VP Direct Sales

This is a fully remote position, open to applicants in United States.

📋 Description

• Take ownership of the comprehensive Direct Sales channel strategy encompassing Telesales, Middle Market, Enterprise, and PCS.

• Define segmentation, coverage strategies, capacity planning, and territory design for all segments.

• Create growth strategies by segment, identifying target verticals, deal profiles, and go-to-market tactics.

• Advance the Petroleum Card Services initiative in accordance with petroleum-specific economics, partnerships, and customer demands.

• Propel bookings, revenue, contribution targets, pipeline generation, conversion rates, deal velocity, and activation metrics.

• Manage weekly, monthly, and quarterly business rhythms, including pipeline reviews, forecasting calls, and QBRs.

• Ensure accuracy in forecasts and tackle performance gaps with data-driven action plans.

• Lead a multi-tiered organization of sales leaders spanning Telesales, Middle Market, Enterprise, and PCS.

• Establish expectations, performance standards, and accountability frameworks.

• Mentor leaders on pipeline management, deal strategy, forecasting, and team development.

• Build a leadership bench and succession plan.

• Oversee performance management, including recruitment, development, and exits when necessary.

• Collaborate with Product, Marketing, Risk, and Operations to enhance win rates and minimize sales-lifecycle friction.

• Champion and lead strategic deals while guiding negotiations and executive engagement for high-value opportunities.

⛳️ Requirements

• A Bachelor's degree in Business Administration, Finance, Marketing, Communications, or a related field, or equivalent experience in lieu of a degree is required.

• More than 15 years of progressive experience in business development, sales, or strategic partnerships.

• Demonstrated success in a leader-of-leaders role with responsibility for national or significant regional revenue outcomes.

• Extensive experience in payments, merchant acquiring, or financial technology.

• Proven ability to scale sales organizations while upholding strong operational discipline.

• A history of achieving aggressive growth objectives in complex, competitive settings.

• Strong commercial insight, including pricing strategy, deal structuring, and negotiation skills.

• Advanced analytical skills across funnel metrics, forecasting, and performance management.

• A Master's degree or MBA is preferred.

🏝️ Benefits

• Opportunities for personal and professional development.

• High levels of trust and autonomy.

• Strong team unity.

• A culture that fosters a desire to learn.

• Equal employment opportunities.

• Reasonable accommodations available.