Vice President, Outside Sales
About The 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.
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.
Responsibilities
- 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
- 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.
Benefits
- 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.
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What This Job Offers
Job Type
Full-time
Career Level
Executive
Education Level
No Education Listed
