Skip to content
ITA Jobs
All vacancies

Senior Enterprise Account Executive (Midwest Territory)

Observe.AI

Remote · United States$22,500–25,000 gross/mofull-timeObserve.AI Careers

(Primary locations for hiring will be in Chicago, Indianapolis, Detroit About Us Observe.AI is the AI Agents platform for customer experience, designed to help organizations deliver faster, smarter, and more efficient customer service at scale. The platform enables businesses to deploy specialized AI Agents that autonomously execute work across the full CX lifecycle—from handling customer conversations to supporting frontline teams and optimizing operations.

Responsibilities

  • Own Your Territory Like a CEO
  • Build and execute territory strategy across enterprise accounts.
  • Maintain 4–5x pipeline coverage and deliver predictable outcomes.
  • Navigate large matrixed organizations with technical and business stakeholders.
  • Lead Complex, Technical Enterprise Sales
  • Own multi-threaded sales cycles involving automation, architecture, workflows, security, and ROI.
  • Use advanced sales methodologies (MEDDPICC, Command of the Message, Challenger, SPICED).
  • Develop champions and create urgency across C-suite, operations, and IT.
  • Operate With Modern Sales Tools + GenAI
  • Leverage a modern sales tech stack (Salesforce, Gong, Outreach, ZoomInfo, 6sense, Clari).

Languages

    Work format
    Remote
    Seniority
    Senior
    Posted
    18 Feb 2026
    Last verified
    In the last 5 days

    Similar roles

    Keep looking