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Jessica GreenwoodJG
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Jessica Greenwood

@jessicagreenwood

I’m passionate about making organizations work better—solving cross-functional challenges, creating structure from ambiguity and building the systems

United States
Message

At Duende Software, LLC, I built scalable legal intake, contract review, approval, and tracking processes, and reduced outside legal spending by approximately $28,000 in one quarter by bringing routine work in-house. I also partner with executive leadership on commercial agreements, company policies, People Operations, and cross-functional initiatives.

At Casetext [Part of Thomson Reuters], I streamlined the CoCounsel V1 entitlement process, increasing efficiency by 50%, and built a tracking system for customer migration to Thomson Reuters’ platform. Earlier, I managed projects and business operations at Microsoft, Twitch, and other organizations across software, healthcare, legal, and enterprise settings.

Experience

Work history, roles, and key accomplishments

DL
Current

Head of Operations and Legal

Duende Software, LLC

May 2025 - Present (1 year 4 months)

Lead cross-functional legal and business operations for a global software company, partnering with executive leadership to strengthen internal infrastructure and support commercial growth. Built scalable legal intake and contract processes, reduced outside legal spending by approximately $28,000 in one quarter, and managed vendor relationships and company policies.

CR

Global Entitlement Program Manager

Casetext [Part of Thomson Reuters]

Jun 2023 - May 2025 (1 year 11 months)

Directed cross-functional teams to deliver enterprise-level AI software implementation projects, ensuring on-time and within-budget execution. Streamlined the CoCounsel V1 entitlement process, achieving a 50% increase in efficiency and maintaining 99% on-time KPI adherence.

RI

Paralegal/Project Manager

Restaurants Unlimited, Inc

Jul 2015 - Sep 2015 (2 months)

Reviewed and analyzed leases and contracts for new and existing locations, ensuring compliance and minimizing risks. Coordinated legal communications and conducted multi-state research on laws and regulations.

LS

Docketing Clerk

Lewis Brisbois Bisgard & Smith

Jun 2011 - Jan 2013 (1 year 7 months)

Maintained the firm-wide master calendar for critical deadlines, ensuring attorneys and staff met all legal and procedural milestones. Entered and verified key data in scheduling systems, optimizing workflow and reducing errors.

AS

Docketing Clerk

Alverson Taylor Mortenson & Sanders

Feb 2010 - May 2011 (1 year 3 months)

Managed and evaluated the firm-wide master calendar, ensuring compliance with all legal deadlines and court requirements. Calculated and recorded critical scheduling data and distributed time-sensitive materials to attorneys.

Education

Degrees, certifications, and relevant coursework

Seattle Central Community College logoSC

Seattle Central Community College

Paralegal Certificate, Paralegal Studies

Earned a Paralegal Certificate from Seattle Central Community College in 2014.

University of Idaho logoUI

University of Idaho

Bachelor's Degree, Political Science

Studied Political Science at the University of Idaho, completing coursework in 2009.

Tech stack

Software and tools used professionally

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