Vice President of Sales, North America

Job Application for Vice President of Sales, North America at LivePerson

LivePerson (NASDAQ: LPSN) is a leader in trusted enterprise conversational AI and digital transformation. The world's leading brands use our award-winning Conversational Cloud platform to connect with millions of consumers. We power nearly a billion conversational interactions every month, providing uniquely rich data analytics and safety tools to unlock the power of conversational AI for better business outcomes. Fast Company named LivePerson the #1 Most Innovative AI Company in the world.

Position Overview

As the VP of Sales, North America, you will be the primary architect of growth and the strategic leader for all sales operations across the North American region (US, Canada, and Mexico). Your mission is to scale our market presence by leading a diverse, high-performing team focused on high-velocity growth within the Fortune 500. The single most important outcome you will be responsible for is driving sustainable, predictable revenue growth while establishing LivePerson as the gold standard for conversational commerce across North America and Canada.

You Will: Key Responsibilities & Impact

• Scale and lead the North American enterprise team by identifying high-caliber Account Executives capable of navigating complex sales cycles
• Elevate team performance through coaching and personalized growth tracks, focused on moving high-potentials into top-tier performers and maintaining a culture of 'A-player' excellence
• Cultivate a transparent, high-energy environment that balances a competitive "hunter" instinct with a collaborative "win-as-a-team" philosophy.
• Define and lead the team’s key performance indicators that drive success, proactively addressing underperformance while celebrating and rewarding over-achievement.
• Serve as the executive on marquee deals, leveraging your presence to build trust with C-suite stakeholders at Fortune 500 prospects.
• Serve as key decision maker to the sales team on critical sales deals.
• Coach, mentor, and drive the sales team to pivot from "feature selling" to "value selling," helping them articulate the business impact of Conversational AI.
• Architect high-opportunity clusters across North America, ensuring AE portfolios are balanced for optimal "Land and Expand" potential.
• Participate in strategic deal reviews to support AEs in navigating the complex stakeholder maps and procurement hurdles typical of multi-million dollar enterprise contracts.
• Oversee and direct the team on the health of the North American sales funnel, providing executive leadership with accurate monthly and quarterly ARR projections.
• Refine the end-to-end sales lifecycle—from prospecting to closing—and ensure the team is effectively utilizing the sales tech stack (CRM, lead gen, etc.) to drive efficiency.
• Conduct rigorous pipeline reviews to ensure consistency in lead flow and to identify early-stage gaps.
• Act as the "voice of the customer," funneling insights from your AEs’ field experience back to Product teams and executive leadership to ensure the AI roadmap stays ahead of market demand.
• Collaborate with Marketing to optimize lead quality and ensure account-based marketing (ABM) efforts are tightly aligned with your team’s top-target accounts.

You Have: Required Skills & Qualifications

• 15+ years of professional experience in SaaS/Cloud sales, with at least 7-10 years in a senior leadership capacity overseeing the United States and Canada region.
• Bachelor’s degree in Business, Marketing, or a related field; an MBA or equivalent practical executive experience is highly regarded.
• Proven Track Record: A documented history of overachieving quotas and scaling regional revenues from mid-eight to nine figures in a high-growth environment.
• Conversational AI Fluency: Deep knowledge of the SaaS landscape, with the ability to articulate complex AI-driven value propositions and ROI to technical and non-technical audiences.
• Sales Methodology: Expert-level proficiency in modern sales methodologies (e.g., MEDDPICC, Challenger, Value Selling) and a commitment to data-driven pipeline management via Salesforce.
• GTM Strategy: Demonstrable experience in building both direct sales engines and indirect partner/channel ecosystems simultaneously.
• People Leadership Experience: Demonstrated experience in sales coaching and professional development, with a proven ability to accelerate the "ramp-to-quota" across a team with skills at varying levels with proven success in elevating the output of mid-level performers into top-tier territory achievers.
• Experience in influencing and fostering a high-performance culture that drives growth and accountability.