Enterprise Account Executive AIOps and Observability Large Deal Environment

Why This Opportunity Stands Out

• Consistent success closing seven-figure enterprise deals
• Increasing deal sizes across large, complex organizations
• Strong product alignment with current enterprise IT priorities
• Opportunity to engage directly with senior decision makers
• Environment built for high-performing, new business focused sellers

Key Responsibilities

• Own the full enterprise sales cycle from initial outreach through close
• Build and generate pipeline within your assigned territory
• Close complex enterprise deals typically ranging from 500K to 1M plus
• Engage CIO, CTO, and senior infrastructure leadership
• Navigate multi-threaded sales cycles across large organizations
• Translate technical challenges into clear business outcomes
• Collaborate cross-functionally to support deal execution

Required Qualifications

• 10 plus years of enterprise sales experience in complex software environments
• Demonstrated experience closing deals of 1M or greater
• Consistent quota attainment, ideally achieving target 4 of the last 5 years
• Proven ability to generate pipeline independently
• Experience selling into large enterprise accounts, typically 5B plus in revenue
• Background in observability, AIOps, or related infrastructure technologies

Candidate Profile

• Strong new business focus with a demonstrated ability to generate pipeline
• Consistent performance against quota over time
• Stable career progression with limited job changes
• Ability to operate independently in a competitive market
• Strong communication skills and executive presence

Territory Coverage

• San Francisco Bay Area
• Southern California
• Midwest including Chicago, Ohio, Michigan, and Minnesota
• Pacific Northwest including Seattle and Portland

Compensation and Benefits

• On target earnings between 280K and 320K+ with a balanced structure
• Uncapped commission with meaningful accelerators
• Top performers consistently exceed 500K in annual earnings
• Equity participation with long-term upside
• Comprehensive medical, dental, and vision coverage
• 401k with company support
• Unlimited paid time off and standard holidays
• Flexible and remote-friendly work environment
• Home office support

Additional Information

This opportunity is best suited for enterprise sellers who have experience navigating complex deal cycles and are motivated by performance-driven compensation and larger deal opportunities.

The organization offers a combination of proven enterprise traction, strong positioning within a growing market, and leadership focused on building a high-performing team.

Application

If this aligns with your experience and how you operate in enterprise sales, we encourage you to apply or reach out to begin a conversation.

Compensation:

$160,000-$320,000 per year