Enterprise Account Executive

Retell AI

$230K — $320K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of enterprise sales experience in high-growth SaaS or AI environments with a record of securing large deals.
  • Familiarity with selling technical solutions, particularly within contact centers or AI tech stacks.
  • Experience managing extensive sales cycles with multiple stakeholders, including IT and executive leaders.
  • Proficiency in designing effective pilots, quantifying business impacts, and facilitating production-level deployments.
  • Deep understanding of the MEDDPICC sales framework and effective deal management strategies.
  • Exceptional communication skills with the ability to engage both technical and business-oriented audiences.
  • Highly organized, self-driven, and capable of navigating unstructured environments effectively.

Responsibilities

  • Own and manage the entire sales cycle for complex enterprise deals from initial contact to signed agreement.
  • Analyze customer call center operations to create tailored Retell deployment strategies.
  • Design and implement pilot programs to drive customer engagement and transition into full-scale usage.
  • Conduct thorough deal qualification using MEDDPICC to identify all relevant factors and stakeholders for success.
  • Develop business cases linking Retell’s solutions to tangible customer outcomes such as cost savings and efficiency improvements.
  • Establish and nurture relationships with various stakeholders within targeted enterprises to facilitate deal progression.
  • Collaborate with internal teams to troubleshoot technical issues and ensure seamless integration of Retell’s solutions.

Benefits

  • 100% coverage for medical, dental, and vision insurance.
  • Daily credit for meals via DoorDash, facilitating dining convenience.
  • Monthly wellness reimbursement for fitness-related expenses.
  • Commute reimbursement for transportation costs associated with work.
  • Monthly reimbursements for phone and internet services.
Full Job Description
ABOUT THE ROLE

Retell AI is the voice AI platform for enterprise contact centers. We work with customers like CVS/Aetna, American Airlines, Lenovo, and Grab, and we have more customer stories than we can tell.

We are hiring an Enterprise Account Executive to build and grow our new business revenue. This is a high-ownership craft role. You report to the CEO and work closely with the founding team.

Key Responsibilities
  • Own Complex Enterprise Deals: Own the full sales cycle from first conversation through signed production agreement. Lead discovery, solution positioning, business-case development, technical validation, security and procurement, commercial negotiation, and executive alignment.
  • Turn Customer Problems Into Retell Deployments: Understand the customer's call center operations, existing technology stack, priority use cases, and success criteria. Translate these into a clear deployment roadmap and compelling vision for how Retell can transform their customer operations.
  • Design Pilots That Convert: Structure tightly scoped pilots with clear stakeholders, timelines, success metrics, production requirements, and commercial next steps. Maintain urgency throughout the pilot and drive a decisive transition into production.
  • Run Rigorous Deal Qualification: Use MEDDPICC to identify the economic buyer, decision process, technical and business criteria, internal champion, competition, procurement path, and quantified customer pain. Maintain accurate forecasts and proactively address deal risk.
  • Build and Quantify the Business Case: Connect Retell's technical capabilities to measurable business outcomes, including automation rate, resolution rate, cost reduction, customer experience, revenue impact, and speed to deployment.
  • Navigate Complex Buying Committees: Build trusted relationships across executives, contact center leaders, IT, security, procurement, legal, product teams, and technical champions. Multithread every strategic account and create alignment across business and technical stakeholders.
  • Lead Technical and Product Collaboration: Partner closely with solutions engineering, FDE, product, and engineering teams to demonstrate Retell's platform, validate integrations, resolve technical blockers, and design solutions that can succeed in production at enterprise scale.
  • Drive Production and Expansion: Stay accountable beyond the initial signature. Partner with deployment and customer success teams to ensure successful implementation, demonstrate value, and expand Retell across additional use cases, teams, business units, and geographies.
  • Bring the Market Back Into Retell: Represent the customer internally by clearly communicating objections, competitive intelligence, product gaps, and emerging enterprise requirements to Retell's 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 across 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 executive buyers.
  • Strong track record of 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 the technical fluency to earn credibility with both business and engineering stakeholders.
  • Highly organized, proactive, and accountable, with the ability to create urgency and drive complex deals forward with limited structure.
YOU MIGHT THRIVE IF
  • You have 5-10 years of enterprise SaaS or AI sales experience, consistently closing complex six- and seven-figure enterprise deals.
  • You have personally owned the entire enterprise sales cycle-from outbound and discovery through pilots, procurement, negotiation, executive alignment, and signed production agreements.
  • You can confidently speak with a CTO about APIs, integrations, security, and AI architecture, then switch to a VP of Customer Experience or COO to quantify ROI, automation rates, and business impact.
  • You know MEDDPICC inside and out and use it to qualify opportunities, build executive alignment, forecast accurately, and proactively manage deal risk.
  • You thrive in an early-stage, high-growth environment where there is no playbook-you create pipeline, build relationships, drive urgency, and consistently move complex enterprise opportunities to production.


JOB DETAILS
  • Cash: 230k - 320k (includes commissions)
  • Equity: Equity Provided
  • Location: Redwood City, CA, US
  • US Visas: Retell AI is open to sponsoring work authorization for qualified candidates, including H1B/H-1B, TN, L-1, E-3, F-1 (OPT/CPT).
OTHER BENEFITS
  • 100% coverage for medical, dental, and vision insurance
  • $70/day DoorDash credit for unlimited breakfast, lunch, dinner, and snacks
  • $200/month wellness reimbursement (gym, fitness classes, etc.)
  • $300/month commuter reimbursement (gas, Caltrain, etc.)
  • $75/month phone bill reimbursement
  • $50/month internet reimbursement


COMPENSATION PHILOSOPHY
  • Best Offer Upfront: Choose from three cash-equity balance options; no negotiation needed.
  • Top 1% Talent: Above-market pay (top 5 percentile) to attract exceptional builders.
  • High Ownership: Small teams, >$1M revenue/employee, and significant equity.
  • Performance-Based: Offers tied to interview performance, not experience or past salaries.


INTERVIEW PROCESS
  • Stage 1: Recruiter intro call + portfolio review (15 min)
  • Stage 2: Phone round with hiring manager (30 min)
  • Stage 3: Phone round with CMO (30 min)
  • Stage 4: Final onsite with the team (2 hours)

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