Remote Strategic Enterprise Account Executive, Regulated Industries

Cloud Software Group; Connecticut; Remote; USD 147,000 - 221,000; Full time

Benefits offered by this job

Healthcare benefits

401(k) with company match

Remote work opportunity

Performance-based bonus

Job summary

Cloud Software Group is seeking a Principal Account Executive to drive net-new logo acquisition and revenue expansion across highly regulated industries, owning the end-to-end sales lifecycle from targeting to contract negotiation.

The role targets multi-stakeholder deals in the $500K-$1M+ ARR range, engaging C-suite buyers, and collaborating with Solutions Engineers, Product, and Marketing to accelerate revenue for Fortune 500 prospects with a focus on ROI and regulatory compliance.

Qualifications

• 10+ years of quota-carrying, direct enterprise software (SaaS) sales experience.
• 5+ years selling enterprise archiving or communications surveillance solutions.
• Documented history of overachieving $1M+ ARR quotas and closing complex enterprise-grade deals.
• Demonstrated success selling into complex, highly regulated verticals.
• World-class verbal, written, and presentation skills with executive-level presence.
• Ability to work autonomously in a fully remote environment.

Responsibilities

• Own end-to-end enterprise sales lifecycle from targeting to contract.
• Engage C-suite and executive stakeholders.
• Lead multi-stakeholder deals ($500K-$1M+ ARR) with security reviews and legal/procurement.
• Collaborate with Solutions Engineers, Product, Marketing on ABM campaigns to Fortune 500 prospects.
• Deliver ROI-focused business cases and demonstrate compliance benefits.
• Maintain a data-driven pipeline and forecast in Salesforce.

Skills

Enterprise SaaS sales

Executive engagement

Quota attainment >$1M ARR

Regulated industry experience

Communication skills

Independent execution

Tools

Salesforce

Oracle CRM

HubSpot

Gong

LinkedIn Sales Navigator

ZoomInfo

Outreach

Salesloft

Job description

Cloud Software Group is seeking a Principal Account Executive to drive net-new logo acquisition and revenue expansion across highly regulated industries, owning the end-to-end sales lifecycle from targeting to contract negotiation.

The role targets multi-stakeholder deals in the $500K-$1M+ ARR range, engaging C-suite buyers, and collaborating with Solutions Engineers, Product, and Marketing to accelerate revenue for Fortune 500 prospects with a focus on ROI and regulatory compliance.