Enterprise Account Executive

atObserve.AIRemoteUS flagUnited StatesFull-timeAccount ExecutiveSeniorLead$135k – $150k/year

Posted 2 days ago

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

πŸ“‹ Description

β€’ Develop and execute a territory strategy for targeted enterprise accounts

β€’ Generate pipeline through multi-threaded outreach and personally manage outbound campaigns

β€’ Navigate complex, matrixed organizations involving both technical and business stakeholders

β€’ Engage with contact center operations, technology, and finance executives

β€’ Articulate the functionalities of voice and chat AI agents, copilots, guardrails, data handling and residency, CCaaS integrations, and performance metrics

β€’ Conduct proof-based evaluations alongside Solutions Engineers and forward-deployed engineers

β€’ Construct ROI cases linked to cost per contact, containment, quality, and agent productivity

β€’ Manage deals utilizing MEDDPICC and Five Wins gates

β€’ Transform successful deal strategies into repeatable processes and share insights with Product, Engineering, CX, and Marketing teams

β€’ Mentor Enterprise AEs on technical selling and engaging with executives

β€’ Participate in executive roundtables and customer events while developing customer references

β€’ Ensure accurate maintenance of CRM and deal records

β€’ Execute account plans and expansion strategies while overseeing pricing through the deal desk and discount tiers

β€’ Create AI workflows for account research, outbound strategy, deal planning, and forecasting


⛳️ Requirements

β€’ Minimum of 8 years in enterprise SaaS with intricate, technical sales cycles

β€’ Proven track record of closing six- and seven-figure net-new deals, with ACVs of $250K or more, over the past three years

β€’ Background in selling AI/ML, automation, workflow, infrastructure, security, or contact center technology (CCaaS, workforce, or quality management)

β€’ Experience with agentic AI is highly desirable

β€’ Established credibility with technical buyers; capable of discussing architecture, security, and integration

β€’ History of self-sourced pipeline development in a greenfield or minimally covered territory

β€’ Expertise in MEDDPICC or a comparable framework

β€’ Familiarity with usage-based and committed-spend pricing models

β€’ Executive presence and the ability to simplify technical value for CIOs and operations leaders

β€’ Resourceful, resilient, urgent, and accountable mindset


🏝️ Benefits

β€’ Competitive base salary

β€’ Performance-based incentives

β€’ Significant equity ownership in the form of options

β€’ Comprehensive medical, dental, and vision insurance for employees and eligible dependents

β€’ Flexible paid time off policy

β€’ 10 designated company holidays

β€’ Annual company-wide Winter Break

β€’ Paid parental leave

β€’ 401(k) retirement plan

β€’ Quarterly Lifestyle Spending Account for wellness, learning, professional development, and personal growth

β€’ Monthly stipend for mobile and internet expenses

β€’ Pre-tax benefits for commuting

β€’ Independence and authority in scaling a category-defining GenAI platform

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