Lead end-to-end VC financings (SAFEs, convertible notes, priced rounds); draft and negotiate investor and ancillary documents; advise founders on deal strategy; manage investor and cap table relationships; improve templates and workflows; contribute to design of AI-powered legal delivery and matter management standards.
About Us
Blackletter is reinventing legal services from first principles.
We pair frontier automation with top-tier lawyers. This allows our firm to deliver elite legal services with fast turnaround, predictable pricing, and a transformed experience for our clients and for the lawyers doing the work.
Early traction has been strong. We are serving a growing roster of clients across venture financing, commercial, corporate, and employment, and we are backed by leading venture investors.
Our founding team brings experience from frontier AI labs, leading law firms, and some of the top law schools in North America.
The most impactful firm in the world ten years from now will not be one founded in the 1900s, or the 1800s. It was founded in 2026.
We are a small team making our earliest hires, with a significant opportunity to shape not only our company, but the entire legal profession.
The Role
You will be the go-to financing lawyer for venture-backed technology companies across all stages, from first check to late-stage rounds. You will lead on SAFEs, convertible notes, priced equity rounds, and the full suite of investor and ancillary documents that come with them. But this is not a traditional counsel role – you will work closely with the team to help shape how the firm operates, including the tools, workflows, and standards that make legal work faster and more consistent.
What You Will Do
- Lead VC financings end-to-end across all stages including SAFEs, convertible notes, and priced equity rounds
- Draft and negotiate term sheets, stock purchase agreements, investors' rights agreements, voting agreements, and ancillary financing documents
- Advise founders and operators on deal terms, investor dynamics, and how to approach negotiations
- Manage relationships with investors, opposing counsel, and cap table stakeholders to keep deals moving
- Identify patterns across contracts and negotiations and translate them into better templates, clauses, and playbooks
- Provide input on the design of our AI-powered workflows to best serve our clients
- Help define what excellent legal delivery looks like, from client communication standards to matter management processes
Who We Are Looking For
Experience: 4–10 years at a leading law firm or in-house, with extensive experience on VC financings.
Judgment: Strong commercial instincts and the ability to give clear, practical advice.
Orientation: You notice when the same issue comes up repeatedly and look for a way to handle it better the next time. You are frustrated by how long routine legal work takes and are open to changing how it gets done.
Compensation and Structure
Competitive salary plus equity. Compensation is commensurate with experience. This is a remote position.
Why Us
You will spend more of your time on negotiating, advising, and making judgment calls, and less on work that should already be automated. As one of our first legal hires, you will have a direct hand in shaping the future practice of law.
If some of the above doesn’t line up perfectly with your experience, we still encourage you to apply!
We value and celebrate diversity and strive to create an inclusive work environment for all. We welcome applicants from all backgrounds and are committed to providing equal opportunities. Should you require any accommodations during the recruitment process, please reach out to [email protected].
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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)
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