Vice President of Sales

Opportunity Engine, Inc.; Chicago (IL); Sur place; USD 180 000 - 280 000; Plein temps

Résumé du poste

Opportunity Engine, Inc. is seeking a proven Vice President of Sales in Chicago to own the company-wide sales quota and drive year-over-year revenue growth. As a hands-on leader, you will set strategy, win enterprise business, and build a high-performing sales organization.

This role demands a track record of scaling revenue in a startup and selling legal technology to corporate buyers. You will partner with Marketing, Product, and operations to shape pipeline, forecast accurately, and report

Qualifications

• Proven record of year-over-year revenue growth in enterprise software.
• Experience selling to corporate legal departments and navigating complex buying processes.
• Startup experience building and scaling sales teams with limited resources.
• Accountability for company-wide or business-unit quotas.
• Strong leadership as a player/coach who closes large enterprise deals.
• Excellent forecasting, operations, and board-level communication.
• Ability to translate technology into tangible cost savings and value.

Responsabilités

• Own the company’s sales targets and deliver against quarterly plans.
• Personally prospect, build executive relationships, and close enterprise deals.
• Create a repeatable sales approach with targeting, qualification, and value selling.
• Recruit, coach, and lead sales talent while staying engaged with customers.
• Collaborate with Marketing, Product, and customer teams on pipeline and commitments.
• Own forecasting, CRM discipline, and pipeline visibility for risks and opportunities.
• Prepare board updates on sales results, quota attainment, and bookings.

Connaissances

Enterprise software sales

Sales leadership

Executive relationship building

Forecasting & planning

Board reporting

Description du poste

A legal technology company helps corporate legal departments improve outside counsel selection, manage law firm rates, and make more informed decisions about legal spend through an AI-driven software platform. This is an opportunity to help shape company strategy and build a sales organization serving corporate legal teams.

ABOUT THE ROLE

The company is seeking a proven Vice President of Sales to own its company-wide sales quota and drive sustained year-over-year revenue growth. As a member of the leadership team, you will set sales strategy, personally win enterprise business, and build a high-performing sales organization. This hands‑on player/coach opportunity calls for a leader who has scaled revenue in a startup and sold legal technology to corporate legal buyers.

• Own the company’s sales number and deliver against annual and quarterly targets through new customer acquisition and account expansion.
• Personally prospect, build executive relationships, and close strategic enterprise deals with general counsel, legal operations leaders, and procurement stakeholders.
• Build a repeatable sales approach, including account targeting, opportunity qualification, value-based selling, and deal execution.
• Recruit, coach, and lead sales talent while remaining actively involved in customer conversations and negotiations.
• Partner with Marketing to develop qualified pipeline and with Product and customer-facing teams to align customer needs and commercial commitments.
• Own forecasting, CRM discipline, pipeline reviews, and timely visibility into sales risks and opportunities.
• Prepare and present board reporting on sales results, quota attainment, bookings, pipeline, forecast accuracy, and progress against the growth plan.

QUALIFICATIONS

• A demonstrated record of sustained year-over-year revenue growth and consistent personal and team quota attainment in enterprise software.
• Direct experience selling legal technology to corporate legal departments and navigating complex enterprise buying processes.
• Startup experience building and scaling sales teams, processes, and pipeline with limited resources.
• Prior accountability for a company-wide or business-unit sales quota.
• Proven player/coach leadership, with success personally closing enterprise deals and developing sales talent.
• Strong forecasting, sales operations, executive communication, and board reporting skills.
• The ability to translate technology into a compelling business case tied to cost efficiency, transparency, and measurable customer value.
• Candidates should be prepared to share specific examples of revenue growth, quota attainment, strategic wins, and teams they have built.