Assistant General Counsel, Transactional Law/Contracts
$122k - $165k/yr+ Bonus + Restricted stock units
Senior
JD
Chicago, IL, USA
HybridHybrid schedule: in office Tuesday–Thursday; remote Mondays and Fridays.
LegalLegal Counsel & Legal Support
No H1B Sponsorship
About the job
Requirements
- A Juris Doctorate from an accredited law school and active bar membership in good standing are required.
- At least 5 years of relevant transactional experience at a well-regarded law firm and/or in-house legal department are required.
- Contract and legal analysis skills, organization, attention to detail, and the ability to translate legal risk into practical, business-ready recommendations are required.
- Experience in financial services, banking, or another related regulated industry is preferred.
- The candidate should be a self-starter with strong organizational skills and keen attention to detail, able to manage high-volume, time-sensitive work and confidently set expectations with stakeholders.
- The candidate must be able to work independently and collaboratively.
- The candidate must be adaptable and willing to quickly develop new areas of expertise.
- Enthusiasm for and comfort with leveraging AI-powered tools, such as automated research and document analysis, to enhance legal work product and operational efficiency are required.
Responsibilities
- Review, draft, and negotiate a range of commercial, financial services, and technology-related contracts, including strategic partnerships, intercompany services, vendor and licensing agreements, professional services agreements, and nondisclosure agreements.
- Advise and educate business partners on negotiating and structuring terms and resolving contractual disputes to manage risk proactively while enabling commercial speed.
- 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.
- Own and modernize the contract lifecycle management program, championing the integration of artificial intelligence tools and automated workflows to improve productivity and effectiveness.
- Partner with vendor management and the Third-Party Risk team to guide business partners through diligence and contracting, and support post-signing management of vendor and partner relationships.
- Assist with other transactional matters, including strategic partnerships, mergers and acquisitions, capital markets, and employment law matters, as needed.
- Work with the Contracts Paralegal on contract-review administrative matters, including maintaining the vendor contract queue and handling other administrative issues.
- Liaise with regulatory counsel and compliance to ensure compliance with applicable laws and regulations.
- Manage outside counsel on corporate and transactional matters as necessary to accomplish legal and compliance objectives.
Desired Qualifications
- In-house experience working directly with business partners is a plus, but is not required.
About the company
Enova is a financial technology company that provides online lending options for non-prime consumers and small businesses. It uses a machine learning-powered platform to evaluate credit risk and manage loans, enabling fast and accessible credit beyond traditional banks. Its products include personal loans, small business loans, and lines of credit, which are funded directly and in partnership with traditional banks that use Enova’s technology to extend credit to more customers. This approach helps people and small businesses that are often underserved by banks stay financially supported. Enova differentiates itself by focusing on underserved borrowers, using data-driven credit decisions, and maintaining a diversified revenue mix from interest and fees. Its goal is to expand access to trustworthy credit, helping customers cover emergencies and grow their businesses while collaborating with banks to widen lending options.
Company Size
1,001-5,000
Company Stage
IPO
Headquarters
Chicago, Illinois
Founded
2004
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Simplify's Take
What believers are saying
- Q2 2026 revenue reached $929 million, up 22%, with originations up 27%.
- Enova raised 2026 guidance on July 23, 2026, despite withdrawing Grasshopper applications.
- August 14, 2026 Enova upsized its revolver to $300 million, lowering borrowing costs.
What critics are saying
- September 14, 2026 Enova killed the Grasshopper bank deal, destroying charter economics.
- Twenty state attorneys general targeted Enova’s bank-partnership model; federal scrutiny now intensifies.
- September 2026 shareholder investigations create disclosure risk; prolonged litigation can pressure management and multiples.
What makes Enova unique
- Enova’s machine-learning underwriting spans consumer and SMB lending across multiple countries.
- OnDeck and consumer products give Enova diversified origination channels and funding structures.
- September 25, 2026 securitization shows Enova can monetize loans through repeatable capital markets.
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Benefits
- Advance your career - We have a dedicated training team focused on giving you the tools you need to succeed within your department, within the company and in your career. The focus starts day one with a robust onboarding program and continues throughout your career at Enova.
- See the benefits - Full-time employees receive medical, dental and vision benefits; matching 401(k); PTO; commuter benefits; flexible spending accounts for health care and dependent daycare; and more!
- Be recognized - There’s plenty of room for both lateral and upward movement here at Enova. We’re always interested in promoting from within, and we keep a lookout for top talent who are ready to advance.
- Get your perks - Full-time employees can receive tuition reimbursement, one-month paid sabbatical after four years, discounted massages, manicures and other perks.
- Give back - We work throughout the year to partner with local charities and assist our neighbors in need. We also offer a charitable match program — allowing team members to double their impact when they donate money to charity.
- Have fun - We like challenges here; maybe that’s why we have so many games, competitions and outings. There are a number of ways you can scratch your competitive itch and have fun!