VP, Enterprise Sales & Commercial Strategy

Retail Technology Group, Inc.; Northern (KY); Hybrid; USD 150,000 - 225,000; Full time

Job summary

Retail Technology Group, Inc. is seeking a Vice President of Enterprise Sales & Commercial Strategy to build and lead a world-class enterprise sales organization.

You will report to the CFO/COO, oversee the sales team, and shape RTG's commercial strategy across pricing, segments, and go-to-market motion. You will personally hunt strategic named accounts while guiding a high-performing team through multi-year, six- to seven-figure deals, aligning with the company’s recurring revenue and

Qualifications

• 10+ years of B2B enterprise sales experience including 3–5+ years leading a new-logo acquisition team.
• Proven track record building and scaling sales teams and books of business over time.
• Background in recurring-revenue or managed-services selling, not hardware alone.
• Experience with complex, multi-stakeholder enterprise deals (six- to seven-figure contracts, 6–12 month cycles).

Responsibilities

• Lead enterprise sales team with coaching cadence, quarterly reviews, and quota assignment.
• Shape RTG's pricing architecture, service and segment prioritization, and go-to-market model.
• Personally hunt named enterprise accounts alongside the team you lead.
• Own CRM operating model, pipeline coverage standards, and forecast accuracy.
• Design joint sales motions with strategic technology partners.
• Incorporate demand generation into the sales playbook and own pipeline quality.
• Refine compensation plans, territory models, and annual go-to-market plan.

Skills

Enterprise sales leadership

Quota management

CRM governance

Strategic account management

Channel partnerships

Forecast discipline

Pricing and deal architecture

Tools

HubSpot

Job description

If you are unable to complete this application due to a disability, contact this employer to ask for an accommodation or an alternative application process.

VP, Enterprise Sales & Commercial Strategy

Regular Full Time Senior Management US

Salary Range: $150,000.00 To $225,000.00 Annually

Vice President, Enterprise Sales & Commercial Strategy

This is a build role. Retail Technology Group (RTG) is hiring a Vice President of Enterprise Sales & Commercial Strategy to construct and lead a professionally run enterprise sales organization - the team, the operating system, and the commercial strategy behind it. You will report directly to the CFO/COO, carry real authority over how RTG competes, and personally hunt a focused set of named enterprise accounts alongside the team you lead.

About RTG

Retail Technology Group (RTG) is a leading provider of point-of-sale technology, managed services, field technical services, and help desk solutions to enterprise restaurant, retail, and hospitality brands across the United States. An Advantech company - backed by one of the world's largest industrial computing manufacturers - RTG is executing an ambitious multi-year growth strategy anchored in recurring revenue, managed services, and channel expansion. This position is a cornerstone of that strategy.

About the Role

Pipeline management and forecast discipline are the baseline expectation here, not the definition of the job. We are hiring a commercial business leader: someone with market judgment on where to compete, fluency in deal and pricing architecture, and the ability to convert account-level wins into a repeatable go-to-market motion - with a point of view that stands up in front of executive leadership.

What You'll Own

• Sales team leadership. Direct line over the enterprise sales team - coaching cadence, quarterly business reviews, quota assignment, and forecast discipline.
• Commercial and go-to-market strategy. Shape RTG's pricing architecture, service and segment prioritization, and go-to-market model. Bring an independent view on where RTG should and shouldn't compete, tested against market feedback and results.
• Enterprise account hunting. Carry a personal quota on a focused set of named enterprise targets - alongside, never in place of, team leadership.
• Pipeline architecture. Own the CRM operating model (HubSpot), pipeline coverage standards, opportunity-stage discipline, and forecast accuracy.
• Channel partner sales. Design joint sales motions with RTG's strategic technology partners on partner-sourced opportunities.
• Demand generation. Integrate lead-generation programs into the sales playbook and own the resulting pipeline quality.
• The sales operating system. Compensation plan refinement, territory model, named-account assignment, and the annual go-to-market plan.

What You Bring

• 10+ years of B2B enterprise sales experience, including 3-5+ years leading a new-logo acquisition team.
• A sustained record of building and scaling sales teams and books of business over time.
• Recurring-revenue or managed-services selling background - not hardware transactions alone.
• Complex, multi-stakeholder enterprise deal experience: six- to seven-figure contracts, 6-12 month cycles, C-suite and procurement navigation.
• Verified quota history as both an individual contributor and a leader.
• A track record installing sales operating discipline: methodology, qualification framework, forecast cadence, CRM governance.
• Business leadership beyond sales administration - setting commercial direction, owning a P&L or business-unit result, and making pricing and portfolio judgments that held up over multiple cycles.
• New-account origination beyond a single legacy relationship ecosystem.

Strongly Preferred

• Restaurant, retail, or hospitality technology experience - POS, kitchen systems, field services, or systems integration.
• Prior experience in a named-accounts or strategic-accounts leadership model.
• Experience in a matrixed or international parent-company environment.

Compensation:$150,000-350,000, calibrated to experience, relationship leverage, and location. Competitive base salary, performance-based bonus, and commission incentive aligned with long-term company success