NEW In-House: VP & Assistant General Counsel – Enterprise SaaS / Sales Contracts (5-8+yrs)

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Job Overview

About the Position:
Our client, a leading software company serving the insurance industry, is actively seeking an attorney with strong enterprise-level SaaS agreements experience to join its legal team as Vice President & Assistant General Counsel. The person in this position will report to the General Counsel, and will serve as the primary legal partner to the sales organization, supporting large, high-visibility transactions with global insurance carriers and major brokerage clients.

Chicago-based candidates strongly preferred, with a hybrid schedule. Flexibility may be considered for exceptional candidates located near company offices in Dallas or Atlanta.

Highlights:
· High-profile business-facing role, central to company growth
· Direct partnership and exposure to senior leadership
· Long-term growth potential
· Strong work-life balance with a collaborative, business-oriented legal team
· Competitive compensation, bonus, and equity participation

Responsibilities:
· Lead legal support for enterprise-level SaaS sales agreements and strategic customer relationships
· Draft, review, and negotiate complex B2B SaaS agreements, including MSAs, professional services agreements, data processing agreements, and strategic partnerships
· Serve as a trusted legal advisor to sales leadership, helping streamline processes and reduce unnecessary deal friction
· Identify opportunities to improve templates, workflows, and contracting strategy
· Support broader legal initiatives, including AI-related contracting and privacy
· Manage disputes and related matters as needed

Required Qualifications:
· 5-8+ years of experience with enterprise SaaS sales contracts (sales-side experience required; vendor-side only profiles will not be a fit)
· Prior experience at a law firm (technology transactions preferred) and/or enterprise software company
· Experience negotiating complex, high-value B2B agreements with sophisticated customers
· Exposure to insurance, fintech, or regulated industries a plus

Location:
Chicago, IL (Hybrid: 2-3 days per week in-office)

Compensation:
The anticipated base salary for this position is $225,000
(Additional compensation will include a target bonus and equity participation).

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