Outside Sales Representative

Posted Yesterday
Be an Early Applicant
Chicago, IL, USA
Hybrid
80K-90K Annually
Mid level
Legal Tech • Software
Filevine is a top-rated cloud-based case management solution for small and midsize legal firms and legal professionals.
The Role
Manage a defined territory by conducting frequent in-person visits to law firms, sell Filevines deposition products (court reporting, remote depositions, AI tools), drive initial customer enablement and adoption, attend local industry events, maintain CRM records (Salesforce), and coordinate with internal teams to deliver seamless deposition services.
Summary Generated by Built In
Filevine is a Legal AI company delivering Legal Operating Intelligence for the future of legal work. Grounded in a singular system of truth, Filevine brings together data, documents, workflows, and teams into one unified platform—where modern legal work happens with clarity and consistency.
 
Powered by LOIS, the Legal Operating Intelligence System, Filevine connects context across every matter to transform legal operations from reactive to proactive. LOIS reads, understands, and reasons across your data to surface insight, automate complexity, and give professionals the clarity and confidence to see more, know more, and do more. Fueled by a team of exceptional collaborators and innovators, Filevine’s rapid growth has earned AI awards and recognition from Deloitte and Inc. as one of the most innovative and fastest-growing technology companies in the country.

About the Role

This is a true outside sales role. You'll be in the field at least four days a week, walking into law firms, meeting paralegals and attorneys face-to-face, attending bar association events, and becoming the most familiar name in your territory for deposition services.

This isn't an email job. It's not a Zoom job. You will win by showing up — consistently, professionally, and with something useful to say. If you love the rhythm of door-to-door selling, can navigate a downtown legal corridor, and have the discipline to run a territory like a small business, you'll thrive here. There is no ceiling on your earnings.

What You'll Do

  • 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.

  • Sell Filevine's full deposition stack: court reporting, remote depositions, and AI-powered products including Depo CoPilot.

  • Drive initial customer enablement, training, and product adoption — get new firms up and running, walk them through their first depositions, and ensure they're confident with the product. (A dedicated in-house team handles full, ongoing trainings; your role 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 B2B and in a field/territory model.

  • A proven track record of building a book of business from in-person relationships — not inbound leads.

  • Demonstrated ability to learn a new industry quickly and translate insights to subject-matter experts (in this case, litigators).

  • 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.

  • Experience with CRM tools (Salesforce, HubSpot, or similar) and the discipline to keep records clean.

  • Excellent verbal, written, and presentation skills — including in-person demos and virtual meetings.

  • A valid driver's license and reliable transportation; you live in or near your assigned territory.

Nice to Have

  • Prior experience 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 referral network of attorneys, court reporters, videographers, and adjacent service providers.

  • Familiarity with deposition workflows, litigation timelines, and how legal services are purchased

Why Filevine
  • A real territory you can grow into a business.

  • Best-in-class deposition product, including AI tools that no traditional provider can match.

  • Marketing, ops, and client success teams built to make field reps successful.

  • Career path into senior sales, leadership, or strategic account roles as Filevine Depositions scales.

  • Comprehensive benefits, including [Medical / Dental / Vision / 401(k) / PTO / etc.].


Filevine is an Equal Opportunity Employer. Qualifications for employment, promotion and other terms and conditions of employment are based upon the ability to perform the job. Equal-employment opportunities are provided to all applicants and employees without regard to race, creed, religion, color, age, national origin, sex, disability, veteran status, or other legally protected class. Filevine is committed to providing reasonable accommodations for qualified individuals with disabilities. If you need assistance or accommodation due to disability, or if you have concerns related to Filevine’s equal employment opportunities, you may contact us at [email protected]
 
Cool Company Benefits:
- A dynamic, rapidly growing company, focused on helping organizations thrive 
- Medical, Dental, & Vision Insurance (for full-time employees)
- Competitive & Fair Pay
- Maternity & paternity leave (for full-time employees)
- Short & long-term disability
- Opportunity to learn from a dedicated leadership team
- Top-of-the-line company swag
 
Privacy Policy Notice
Filevine will handle your personal information according to what’s outlined in our Privacy Policy.
 
Communication about this opportunity, or any open role at Filevine, will only come from representatives with email addresses using "filevine.com". Other addresses reaching out are not affiliated with Filevine and should not be responded to.
 

Skills Required

  • 3-5+ years of outside B2B sales experience, ideally in a territory/field model
  • Spend at least four days per week in the field meeting clients in person
  • Proven track record of building business from in-person relationships
  • Experience with CRM tools (Salesforce, HubSpot, or similar) and discipline to keep records clean
  • Ability to prospect, cold-walk law firms, navigate gatekeepers, and build pipeline independently
  • Excellent verbal, written, and presentation skills for in-person demos and meetings
  • Valid driver's license and reliable transportation; reside in or near assigned territory
  • Prior experience selling into law firms or to attorneys (court reporting, legal tech, e-discovery, etc.)
  • Existing network in the local legal community or referral network of attorneys/court reporters
  • Familiarity with deposition workflows, litigation timelines, and legal services purchasing

Filevine Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Filevine and has not been reviewed or approved by Filevine.

  • Healthcare Strength Health coverage is described as covering the major bases (medical, dental, vision) and is often framed as decent quality. In some cases, premiums and copays are portrayed as relatively favorable, suggesting tangible value from the plans.
  • Parental & Family Support Paid parental leave is positioned as a standard, clearly offered benefit. The presence of parental leave alongside disability coverage signals baseline family-support provisions typical of growth-stage tech employers.
  • Fair & Transparent Compensation Compensation is sometimes framed as fair or reasonable relative to role expectations, with technical roles in particular appearing closer to market-aligned ranges. This creates pockets where pay is perceived as competitive even if not consistently top-of-market across the company.

Filevine Insights

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The Company
HQ: Sugar House, UT
450 Employees
Year Founded: 2015

What We Do

Filevine is case management software built for and inspired by real attorneys. As a fully-featured suite of tools, it comes ready to manage every part of a moving case. Assign tasks, upload files or images, monitor staff productivity, and communicate with your client directly from within their case file. Our software is built on the truth that every law firm functions differently. That’s why Filevine is so customizable. Build new case-type templates, design automatic workflows, and receive customized reports on a schedule that fits your needs. Accessing your information is never a problem, because Filevine is hosted on The Cloud. To ensure security, your law firm’s data is protected through state-of-the-art encryption on redundant servers. All you need to get started is an internet connection and your favorite web browser. Learn more at filevine.com.

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