Vice President, Outside Sales

Founded in 1996, Net at Work is one of North America’s largest technology advisors and solution providers for small and mid-size businesses. Our award-winning consultancy offers a rich portfolio of next-generation technology, industry expertise, implementation and managed services to help organizations derive value from the transformative benefits of technology.

Through the integration of ERP, HCM and/or CRM solutions, Net at Work offers unique, industry-specific solutions and operation platforms that enable companies to compete more effectively in today’s digital economy. For more information, visit

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.

• 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.
• Travel approximately 30%

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.

• 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
• 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…