, and designed the automation to prevent that specific failure. We don't market capabilities we can't demonstrate.
Operational reliability
Law firms don't have tolerance for workflow tools that go down or produce incorrect results. Docketwright is built with the reliability standards appropriate for a system that touches conflict checks and filing deadlines. We'd rather ship fewer features correctly than more features with edge-case failures.
Trust as infrastructure
Law firms don't give technology access to matter data casually. We earn that access through transparent security practices, honest compliance communication, and complete audit trails on everything the system touches. No fabricated certifications. No misleading security language. Trust is the product underneath the product.