AI-Powered Enterprise Account Executive — Asset Operations

Upkeep; Northern (KY); Hybrid; USD 120,000 - 240,000; Full time

Job summary

UpKeep, the leading AI-first Asset Operations Management platform, seeks an Enterprise Account Executive to own a defined book of strategic accounts and drive multi-site expansion across large, multi-stakeholder opportunities. You will lead executive engagements, orchestrate account-based outbound, and close high-value deals with long cycles.

You will partner with Customer Success and Marketing to build coordinated strategies, manage complex negotiations, and deliver quantified business value.

Qualifications

• 5+ years of B2B SaaS sales experience with large account selling.
• Proven track record in multi-stakeholder deals with large ACVs and long sales cycles.
• Experience selling into and expanding large, multi-site organizations; executive engagement.
• Consistent achievement of quota and high customer trust.
• Comfort working in a greenfield environment where processes are evolving.
• Maintenance, Manufacturing, and Facilities industry experience is a plus.
• Bachelor’s Degree or equivalent experience is a plus.

Responsibilities

• Own a defined list of strategic accounts and drive expansion and multi-site adoption.
• Collaborate with Customer Success to build joint account plans and identify whitespace.
• Develop executive relationships to elevate UpKeep to an enterprise standard.
• Build a pipeline that meets growth quotas within the customer base.
• Land new-logo prospects via account-based outbound and Marketing collaboration.
• Lead multi-thread engagements across buying committees with economic buyers and technical stakeholders.
• Deliver tailored, executive-level product demonstrations tied to business outcomes.
• Negotiate complex contracts and hand off to Customer Success post-close.
• Maintain disciplined Salesforce records and accurate forecasts.
• Contribute to an enterprise playbook to codify scalable processes.

Skills

Account-based selling

Territory planning

Pipeline generation

Consultative selling

Executive communication

Organization & follow-up

Independent work

Education

Bachelor's Degree or equivalent experience

Tools

Salesforce

Gong

Outreach

ZoomInfo

Job description

UpKeep, the leading AI-first Asset Operations Management platform, seeks an Enterprise Account Executive to own a defined book of strategic accounts and drive multi-site expansion across large, multi-stakeholder opportunities. You will lead executive engagements, orchestrate account-based outbound, and close high-value deals with long cycles.

You will partner with Customer Success and Marketing to build coordinated strategies, manage complex negotiations, and deliver quantified business value.