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Assistant General Counsel (Hybrid)

Enova · Chicago, IL · Legal

Posted Aug 12, 2026 · We last checked this listing on Sep 20, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

Behavioral

Walk me through a vendor or technology contract you negotiated that had real teeth in it, like a limitation of liability or indemnification fight. What was the sticking point and how did you resolve it?

whether the candidate has handled substantive negotiation, not just paper-pushing on routine agreements

Tell me about a time you had to educate a non-lawyer stakeholder on a legal risk they didn't understand well enough to negotiate for themselves.

communication skill and comfort translating legal risk into business language

Describe a time you disagreed with outside counsel's advice or approach on a transactional matter. What did you do?

judgment and confidence managing outside counsel rather than just deferring to them

What's an example of a task or matter outside your core specialty, maybe employment, M&A, or capital markets, that you had to pick up quickly? How did you get up to speed?

adaptability and willingness to stretch into unfamiliar legal areas

Technical

You'll be supporting operations in the US, Brazil, and Mexico. Have you worked on contracts that had to account for multiple jurisdictions, and what changed in how you approached them?

real experience with cross-border contracting versus theoretical familiarity

What financial services regulations have you had to build into contract terms before, and how did that show up in the actual language you drafted?

depth of regulated-industry experience versus surface familiarity with the term 'financial services'

Have you used or implemented a contract lifecycle management system? What was broken about the process before, and what did you actually change?

whether they've owned process improvement or just used a CLM tool passively

Tell me about a specific way you've used AI tools in your legal work, whether for contract review, research, or drafting. What worked and what didn't?

genuine AI fluency versus a resume buzzword

Tell me about a data privacy or data security issue that came up in a contract negotiation and how you addressed it in the terms.

specific competence in privacy and data security, named as a required subject area

Situational

Say a business partner wants to sign a vendor agreement by end of week but the indemnification language exposes us to open-ended liability. How do you handle that conversation?

ability to balance business speed against risk without becoming a bottleneck

Picture a stack of forty vendor contracts sitting in your queue with three flagged as urgent by different business units. How do you decide what gets your attention first?

prioritization and stakeholder management under high volume

A business partner keeps going around you to get contracts approved faster, skipping your review. How do you address that?

how they set boundaries and expectations with stakeholders without damaging the relationship

How have you worked with a paralegal or contracts team to divide up review work, and what did you keep for yourself versus delegate?

whether they know how to work efficiently within a small team rather than doing everything themselves

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The full job description

As published by Enova.

We are interested in every qualified candidate who is eligible to work in the United States. However, we are not able to sponsor visas or take over sponsorship at this time.  About the role: Join Enova’s Legal Team as an Assistant General Counsel, Transactional Law/Contracts, a high-impact role where you will serve as a trusted advisor and strategic partner across our global operations in the US, Brazil, and Mexico. You’ll get broad exposure to, and an opportunity to take ownership of, a high-volume, tech-forward practice. You will build expertise in financial services, collaborate directly with executive stakeholders, and help shape the legal framework that enables Enova’s business velocity. We are looking for a nimble, business-savvy attorney who thrives on solving complex problems and is eager to champion innovation within the legal function. This role reports to the Senior Associate General Counsel. Responsibilities: <ul> <li>Strategic Contract Leadership: Review, draft, and negotiate a sophisticated range of commercial, financial services, and technology related contracts—including strategic partnerships, intercompany services, vendors and licensing, professional services, and NDAs—that drive our global business objectives.</li> <li>Business-Ready Advice: Advise and educate business partners on negotiating, and structuring terms and resolving contractual disputes to manage risk proactively while enabling commercial speed.</li> <li>Risk Calibration: Serve as a subject matter expert on legal issues affecting business transactions, including intellectual property, privacy, data security, limitations of liability, indemnification obligations, and specialized financial services regulations.</li> <li>Legal Innovation &amp; AI: Own and modernize our contract lifecycle management (CLM) program, actively championing the integration of AI tools and automated workflows to boost productivity and effectiveness.</li> <li>Partner with our vendor management and Third-Party Risk team to guide business partners through diligence and contracting, and support post-signing management of vendor and partner relationships.</li> <li>Get exposure to and assist in other transactional matters, including strategic partnerships, M&A, capital markets, and employment law matters, as needed.</li> <li>Work closely with Contracts Paralegal to provide assistance on administrative matters related to contract review including attention to the maintenance of the vendor contract queue and other various administrative issues.</li> <li>Liaise with regulatory counsel and compliance to ensure compliance with applicable laws and regulations.</li> <li>Manage outside counsel on various corporate and transactional matters as necessary to accomplish legal and compliance objectives.</li> </ul> Requirements: <ul> <li>Juris Doctorate from an accredited law school with active bar membership in good standing.</li> <li>5+ years of relevant transactional experience at a well-regarded law firm and/or in-house legal department.</li> <li>Skilled in contract and legal analysis, organization, attention to detail, and translating legal risk into practical, business-ready recommendations.</li> <li>Experience in financial services, banking or other related regulated industries is preferred.</li> <li>Self-starter with strong organizational skills, keen attention to detail, and who thrives managing high-volume, time-sensitive work and can confidently set expectations with stakeholders.</li> <li>Strong interpersonal and communication skills, with the ability to work both independently and collaboratively.</li> <li>Adaptability and willingness to quickly develop new areas of expertise.</li> <li>In-house experience working directly with business partners is a plus, but not required.</li> <li>AI Fluency: Demonstrated enthusiasm for and comfort with leveraging AI-powered tools (e.g., automated research, document analysis) to enhance legal work product and operational efficiency.</li> </ul> Compensation: The budgeted annual salary range for this position is $122,000 to $165,000. Actual annual salary will be determined based on qualifications, skills, experience, and level assessed during the hiring process and may fall outside of the range shown. Additional compensation for this role may include a bonus and restricted stock units. All full-time employees are eligible to participate in Company benefits, described in more detail<a href="https://www.enova.com/culture/#:~:text=Full%2Dtime%20employees%20receive%20medical,and%20dependent%20daycare%3B%20and%20more!"> here</a>.<div class="content-conclusion">Benefits & Perks: <ul> <li>Our hybrid roles require in-office work Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This schedule fosters collaboration, team connection, and strategic planning, enhancing communication and effectiveness to drive results.</li> <li style="font-weight: 400;">Health, dental, and vision insurance including mental health benefits</li> <li style="font-weight: 400;">401(k) matching plus a roth option (U.S. Based employees only)</li> <li style="font-weight: 400;">PTO & paid holidays off</li> <li style="font-weight: 400;">Sabbatical program (for eligible roles)</li> <li style="font-weight: 400;">Summer hours (for eligible roles)</li> <li style="font-weight: 400;">Paid parental leave</li> <li style="font-weight: 400;">DEI groups (B.L.A.C.K. @ Enova, HOLA @ Enova, Women @ Enova, Pride @ Enova, South Asians @ Enova, APEX @ Enova, and Parents @ Enova)</li> <li style="font-weight: 400;">Employee recognition and rewards program</li> <li style="font-weight: 400;">Charitable matching and a paid volunteer day…Plus so much more!</li> </ul> About Enova Enova International is a leading financial technology company that provides online financial services through our AI and machine learning-powered Colossus™platform. We serve non-prime consumers and businesses alike, while offering world-class technology and services to traditional banks—in order to create accessible credit for millions.  Being a values-driven organization is at the core of Enova’s success. We live our values by listening to our customers, challenging assumptions, thinking big, setting high expectations, and hiring and developing the best. Through our values and our commitment to making Enova an awesome place to work, we maintain an environment of inclusion and culture where our employees can thrive. You can learn more about Enova’s values and culture <a href="http://www.enova.com/culture">here</a>.  It is our policy to provide equal employment opportunity for all persons and not discriminate in employment decisions by placing the most qualified person in each job, without regard to any other classification protected by federal, state, or local law. California Applicants: Click<a href="https://www.enova.com/ccpa/"> here</a> to review our California Privacy Policy for Job Applicants.</div>

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Assistant General Counsel (Hybrid)

Likely interview questions for this role

Practice this interview out loud.

The full job description

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