Description Whether it is our cutting-edge technology solutions, collaborative team environment, or commitment to our communities at WIN Technology, Connections Matter.
What connections matter to you? Here at WIN Technology, we connect the Midwest to the globe, communities to life-enhancing services, and our employees and clients to the things that matter to them most. As the only Midwest IT Services provider backed by a wholly owned fiber network, we are growing fast and continuously invest in innovative new offerings and improved services that will help our clients stay ahead of the curve. Every day is filled with opportunities to create solutions and provide meaningful business value for our clients across multiple industries including healthcare, finance, manufacturing, and more.
Our culture is fueled by twenty-nine "WIN Ways" that connect us to each other with a set of values and practices that we live each day. We enjoy challenges, solving problems, working hard, and having fun. Because we want everyone to feel connected to our culture and have the opportunity to work remotely, we offer a well-balanced hybrid approach to togetherness. We encourage our employees to pursue personal and career growth through development programs including leadership training, educational reimbursement, and certifications. While we are highly team oriented, we also recognize and celebrate individual contributions. We embrace a diversity of backgrounds, cultures, and ideas to make our teams even stronger as we grow. By connecting to our communities through volunteering and outreach, we proudly contribute to a wide variety of organizations including Special Olympics, Girls Who Code, United Way, and Feed My People. All employees receive 16 hours of volunteer time off each year, allowing them to give back to the organizations and causes that matter to them most.
WIN Technology - Connections Matter.
RequirementsPosition Summary:
The Manager-Enterprise Network Sales is responsible for driving new enterprise revenue growth across WIN Technology's fiber and network solutions portfolio. This role leads a team of sales professionals focused on new market expansion, proactive prospecting, and disciplined pipeline execution.
This leader will build and scale relationships with enterprise customers across targeted markets, while ensuring the team consistently generates, advances, and closes opportunities that meet WIN's financial and strategic objectives.
Role Overview: This is a player-coach role accountable for both personal production and team performance. The Manager will establish WIN's presence in new and existing enterprise markets by developing strong customer relationships, driving outbound prospecting efforts, and enforcing a high-performance sales culture built on accountability and results.
Drive New Market Growth - Identify, prioritize, and penetrate new enterprise markets within and adjacent to WIN's network footprint
- Establish WIN as a trusted partner through strategic outreach, relationship development, and consistent presence
- Build and execute territory and vertical-based growth strategies
Own Prospecting & Pipeline Creation - Lead from the front in outbound prospecting and new logo acquisition
- Ensure the team maintains a healthy, active pipeline with consistent top-of-funnel activity
- Implement and enforce pipeline standards, stage definitions, and forecasting discipline
Lead and Develop the Sales Team - Manage, coach, and develop a team of enterprise sales representatives
- Set clear expectations around activity, pipeline generation, and quota attainment
- Conduct regular deal reviews and pipeline inspections focused on advancing opportunities
- Build a culture of urgency, accountability, and continuous improvement
Drive Revenue & Close Deals - Meet or exceed assigned monthly and annual revenue and margin targets
- Actively participate in strategic deals, guiding solution positioning, pricing, and negotiations
- Ensure consistent execution from first meeting through contract signature
Build Strategic Relationships - Develop and maintain relationships with enterprise decision-makers, IT leaders, and business executives
- Expand WIN's presence within key accounts through cross-sell and upsell strategies
- Establish partnerships that enhance access to new opportunities and markets
Execute Go-To-Market Strategy - Collaborate with leadership to define target industries, value propositions, and sales plays
- Drive adoption of sales playbooks, messaging, and positioning strategies
- Provide feedback on market trends, competitive dynamics, and customer needs
Maintain Sales Discipline & Reporting - Ensure accurate use of CRM for pipeline tracking, forecasting, and reporting
- Monitor team performance metrics and take action to address gaps
- Deliver consistent, data-driven insights to leadership on pipeline health and revenue outlook
Required Skills & Experience - 8-12+ years of experience in enterprise sales within telecommunications, fiber, cloud, or IT services
- Proven success in new business development and market expansion
- Demonstrated ability to build pipeline and close complex, multi-stakeholder deals
- Experience leading or mentoring high-performing sales teams
- Strong understanding of network infrastructure, connectivity solutions, and enterprise IT environments
- Proficiency with CRM systems, forecasting, and sales performance metrics
- Strong financial acumen with a focus on margin-driven selling
What Success Looks Like - Consistent new logo acquisition and expansion into targeted markets
- A high-performing team with strong pipeline coverage and quota attainment
- Improved speed to opportunity, speed to quote, and speed to close
- Strong relationships with enterprise customers that lead to long-term revenue growth
- Clear visibility into pipeline, forecasting, and sales performance
Work Environment - Primarily office-based with regular regional travel for customer engagement and market development
- Standard use of CRM, Office 365, and sales enablement tools