Director of Sales, SMB

Chicago, ILFull-time$130k–$150kPosted Jul 23, 2026
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. 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.
Job Summary    Filevine is seeking a talented and experienced Director of Sales to lead one of our SMB sales teams. We need a creative, entrepreneurial, self-motivated professional with proven managerial experience and an outstanding track record in sales. In this position, you will be responsible for meeting monthly, quarterly, and annual sales targets within an assigned segment and region, focused on acquiring new customers.   Job Summary    Filevine is seeking a talented and experienced Director of Sales to lead one of our SMB sales teams. We need a creative, entrepreneurial, self-motivated professional with proven managerial experience and an outstanding track record in sales. In this position, you will be responsible for meeting monthly, quarterly, and annual sales targets within an assigned segment and region, focused on acquiring new customers.  

Responsibilities

  • Lead, coach, and inspire a new team of highly motivated Account Executives, providing the guidance and support necessary to achieve revenue goals 
  • Design and implement strategic plans to reach sales targets 
  • Provide management with detailed and accurate sales forecasting week over week
  • Measure, manage, and drive individual and team activities, pipe generation, and goal attainment 
  • Coach and mentor each team member through weekly 1:1s and participating in their opportunities 
  • Ensure team members develop, maintain, and execute effective territory plans
  • Work collaboratively across functions including Sales Engineering, Marketing, Implementation, Customer Success, Product, and Sales Leadership 
  • Partner with VP of Sales and other sales directors to identify and execute strategic plans that create better alignment, increase win rate, and grow revenue 

Qualifications

  • 2+ years’ experience leading a sales team 
  • 3+ years’ of direct SaaS selling experience 
  • Experience with enablement, training, and mentoring new hires 
  • Ability to lead a team in aggressively sourcing and creating pipeline by leveraging organizational best practices and tools 
  • Experience using Salesforce to track team activity and opportunity management (We also use Domo for reporting and Clari for pipeline management/forecasting.)
  • Experience with multi-stakeholder sales across a variety of industries
  • Knowledge of strategic selling, sales methodologies, and sales industry best practices
  • High EQ and strong strategic planning skills, with an ability to manage by influence
  • Outstanding written and verbal communication skills 
  • In Office Position
  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 legal@filevine.com   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.

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