[Remote] Upmarket Account Executive

Note: The job is a remote job and is open to candidates in USA. Otter.ai is a leading tool for meeting transcription and collaboration, aiming to shape the future of work. They are seeking an Upmarket Account Executive to drive new logo acquisition and expansion revenue within large enterprises, managing complex sales cycles and building strategic account plans.

Responsibilities

• Own a named enterprise territory and develop comprehensive account plans that map organizational structure, buying centers, executive relationships, and expansion pathways
• Drive outbound prospecting alongside SDR partners to generate net new pipeline into target accounts, with a bias toward proactive territory development rather than inbound reliance
• Run full-cycle enterprise sales from initial discovery through contract execution, managing multi-threaded relationships across VP and C-suite stakeholders
• Close six and seven figure deals with discipline around deal qualification, mutual success plans, and forecasting accuracy
• Partner with Customer Success to ensure seamless handoffs and identify expansion opportunities within installed accounts
• Leverage AI-native tools and workflows to accelerate research, personalize outreach, build business cases, and manage your pipeline with precision
• Represent the voice of the enterprise customer internally, contributing product feedback and market intelligence to help shape Otter roadmap priorities
• Maintain a consistent cadence of activity and pipeline hygiene in Salesforce, ensuring forecast integrity and visibility for leadership

Skills

• 5+ years of enterprise sales experience, with the majority of that time as an Account Executive carrying a quota against accounts of 2,000 or more employees
• Documented history of closing multiple six-figure deals and at least one seven-figure transaction in a competitive market
• Track record of building and sourcing your own pipeline, not just working inbound leads or SDR handoffs
• Experience with complex, multi-stakeholder sales cycles involving security, legal, procurement, and executive approval
• Outbound-first mentality with strong prospecting instincts and the ability to break into cold accounts through creative, personalized approaches
• AI-native and comfortable using tools like ChatGPT, Claude, or similar to accelerate research, improve messaging, and increase selling velocity
• Strong account planning capability, including the ability to build territory maps, stakeholder influence maps, and multi-quarter engagement plans
• Exceptional written and verbal communication with the executive presence to hold room with senior buyers
• Collaborative operator who works well with SDRs, SEs, CS, and leadership without needing to be managed
• Disciplined forecaster with intellectual honesty about deal stage and close probability
• Prior experience selling AI, productivity, collaboration, or knowledge management software
• Experience in a high-growth startup environment where process was still being built
• Familiarity with MEDDIC, MEDDPICC, or a similar enterprise qualification methodology

Benefits

• Our base salary is just one component of a comprehensive total rewards package.
• We provide reasonable accommodations for qualified applicants throughout the hiring process.
• Otter.ai is committed to providing reasonable accommodations for candidates with disabilities in our hiring process.
• If you need assistance or an accommodation during any stage of the recruitment process, please contact [email protected] at least 3 business days before your interview.

Company Overview

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