Account Executive

CAI Software LLC

$80K — $120K *
Manufacturing & Automotive
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of B2B sales experience, particularly in enterprise or mid-market settings.
  • Demonstrated ability to close complex, consultative deals.
  • Strong skills in outbound prospecting and pipeline generation.
  • Capability to manage both inbound leads and outbound prospecting effectively.
  • Self-driven with a solid track record of ownership and accountability.
  • Comfortable engaging and navigating discussions with multiple organizational stakeholders.
  • Willingness to travel to customer sites as necessary.

Responsibilities

  • Own and exceed assigned Enterprise revenue quotas in North America, closing substantial deals.
  • Develop and execute a strategy for acquiring new logos and expanding within existing enterprise accounts.
  • Generate pipeline through proactive outbound prospecting and executive outreach, while managing inbound opportunities.
  • Lead complex enterprise sales cycles, engaging with multi-threaded decision-makers across legal, procurement, and executive levels.
  • Create urgency by linking solutions to measurable business outcomes like efficiency and ROI.
  • Drive account growth by identifying and capitalizing on expansion opportunities within existing accounts.
  • Coordinate with various departments to align sales strategies with customer success and deployment outcomes.

Benefits

  • Opportunity to lead transformation initiatives critical to the company's future.
  • Highly visible role working with senior leadership on operating model development.
  • Exposure to all business functions through engaging cross-functional programs.
Full Job Description
Account Executive - Enterprise

Accelerate Performance.

About the Role

CAI Software is seeking a driven, results-oriented Account Executive - Enterprise to support the next phase of growth within our Process Manufacturing business. This role is responsible for net-new logo acquisition as well as expansion of existing enterprise customers, working closely with Customer Success.

The ideal candidate is self-motivated, hungry for growth, and comfortable running complex sales cycles across operational, technical, and executive stakeholders. This is a hands-on role for a seller who thrives on outbound prospecting, values inbound opportunities, and is energized by engaging customers directly, both virtually and onsite.

What You'll Do

Sales Strategy & Execution
  • Own and consistently meet or exceed an assigned Enterprise revenue quota for the North America territory, with a proven track record of closing 6- and 7-figure deals
  • Execute a territory strategy focused on net-new logo acquisition and land-and-expand growth within strategic enterprise accounts
  • Operate as a true hunter, generating a significant portion of pipeline through outbound prospecting, executive outreach, and targeted account-based strategies, while effectively managing inbound demand
  • Lead and manage complex, multi-threaded enterprise sales cycles, navigating procurement, legal, security, and executive decision-makers
  • Create urgency and momentum by tying solutions to measurable business outcomes, including operational efficiency, compliance, scalability, and ROI
  • Position value-based solutions that drive tangible results and accelerate time to value for customers

Pipeline Management & Forecasting
  • Build, qualify, and maintain a robust, self-sourced pipeline aligned to enterprise growth targets
  • Forecast accurately and consistently, managing opportunities through defined sales stages with disciplined deal inspection
  • Drive deal progression by establishing clear next steps, mutual action plans, and executive alignment
  • Confidently navigate complex, multi-stakeholder decision processes and remove blockers to close

Account Expansion & Customer Growth
  • Lead land-and-expand strategies within enterprise accounts, identifying opportunities for additional sites, locations, use cases, and cross-sell/upsell expansion
  • Partner closely with Customer Success Managers (CSMs) to expand footprint, support renewals, and drive long-term account growth
  • Maintain executive relationships to unlock incremental budget and expansion opportunities over time

Collaboration & Alignment
  • Work cross-functionally with Marketing, Product, Services, and Customer Success to drive coordinated enterprise account strategies
  • Align sales execution with onboarding, delivery, and customer success outcomes to ensure successful deployments and expansion
  • Provide structured feedback from the field to influence product roadmap, messaging, and go-to-market strategy

Customer Engagement
  • Engage and influence stakeholders across operations, manufacturing, IT, quality, procurement, and executive leadership
  • Lead high-impact discovery sessions, executive presentations, demos, and onsite meetings as required
  • Travel to customer locations to support deal progression, executive alignment, and long-term relationship building

What We're Looking For

[Requirements should reflect demonstrated outcomes, not just years of experience.]
  • 5+ years of B2B sales experience, preferably enterprise or mid-market
  • Proven ability to close complex, consultative deals
  • Strong outbound prospecting and pipeline generation skills
  • Experience managing inbound leads alongside outbound efforts
  • Self-starter with strong ownership, accountability, and drive
  • Comfortable engaging multiple stakeholders across an organization
  • Ability and willingness to travel to customer sites as needed

Preferred
  • Experience selling into process manufacturing environments
  • Background in manufacturing, food & beverage, industrial, or operational software
  • Experience partnering with Customer Success for account expansion
  • Familiarity with operational, plant-floor, or compliance-driven use cases

Why Join Us
You'll have the opportunity to drive some of the most critical transformation initiatives in our company's history. This is a highly visible role working directly with senior leadership to shape the future operating model of CAI. You'll bring clarity, discipline, and execution focus to complex cross-functional programs while gaining exposure across every function of the business.

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