Executive Connectwise Jobs in Ohio (NOW HIRING)

Job Description Sales Director Setting/Hours: 100% Remote | Full-time Join trak group in partnering with a growing client in Cincinnati, Ohio that's expanding its Shared Services team. Position Summary We are seeking a strategic, results-driven Sales Director to own revenue growth and lead the evolution of a high-growth technology organization. Reporting directly to the President, this executive leader will be responsible for driving total revenue, increasing recurring revenue, accelerating customer expansion, and building a scalable go-to-market engine.

This role oversees the entire revenue organization-including new business development, customer growth, and demand generation-while partnering closely with Marketing, Client Success, and Executive Leadership to deliver predictable, sustainable growth. Key Responsibilities Own overall revenue performance, including net-new customer acquisition, existing customer expansion, and annual growth objectives. Develop and execute a scalable go-to-market strategy that supports long-term business growth.

Build, lead, and coach a high-performing revenue organization focused on new business development, account growth, and customer retention. Establish sales processes, performance metrics, forecasting, and operational cadence to drive predictable results. Partner with Marketing to develop a consistent demand generation engine that produces qualified sales opportunities.

Drive expansion within the existing customer base through account planning, white-space analysis, and strategic growth initiatives. Lead consultative, executive-level sales engagements focused on business outcomes and long-term customer partnerships. Serve as executive sponsor on strategic opportunities while coaching the sales team throughout complex sales cycles.

Recruit, develop, and mentor sales talent while building a high-performance, accountability-driven culture. Maintain disciplined CRM usage, pipeline management, forecasting accuracy, and executive reporting. Protect pricing integrity and profitability by reinforcing value-based selling and standardized commercial practices.

Collaborate with Client Success, Marketing, Operations, and Executive Leadership to ensure exceptional customer outcomes and revenue growth. Continuously evaluate market trends, customer needs, and competitive positioning to refine sales strategies and improve performance. Qualifications Minimum of 7 years of B2B technology sales experience.

At least 3 years of sales leadership experience managing quota-carrying sales professionals. Proven success owning revenue targets within recurring revenue or subscription-based business models. Demonstrated experience building and scaling sales organizations and go-to-market strategies.

Strong forecasting, pipeline management, and sales operations expertise. Experience leading consultative, executive-level sales engagements with complex buying cycles. Excellent leadership, coaching, and talent development skills.

Strong analytical, strategic planning, and business acumen. Outstanding communication, presentation, negotiation, and relationship-building abilities. Preferred Qualifications Experience within Managed Services (MSP), Cybersecurity, Cloud, SaaS, Telecommunications, or IT Services industries.

Experience leading both new business development and customer account management teams. Familiarity with CRM and sales management platforms such as HubSpot, ConnectWise, or similar systems. Understanding of small- and mid-sized business technology buying behaviors and consultative sales methodologies.

Ideal Candidate Profile Proven revenue leader with experience owning both new customer acquisition and existing customer growth. Builder who enjoys creating scalable sales organizations, processes, and high-performing teams. Strategic thinker who balances long-term planning with hands-on execution.

Consultative sales leader comfortable engaging executive stakeholders on transformational business initiatives. Data-driven operator who uses metrics, forecasting, and pipeline discipline to drive performance. Strong coach and mentor who develops talent while fostering a culture of accountability, collaboration, and continuous improvement.

Entrepreneurial leader who thrives in high-growth environments and enjoys building new capabilities within an established organization. If you're ready to take the next step in your career and want to make an impact, partner with trak group to explore this opportunity.