Enterprise Account Executive

Key Responsibilities

• Own the full sales cycle for complex enterprise deals from first conversation through signed production agreement, including discovery, solution positioning, business-case development, technical validation, security and procurement, commercial negotiation, and executive alignment.
• Understand customer’s call center operations, technology stack, use cases, and success criteria; translate into deployment roadmap and vision for transformation with Retell.
• Design and structure tightly scoped pilots with clear stakeholders, timelines, metrics, production requirements, and commercial next steps; maintain urgency to drive conversion to production.
• Use MEDDPICC for rigorous deal qualification, identifying economic buyer, decision process, criteria, champion, competition, procurement, and quantified pain; maintain accurate forecasts and address risks.
• Build and quantify business cases connecting Retell’s capabilities to outcomes like automation rate, resolution rate, cost reduction, customer experience, revenue impact, and deployment speed.
• Navigate complex buying committees by building relationships across executives, contact center leaders, IT, security, procurement, legal, product, and technical teams; multithread accounts for alignment.
• Partner with solutions engineering, FDE, product, and engineering teams to demonstrate platform, validate integrations, resolve blockers, and design scalable solutions.
• Drive successful production implementation and expansion across use cases, teams, units, and geographies by partnering with deployment and customer success teams.
• Represent customer voice internally by communicating objections, competitive intelligence, product gaps, and enterprise requirements to product and leadership teams.

Requirements

• 5+ years of enterprise sales experience at a high-growth SaaS or AI company, with a track record of closing large, complex enterprise deals.
• Experience selling technical products to enterprises, ideally in contact centers, CCaaS, CRM, communications infrastructure, or AI.
• Proven ability to manage long, multi-stakeholder sales cycles involving business leaders, IT, security, legal, procurement, and executives.
• Strong track record designing successful pilots, building quantified business cases, and converting technical evaluations into large-scale production deployments.
• Skilled in MEDDPICC, multithreading, commercial negotiation, pipeline management, and accurate forecasting.
• Strong executive presence with technical fluency to build credibility with both business and engineering stakeholders.
• Highly organized, proactive, and accountable; able to create urgency and drive complex deals with limited structure.

Nice-to-Haves

• 5–10 years of enterprise SaaS or AI sales experience consistently closing complex six- and seven-figure deals.
• Personally owned the entire enterprise sales cycle from outbound and discovery through pilots, procurement, negotiation, executive alignment, and signed production agreements.
• Ability to speak confidently with CTOs on APIs, integrations, security, and AI architecture, and with VPs/COOs on ROI, automation rates, and business impact.
• Deep knowledge of MEDDPICC to qualify opportunities, build alignment, forecast, and manage risk.
• Thrive in early-stage, high-growth environments without a playbook; create pipeline, build relationships, drive urgency, and move opportunities to production.

Compensation and Benefits

• Cash: $230k - $320k (includes commissions)
• Equity: Provided
• 100% coverage for medical, dental, and vision insurance
• $70/day DoorDash credit for meals
• $200/month wellness reimbursement
• $300/month commuter reimbursement
• $75/month phone bill reimbursement
• $50/month internet reimbursement