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McCormack Schreiber Legal Search

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

chicago, IL

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Job description

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 in Chicago 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

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).

About Us

McCormack Schreiber Legal Search is Chicago’s leading legal search firm. We leverage more than 30 years of experience in the Chicago legal market to assist attorneys and paralegals seeking new opportunities and employers searching for top legal talent.

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Worksite address

chicago, IL, 60290, US

Who can apply

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