
Principal Account Executive
Posted 5 days ago

Posted 5 days ago
This is a fully remote position, open to applicants in Colorado, +9 more states.
• Drive the acquisition of new logos and expand revenue within heavily regulated sectors.
• Manage the complete enterprise sales lifecycle from strategic targeting to technical evaluations and contract negotiations.
• Present enterprise information governance, AI compliance, risk management, and cybersecurity SaaS solutions to C-suite and executive stakeholders.
• Oversee and close strategic enterprise pipelines to achieve or surpass quarterly and annual ARR objectives.
• Cultivate trusted-advisor relationships with executive stakeholders, including Chief Compliance Officers, CIOs, CISOs, General Counsels, and Chief Risk Officers.
• Lead intricate, long-cycle enterprise sales processes that involve technical assessments, security reviews, and legal/procurement negotiations.
• Collaborate with Solutions Engineers, Product, and Marketing teams on tailored account-based sales initiatives.
• Conduct discovery sessions and present business cases that illustrate ROI, risk mitigation, and regulatory compliance.
• Maintain an organized, data-driven Salesforce pipeline and deliver weekly/monthly revenue forecasts.
• 10+ years of direct enterprise software (SaaS) sales experience with quota responsibility.
• 5+ years of experience selling enterprise archiving or communications surveillance solutions.
• Proven track record of exceeding $1-$2M+ ARR quotas and closing complex enterprise-level deals.
• Demonstrated success in selling to complex, highly regulated industries such as Finance, Healthcare, and Legal.
• Exceptional verbal, written, and presentation skills.
• Ability to independently manage a complex pipeline in a fully remote setting.
• Preferred: Extensive experience with Salesforce, Oracle CRM, HubSpot, Gong, LinkedIn Sales Navigator, ZoomInfo, Outreach, or Salesloft.
• Strong expertise in navigating corporate legal frameworks, enterprise MSAs, and DPAs.
• Annual bonus eligibility.
• Sales incentives based on applicable plans, roles, and individual performance.
• Healthcare benefits.
• Life insurance.
• Disability benefits.
• 401(k) plan with company match.
Vobi (YC W22)
Pitney Bowes
Pitney Bowes
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