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The Director of Litigation and Regulatory Affairs will manage compliance and litigation for HopSkipDrive, focusing on TNC and DOE regulations. Responsibilities include developing compliance policies, conducting audits, advising on legal issues, and training staff.
11 Days Ago
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Information Technology • Consulting
As a Legal Technology Consulting Director, lead eDiscovery programs for Fortune 500 companies by assessing needs, implementing solutions, mentoring teams, and driving business growth.
Top Skills:
DiscoEverlawExterroGoogle VaultM365 PurviewNuixOpentextRelativityoneRevealSlack
Automation • Manufacturing
The Legal Operations Director will streamline legal processes, oversee legal technology, and enhance operational performance through strategic initiatives and metrics analysis.
Top Skills:
Ai-Powered ToolsBrightflagIronclad
Flex is building a finance super app for business owners — reimagining every single aspect of the financial workflow and financial services for any entrepreneur. The company has grown revenue 25x+ since publicly launching in September 2023. Flex is focused on mid-market businesses ($3 - $100M revenue) that are largely overlooked by existing fintech solutions and reliant on slow and outdated regional banks. We are targeting a ~$1T revenue opportunity that is largely up for grabs. Flex is a fully remote company and this role can be performed from anywhere.
🕺 About the Role
As the Flexbase Director of Legal, you’ll be a pivotal member of our team as the second legal hire at the company. You’ll play a key central role in navigating the legal issues that face a rapidly scaling startup. Reporting directly to the General Counsel, you’ll be a part of it all: privacy, contracts, product/regulatory, payments, customer agreements, corporate matters, etc.
This is a true generalist role for someone who wants to be hands on, own key deliverables for the company, and guide Flex to even more growth and success in the next phase of our journey. Your efforts will help us unlock more opportunities and strengthen our position as we continue our rapid rise.
More than just an advisory role, we’re looking for someone who’s interested in the creative side of the legal world, thinking through novel solutions that will play a part in allowing Flex to achieve its vision. Your drive to answer not only the questions your colleagues ask, but also the ones they didn’t, keeps us moving forward, understanding the clear (and not so clear) legal boundaries surrounding our products, internal processes, and governance.
We’re looking for someone who is nimble, driven, and wants to face new challenges on a daily basis. Thriving in a fast-paced, dynamic environment is a must. Your focus will be both deep and wide as you’ll play a part in all of the facets of the company.
If this sounds like you, and you’re passionate about solving complex legal problems, we’d love to hear from you! Please apply!
Want to stand out? Send us a cover letter with your application explaining why you you're applying.
✅ What You’ll Do
- Solve Complex Legal Problems
- Work Across Departments to Handle All Manner of Legal Matters
- Focus on Product/Regulatory (Credit Cards, Payments, Banking), Privacy/AI, Contracts
- Build New Processes to Create Efficient Interactions with the Legal Team
- Develop Innovative Regulatory Solutions
- You’ll need to be nimble, to prioritize your time, know when to go deep into theory and when you just flat out have to execute. You need to be able to handle the ups and downs of a startup, and know that things can change weekly, daily, and even sometimes, hourly. You’ve got to be comfortable with the grey-space. There won't always be perfect information, but we’re still going to need advice on how to move forward.
⚡️ What You Bring
- 5+ years of experience as in-house, startup, or financial services counsel
- Law Degree from an accredited law school
- Bar admission in good standing in at least one US state or jurisdiction
- Familiarity with payment products and/or credit cards
- Working knowledge of regulatory issues in our space (e.g. BSA/AML/OFAC/KYC, Fair Lending/ECOA, Reg B, TILA/Reg Z)
- Dynamic multi-tasker who can juggle multiple priorities and complexities with ease
- Comfort working across various business units and levels
- Innovative problem solver
- Awesome communication skills, both written and verbal
- Knack for solving complex legal issues with novel solutions
- Distrust of the status quo
📝Important Note
For this role, you absolutely must have a law degree and be an attorney in good standing practicing law in a US jurisdiction.
🚀 What We Bring
- Founding team from MIT, Harvard, Thiel Fellowship, JPMorgan, Goldman Sachs, Kabbage, American Express, McKinsey Ai, and beyond
- Closed $120m Series A with equity and debt funding - significant horsepower and runway
- Remote work w/ semi-annual offsites in exotic locations
- Backing from Home Depot, Florida Funders, MSAD, Companyon Ventures, Hustle Fund, Soma Capital, HOF Capital, and other top-tier Silicon Valley VCs and angels
- Excellent compensation and benefits (401k, life insur., PTO, paid medical, dental, vision, etc)
Interested? We'd love to hear from you
At Flexbase, we value passion, determination, and honesty. Even if you don't fully match the job specifics, we encourage you to apply. Unusual career paths and unique skills can help you stand out. We believe diversity drives our success. Join us at [email protected]
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
