Enterprise Account Executive

Observe.AI

. Build and run a territory plan for suitable enterprise accounts .

Posted 10/30/2026full-timeRemote • United StatesSeniorLead💰 $135,000 - $150,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in enterprise SaaS sales with a focus on complex technical sales cycles, including proficiency in MEDDPICC and the ability to engage with technical buyers. Proven track record in building ROI cases and managing outbound campaigns while mentoring peers in technical selling.

Highest-signal resume keywords

Enterprise SaaS SalesMEDDPICC MasteryAI/ML Sales ExperienceTechnical Buyer EngagementSelf-Sourced Pipeline Development

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Complex Technical Sales CyclesROI Case DevelopmentOutbound Campaign ManagementAI WorkflowsCCaaS Technology SalesData Handling and ResidencyPerformance MeasurementIntegration DiscussionPricing Model ComfortProof-Based Evaluations

Soft Skills

Executive PresenceResourcefulnessResilienceAccountabilityMentoring

Tools & Technologies

CRM SystemsDeal Desk ManagementSales Pipeline ToolsAI/ML TechnologiesContact Center Solutions

Industry Keywords

Enterprise AccountsContact Center OperationsTechnical StakeholdersMatrixed OrganizationsGreenfield Territory

About the role

Key responsibilities & impact

Build and run a territory plan for suitable enterprise accounts
Source pipeline through multi-threaded outreach and personally run outbound campaigns
Navigate large, matrixed organizations with technical and business stakeholders
Sell to contact center operations and technology and finance executives
Explain voice and chat AI agents, copilots, guardrails, data handling and residency, CCaaS integrations, and performance measurement
Run proof-based evaluations with Solutions Engineers and forward-deployed engineers
Build ROI cases tied to cost per contact, containment, quality, and agent productivity
Run deals using MEDDPICC and Five Wins gates
Turn successful deal approaches into repeatable plays and share learnings with Product, Engineering, CX, and Marketing
Mentor Enterprise AEs on technical selling and executive engagement
Attend executive roundtables and customer events and develop customer references
Maintain accurate CRM and deal records
Run account plans and expansion strategies and manage pricing through the deal desk and discount tiers
Build AI workflows for account research, outbound, deal strategy, and forecasting

Requirements

What you’ll need

8 or more years in enterprise SaaS with complex, technical sales cycles
Record of closing six- and seven-figure net-new deals, with ACVs of $250K or more, in the last three years
Experience selling AI/ML, automation, workflow, infrastructure, security, or contact center technology (CCaaS, workforce, or quality management)
Agentic AI experience is a strong plus
Credibility with technical buyers; ability to discuss architecture, security, and integration
Record of self-sourced pipeline in a greenfield or lightly covered territory
Mastery of MEDDPICC or an equivalent framework
Comfort with usage-based and committed-spend pricing models
Executive presence and ability to simplify technical value for CIOs and operations leaders
Scrappy, resourceful, resilient, urgent, and accountable

Benefits

Comp & perks

Market-aligned base pay
Performance incentives
Meaningful equity ownership in the form of options
Medical, dental, and vision insurance for employees and eligible dependents
Flexible paid time off
10 company holidays
Annual company-wide Winter Break
Paid parental leave
401(k) plan
Quarterly Lifestyle Spending Account for wellness, learning and professional development, and personal growth
Monthly mobile and internet stipend
Pre-tax commuter benefits
Autonomy and agency in scaling a category-defining GenAI platform