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Litigation and Venture Assistant

I’m a Portland-based attorney and entrepreneur hiring a full-time right-hand teammate to support real litigation and trial preparation while also helping with entrepreneurial projects and day-to-day operations.

This is a high-learning, high-responsibility role for a recent college graduate who wants an inside look at:

  • What it’s actually like to build cases and prepare for trial
  • The skillset of an excellent paralegal/legal assistant
  • How entrepreneurial decisions get made in a lean, fast-moving environment

If you want a role that’s more hands-on (and more fun) than a giant corporate office, you’ll likely enjoy this.

Typical split: ~70% legal/trial support + ~30% venture ops/business projects (flexes around deadlines).

What you’ll do

Legal + trial support (primary)

  • Keep case files organized and accurate (documents, correspondence, discovery, deadlines)
  • Support trial prep: exhibit organization, binders, witness folders, timelines, and document summaries
  • Assist with legal research and writing support (under attorney supervision): cite-checking, summarizing records/transcripts, drafting internal memos/outlines
  • Track deadlines and next steps; keep tasks moving with consistent follow-up
  • Coordinate logistics with vendors as needed (court reporters, experts, process servers, etc.)

Venture ops + entrepreneurial projects (secondary)

  • Research new ideas, markets, competitors, and vendors; produce short, useful summaries
  • Help run small projects end-to-end: outreach, scheduling, comparisons, documentation, and follow-through
  • Build and improve simple systems (spreadsheets, checklists, templates, repeatable workflows)
  • Handle high-trust admin tasks that free up time for litigation and business growth

What you’ll learn

  • How lawyers think: issue-spotting, prioritizing, and turning messy facts into clean arguments
  • How trial preparation works in real life (details matter)
  • How to manage deadlines and complex information without dropping the ball
  • How entrepreneurial decision-making happens when time, money, and outcomes are on the line

“Success looks like” in the first 60–90 days

  • You can run the case organization system independently and keep deadlines/tasks on track
  • Trial-prep materials are clean, reliable, and easy to use
  • You communicate clearly, ask smart questions, and flag risks early (no surprises)
  • You take ownership of a few repeatable processes so everything runs smoother each week

Who we’re looking for

You’ll be a strong fit if you are:

  • Highly organized, detail-oriented, and reliable (you finish what you start)
  • A clear communicator and strong writer
  • Comfortable with responsibility and fast-paced deadlines
  • Discreet and trustworthy with confidential information
  • Proactive: you don’t just identify problems—you bring solutions

Great fit for candidates interested in: law school, becoming a paralegal/legal assistant, litigation, or an entrepreneurial career path.

Required qualifications

  • Bachelor’s degree completed (any major)
  • Strong writing skills and attention to detail
  • Comfort with Google Workspace (Docs/Word, Sheets/Excel, email, calendars)
  • Ability to work primarily in-person (especially during onboarding and around major deadlines)
  • Willingness to handle confidential information with professionalism

Nice to have (not required)

  • Any legal exposure (internship, office admin, legal clinic, document-heavy roles)
  • Strong Excel/Sheets skills
  • Experience juggling multiple priorities without missing details
  • Interest in litigation/trial work and/or entrepreneurship

Important notes (please read)

  • You will not be asked to give legal advice. All legal work is performed under attorney supervision.
  • This role is varied, but not random. It requires focus, discretion, and follow-through.
  • This is not a reception/front-desk role and not a remote-only position.

How to apply

Please submit:

  1. Resume
  2. A short cover note answering:
  • Why this role fits you
  • One example of a time you managed details/deadlines well
  • Where you want to be in 2–3 years (law school, paralegal path, entrepreneurship, etc.)
  1. Optional: a short writing sample (1–2 pages) that shows clarity (school paper excerpt is fine)

Equal opportunity

We are an equal opportunity employer and value a diverse workplace. All qualified applicants will be considered without regard to race, color, religion, sex, gender identity, sexual orientation, national origin, disability, or veteran status.