Outside Sales Representative - Midwest ›

What You'll Do

• Build the playbook. As the first rep in your territory, you'll test what works, document it, and help shape the model Filevine scales from. Your wins and your lessons both matter.
• Own a defined geographic territory and build a daily route plan that maximizes face-to-face time with litigation attorneys, paralegals, legal assistants, and firm administrators.
• Spend at least four days per week in the field — walking into firms, dropping by reception, scheduling lunches, and turning every visit into a relationship.
• Get your foot in the door at every level: earn trust with paralegals and legal staff, then work your way up to the conversations with managing partners and firm administrators who sign off on the deal.
• Sell Filevine's full deposition stack — court reporting, remote depositions, and AI-powered products including Depo CoPilot — as a premium offering in a commodity market. You'll own the "why we're worth it" story.
• Drive initial customer enablement, training, and product adoption — get new firms up and running, walk them through their first depositions, and make sure they're confident with the product. (A dedicated in-house team handles full, ongoing trainings; your job is to spark and seed adoption.)
• Attend local and regional industry events: bar association meetings, CLEs, paralegal association mixers, and trial lawyer chapters. Be the visible Filevine presence in your market.
• Run disciplined prospecting: outbound calls, drop-bys, follow-ups, and a tight cadence on every account.
• Maintain accurate, up-to-date records of every visit, conversation, and opportunity in CRM (Salesforce). Forecast projected targets and deals.
• Partner closely with Operations, Scheduling, and Client Success to deliver a seamless deposition experience.

You'll Crush This Role If You Have

• 3–5+ years of outside sales experience, ideally selling into law firms or to attorneys — court reporting, legal videography, e-discovery, medical records retrieval, or legal tech.
• An existing network in the local legal community.
• A builder's mindset — you're energized by white space, ambiguity, and being the one who figures out what works before there's a manual for it.
• A proven track record of building a book of business from in-person relationships — not inbound leads.
• The range to connect with anyone in the building: warm and credible with a paralegal, sharp and strategic with a managing partner.
• Demonstrated ability to learn a new industry quickly and translate insights to subject-matter experts (in this case, litigators).
• Comfort selling a premium product against cheaper alternatives — you know how to make value the conversation instead of price.
• High activity, high agency: you build your own pipeline, run your own day, and don't wait for marketing to hand you names.
• Comfort walking into a law firm cold, navigating gatekeepers, and earning a first conversation.
• A valid driver's license and reliable transportation; you live in or near your assigned territory.

Nice to Have

• A referral network of attorneys, court reporters, videographers, and adjacent service providers.
• Familiarity with deposition workflows, litigation timelines, and how legal services are purchased.