VP of Sales - Technology Division (Sales Leadership)

About Ringside Talent

Ringside Talent is an entrepreneurial firm that connects exceptional Technology, Finance & Accounting talent with leading organizations. We are on a mission to scale from a solid foundation – into a $100M Staffing and Services firm.

We are a founder-led company with an experienced leadership and advisory team made up of successful industry veterans.

The Opportunity and Why Ringside

This is a rare opportunity to inherit the foundation of great people and relationships while architecting a sales transformation from the ground up.

We are seeking a transformational Sales Leader who can help us architect and lead the next stage of our growth journey, and in such a way that we are maximizing enterprise value for a potential future transaction.

The ideal candidate will be a builder who can diagnose, design, and deliver transformation across our sales organization, while aligning our delivery team to support that strategy. This transformation includes our sales strategy, our sales culture, and our sales execution. The right person will bring structure, clarity, and purpose to our sales engine by creating a scalable system that enables sustainable growth, high-performance habits, and measurable results.

This is not a “maintenance” role. We’re not looking for someone to simply maintain the current system.

Key Responsibilities

• Design & Execute Growth Strategy: Build and lead a sales strategy that takes Ringside from where we are today to $100M , balancing new client acquisition, key account expansion, and a focused market penetration.
• Define and Drive Go-to-Market Clarity: Establish segmentation, ideal customer AND requirement profiles and territory focus—starting with our core market in Ohio—to maximize the sales effort, gross margin and the probability of winning.
• Build a Scalable Sales Engine: Architect the processes, tools, and standards that make success repeatable—driving accountability around qualification, forecasting, and pipeline discipline. Elevate from a culture of “activity management”, to a culture that emphasizes “desired outcomes and high-value activity”.
• Lead, Coach, and Develop a High-Performing Team: Hire for potential and coachability over experience. Foster a culture where accountability, curiosity, creativity, and development are celebrated.
• Evolve Sales Messaging and the Value Story: Enable our team to articulate clear differentiators and proof points that go beyond “speed and quality of delivery” to demonstrate true business and bottom-line impact.
• Drive Operational Rigor: Use data-driven insights to assess pipeline health, forecast results, and to inform sales behaviors. Align incentives with strategic outcomes.
• Champion Change and Transformation: Lead the organization through evolution—establishing buy-in, setting direction, and creating alignment across leadership and sales teams.

What You’ll Bring:

• Displayed ability to, and historical evidence of, transforming sales organizations through structured change—not just running a system that already exists.
• A strategic thinker who can diagnose current state, design future state, and execute with discipline.
• Data literacy and business acumen, including revenue math, margin optimization, and P&L basics.
• History of building alignment, accountability, and adoption across teams.
• Strong command of sales process design, qualification rigor, and pipeline management.
• Experience aligning compensation, metrics, and activity to outcomes and strategic goals.
• Comfort leading through ambiguity and resistance; ability to balance empathy with performance expectations.
• A belief in hiring for acumen and attitude—coachable, ambitious people capable of growth.

Cultural Fit

• In-office collaboration and connection—relationships are our competitive advantage.
• Ohio roots and focus; a deep understanding of our local market and clients.
• Authenticity and humility; we lead with transparency, humor, and empathy.
• A “rising tide” mindset; we win when we help others succeed.