Vice President, Outside Sales

About Net at Work 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 www.netatwork.com. 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 ExecutivesA centralized Sales Engineering teamFrontline 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, andFixing what is not yet operating at the level we need This is a builder, operator, and player‑coach role. You will not just “run the number” — you will personally help design, inspect, and enforce the systems, operating cadence, and leadership behaviors that make hitting the number predictable and repeatable. This leader is expected to be deeply involved in the day‑to‑day realities of selling, including pipeline inspection, deal coaching, forecasting reviews, and frontline leadership. This is not an arms‑length or advisory VP role. 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 (approximately 50 people today).Hands‑on ownership of the revenue operating cadence, including forecasting, pipeline reviews, inspection, and execution discipline.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 full revenue system from lead → close → delivery handoff, including accountability for breakdowns and leakage.Cross-functional alignment with Marketing, BDR, and Practice Leadership.Publisher and partner relationships and co-selling motions.Compensation plans, incentives, and performance management systems that reinforce desired selling behaviors and recurring revenue growth. What You Will Do Lead the organization to materially increase new logo production, average deal size, and win ratesBuild a predictable, high‑integrity forecasting and pipeline management disciplinePersonally inspect deals, pipelines, and forecasts, and coach leaders and sellers in real timeStandardize and enforce a scalable, inspectable sales process across practicesUpgrade talent where needed and continuously raise the bar on performanceImprove funnel conversion, sales productivity, and time‑to‑ramp for new hiresActively participate in key deals, negotiations, and strategic opportunitiesPartner with Marketing and BDR leadership to improve conversion quality and ROICreate a high‑performance, high‑accountability sales cultureEnsure clean handoff to delivery and long‑term client successTravel approximately 30% What Success Looks Like In the first 12–18 months, you will have: Built a high‑confidence, accurately inspectable forecasting and execution cadenceDelivered significant, sustained growth in new business bookingsImproved conversion rates across the funnelIncreased sales productivity per rep and per managerStrengthened a coaching‑driven leadership bench with strong operating disciplineCreated a scalable revenue operating system that supports continued growth Job Requirements 12–20 years of experience in complex B2B technology and/or services salesDemonstrated experience leading while remaining close to frontline selling and deal executionProven success scaling and professionalizing a sales organization, not just maintaining oneDeep experience in:Forecasting and pipeline governanceCRM‑driven execution and inspection rigorSales process design, enforcement, and continuous improvementSales capacity and coverage modeling Strong track record of building, coaching, and upgrading sales leadersExperience in mid-market solution or services sales environments (ERP, SaaS, or similar preferred)Comfort owning modern sales systems and tooling decisions (CRM, enablement, analytics, AI‑assisted workflows), even if execution is delegatedHighly analytical, operationally rigorous, and execution focusedStrong executive presence and cross-functional leadership skills Leadership Traits We Value High standards and low tolerance for mediocrityData‑driven, structured, and rigorous operatorEqually comfortable in strategic discussions and deep execution reviewsStrong talent evaluator and developerBias for action and accountabilityCustomer‑centric and reputation‑drivenThrives in scale, change, and complexity Why This Role Is Compelling Real scope and real impactA team, a platform, and investment already in placeClear executive commitment to aggressive growthThe 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 $250,000. 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 June 30, 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. Locations: Remote (United States)