via Rippling
$170K - 220K a year
Lead and scale a large sales organization to achieve aggressive growth targets, build scalable sales processes, and develop high-performance teams.
15+ years in complex B2B sales, 8-10+ years leading multi-layer sales teams, deep experience in sales process design, forecasting, and CRM-driven execution.
About this Position Net at Work is seeking a proven, high-impact Vice President of Outside Sales to lead and evolve our field sales organization. This role owns the performance, scalability, and execution rigor of our new business sales engine across multiple practices. Today, this leader will inherit an organization of approximately fifty (50) team members, including: Managers of Account Executives A centralized Sales Engineering team Frontline sellers across multiple practices We are at an inflection point as a company. The business is performing, and we have aggressive growth goals. This role is both about: Scaling what is working, and Fixing what is not yet operating at the level we need. This is a builder + operator role. You will not just “run the number” — you will build the system, the team, and the operating model that makes hitting the number predictable and repeatable. This role is a core member of the sales and executive leadership team and will work closely with Marketing, Practice Leadership, BDR, and Delivery. Job Responsibilities What You Will Own Full ownership of new business bookings performance across the field sales organization Leadership and development of a multi-layer sales organization (~50 people today) The operating cadence of the revenue engine: forecasting, pipeline management, inspection, and execution The structure, roles, capacity models, and coverage strategy of the sales team Sales leadership team performance and effectiveness Sales Engineering alignment, productivity, and impact The evolution of our sales process from lead → close → delivery handoff Cross-functional alignment with Marketing, BDR, and Practice Leadership Publisher/partner relationships and co-selling motions Compensation plans, incentives, and performance management systems What You Will Do Lead the organization to materially increase new logo production, average deal size, and win rates. Build a predictable, high integrity forecast and pipeline management discipline. Standardize and enforce a scalable, inspectable sales process across practices. Upgrade talent where needed and continuously raise the bar on performance. Improve funnel conversion, sales productivity, and time-to-ramp for new hires. Actively participate in key deals, negotiations, and strategic opportunities Partner with Marketing and BDR leadership to maximize ROI on recent investment. Create a high-performance, high-accountability sales culture. Ensure clean handoff to delivery and long-term client success. Travel approximately 30% What Success Looks Like In the first 12–18 months, you will have: Built a high-confidence, predictable forecasting and execution cadence. Delivered significant, sustained growth in new business bookings. Improved conversion rates across the funnel. Increased sales productivity per rep and per manager. Strengthening the leadership bench and performance culture. Created a scalable operating system that supports continued growth. Job Requirements 15+ years in complex B2B technology or services sales. 8–10+ years leading multi-layer sales organizations. Proven experience scaling and professionalizing a sales organization, not just maintaining one. Deep experience in: Forecasting and pipeline governance CRM-driven execution Sales process design and enforcement. Sales capacity and coverage modeling Strong record of building, coaching, and upgrading sales leadership. Experience in mid-market solution or services sales environments (ERP, SaaS, or similar preferred) Highly analytical, operationally rigorous, and execution-focused. Strong executive presence, credibility, and cross-functional leadership skills. Leadership Traits We Value High standards and low tolerance for mediocrity Data-driven, structured, and rigorous operator Comfortable in both strategy and deep execution Strong talent evaluator and developer Bias for action and accountability Customer-centric and reputation-driven Thrives in scale, change, and complexity. Why This Role Is Compelling Real scope and real impact A team, a platform, and investment already in place Clear executive commitment to aggressive growth The opportunity to build a best-in-class mid-market sales engine, not just manage one. Customer Requirements This job may require access to customer information, systems, and/or premises. As a result, this job may require customer approval for such access as an essential job function. Core Competencies Client Champion – Relentlessly exceed client expectations. Consistently anticipate needs to deliver valuable solutions and extraordinary outcomes. Problem Solver – Smart, analytical, inquisitive, knowledge-seeker that thrives on a challenge. Promise Keeper – Place high value on keeping our word and doing the right thing. Demonstrate honesty, integrity, and commitment. Collaborative Integrator –Team player, unifier, relationship-oriented, win-win seeker, exemplify the concept of relationships through trust and unity. Driven Intrapreneur – Exceed goals using independent creative thinking, optimism, self-confidence, and a can-do attitude. Inspiring Coach – Help employees, clients and partners using knowledge, expertise, experience, and situational fluency. Compensation and Benefits Base salary range: $ 170,000 to $220,000. This position is also eligible for commissions in accordance with the terms of the Company's plan. Please note that the quoted pay range for this job is a general guideline only and not a guarantee of compensation or salary. Additional factors considered in extending an offer include (but are not limited to) experience, including industry or product-specific experience, education, knowledge, skills, and abilities, as well as internal equity, alignment with market data, and/or other applicable laws. We provide competitive, affordable, and diverse benefit programs that support your total health – from healthy body to healthy mind. These benefits support you and your family in all aspects of life: Health and Welfare (Medical, Dental, Vision) Accident, Critical Illness, and Hospital Indemnity Employee Assistance Program (EAP) Life and AD&D Insurance Short- and Long-Term Disability Insurance Flexible Spending Accounts Transportation and Parking Accounts Health Savings Accounts (with company contribution) Retirement Planning (401k with matching contribution) Legal Benefits Identity Theft Protection Pet Insurance Wellness Program Offerings Paid Time Off, accrued per pay period based on years of service starting at 15 days annually. 8 Paid Holidays per year, including 1 floating holiday. The compensation and benefits information is accurate of the date of this posting and subject to plan eligibility. The Company reserves the right to modify this information at any time, with or without notice, subject to applicable law. The Company expects to accept applications for this position until March 11, 2026 but encourages interested applicants to apply as soon as possible. We will review this information and one of our Talent Acquisition professionals will reach out if your background aligns to the positions. EOE/Diversity & Inclusion Statement Net at Work is dedicated to unleashing the power and potential of our employees and teams by creating a vibrant and inclusive workplace where each employee can be their best. We are committed to fostering, cultivating, and preserving a culture of diversity and inclusion. We embrace and encourage equitable treatment of our employees and strive to create a work environment free of discrimination at all organizational levels and in all forms. Net at Work recognizes the rights of all individuals to mutual respect and the acceptance of others without biases based on differences of any kind. Net at Work is a proud equal opportunity employer. We are committed to fair hiring practices and to creating a welcoming environment for all team members that is free of discrimination and harassment. All employment decisions at Net at Work are based on business needs, job requirements, and individual qualifications without regard to race, color, religion or belief, family or parental status, gender, gender identity or expression, sexual orientation, national origin, veteran or disability status, or any other status protected by the laws or regulations in the locations where we operate.
This job posting was last updated on 2/13/2026