Enterprise Account Executive
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Job Description
Enterprise Account Executive expanding strategic accounts and winning complex SaaS deals. Selling UpKeep’s AI-powered maintenance software to modernize asset operations.
Responsibilities:
- Own a defined book of UpKeep's largest and most strategic accounts
- Drive expansion, upsell, and multi-site or enterprise-wide adoption within named customer accounts
- Partner with Customer Success Managers on joint account plans, whitespace identification, and commercial growth
- Develop and maintain executive relationships
- Build and manage expansion opportunity pipelines to meet growth quotas
- Own a focused list of strategic prospects and drive new-logo acquisition through account-based selling
- Partner with Business Development Representatives and Marketing on coordinated, multi-touch outbound plays
- Engage economic buyers, champions, and technical stakeholders across buying committees
- Build pipeline to achieve new-business quota targets
- Conduct account research and deliver tailored, consultative, executive-level product demonstrations
- Own complex contract negotiations and close deals before handoff to Customer Success and Implementation
- Develop product, industry, and competitive expertise and articulate differentiated value propositions and business cases
- Maintain accurate pipeline, activity, forecast, and account intelligence records in Salesforce
- Forecast against assigned account metrics and prepare account and pipeline reports
- Collaborate cross-functionally to identify and grow territory opportunities
- Own personal and departmental targets and communicate progress on quarterly initiatives
- Contribute to and codify the enterprise sales playbook
Requirements:
- 5+ years of B2B SaaS sales experience (60+ months)
- Track record in large account selling
- Success owning complex, multi-stakeholder deals with larger ACVs ($100K+) and longer sales cycles
- Experience selling into and expanding large, multi-site organizations
- Comfort engaging at the executive level
- Proven track record of meeting or exceeding quota and earning strong customer trust
- Comfort operating in an undefined, greenfield environment
- Proficiency with CRM applications such as Salesforce
- Ability to leverage AI to manage workload and increase output
- Experience with modern sales tooling such as Gong, Outreach, or ZoomInfo is a plus
- Strong account-based selling, territory planning, and pipeline generation skills
- Consultative, value-based selling and ability to build and defend a business case to senior stakeholders
- Excellent written and verbal communication
- Strong organization, follow-up, and attention to detail
- Ability to work independently and cross-functionally in a dynamic, fast-paced environment
- Maintenance, Manufacturing, and Facilities industry experience is a strong plus
- Bachelor's Degree or equivalent experience is a plus
Benefits:
- Competitive benefits
- Equity and meaningful ownership
- Remote-first work
- Support for health, focus, and long-term growth
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