Remote Senior AI Enterprise Sales Leader

Observe

Midwest (WY)

Hybrid

USD 270,000 - 300,000

Full time

14 days+
Application generator

Get a reply from this employer — a resume and cover letter tailored to exactly what they’re hiring for.

Get past ATS filters

Benefits offered by this job

Equity
Medical Insurance
Flexible PTO
Holidays
401(k)

Job summary

Observe.AI is seeking a Senior Enterprise Account Executive for the Midwest region to own territory strategy, build executive relationships, and drive multi-threaded, complex enterprise sales. You will leverage MEDDPICC, engage with C-suite stakeholders, and navigate matrixed organizations to close high-value deals.

Join a fast-growing AI-powered CX platform, with equity and comprehensive benefits, as you shape enterprise AI adoption and deliver measurable ROI across major accounts in the

Qualifications

  • 7+ years in enterprise SaaS with complex, technical sales cycles.

Responsibilities

  • Build and execute territory strategy across enterprise accounts.

Skills

Enterprise SaaS
Complex sales cycles
Executive selling
Multi-threading
MEDDPICC
AI/ML sales
Revenue ownership

Tools

Salesforce
Gong
Outreach
ZoomInfo
6sense
Clari

Job description

Observe.AI is seeking a Senior Enterprise Account Executive for the Midwest region to own territory strategy, build executive relationships, and drive multi-threaded, complex enterprise sales. You will leverage MEDDPICC, engage with C-suite stakeholders, and navigate matrixed organizations to close high-value deals.

Join a fast-growing AI-powered CX platform, with equity and comprehensive benefits, as you shape enterprise AI adoption and deliver measurable ROI across major accounts in the

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Senior Enterprise AI Sales Leader (Midwest)
Senior Enterprise AI Sales Leader (Midwest)

Observe.AI • Portland (OR)

Hybrid
USD 270,000 - 300,000
Equity
Medical, dental, vision insurance
401(k) with company match
+3
Remote Senior Enterprise AI Sales Leader
Remote Senior Enterprise AI Sales Leader

RouteThis Inc. • Northern (KY)

Hybrid
USD 120,000 - 180,000
Stock Options
Health Benefits
Long Weekends
Senior Enterprise AI Sales Exec — Midwest (Remote)
Senior Enterprise AI Sales Exec — Midwest (Remote)

Menlo Ventures • United States

On-site
USD 270,000 - 300,000
Competitive compensation including equity
Excellent medical, dental, and vision insurance options
Flexible time off
+3
Senior Enterprise AI Sales Executive
Senior Enterprise AI Sales Executive

Executive Recruiters & Consultants, Inc. • San Francisco (CA)

On-site
USD 260,000 - 400,000
Medical coverage
Dental coverage
Vision coverage
+4
Senior Enterprise Account Executive - AI Growth & Strategy
Senior Enterprise Account Executive - AI Growth & Strategy

Resolve • Northern (KY), New York (NY)

Hybrid
USD 100,000 - 140,000
Comprehensive Medical, Dental, and Vis
401(k) Plan
Parental Leave
+1
Enterprise AI Sales Executive — Own Complex Deals, Equity
Enterprise AI Sales Executive — Own Complex Deals, Equity

Visa Hunt • Redwood City (CA), Northern (KY)

Hybrid
USD 230,000 - 320,000
Medical, dental & vision insurance
DoorDash credits
Wellness reimbursement
+3
Remote Enterprise Account Executive - AI Recruiting
Remote Enterprise Account Executive - AI Recruiting

Matcha • Northern (KY)

Hybrid
USD 120,000 - 250,000
Competitive compensation
Equity
Health benefits
+1
Remote Enterprise AI & Analytics Account Executive
Remote Enterprise AI & Analytics Account Executive

Insightsoftware • United States

On-site
USD 160,000 - 201,000
Senior Enterprise AI Account Leader (Remote)
Senior Enterprise AI Account Leader (Remote)

United States Digital Space LLC • United States

Remote
USD 120,000 - 150,000
Health Insurance
401(k) Retirement Plan with match
Employee Stock Purchase Program (ESPP)
+1
Enterprise AI Sales Executive - Full-Cycle, C-Suite
Enterprise AI Sales Executive - Full-Cycle, C-Suite

Outreach • Northern (KY)

Hybrid
USD 290,000 - 315,000
Flexible time off
401k
Medical, dental, vision coverage
+5