Strategic Enterprise Account Executive

cloud software group; United States; Remote; USD 147,000 - 221,000; Full time

Benefits offered by this job

Healthcare benefits

Life insurance

Disability benefits

401(k) with company match

Job summary

Cloud Software Group is seeking an elite Principal Account Executive to drive net-new logos and ARR expansion across regulated industries. You will own the entire sales lifecycle from targeting through complex evaluations to contract negotiations, engaging C-suite buyers and influencing decisions.

In this fully remote role, you will lead multi-stakeholder deals typically ranging from $500K to $1M+ ARR, collaborate with solutions engineers, and craft ROI-based business cases highlighting

Qualifications

• 10+ years of quota-carrying, direct enterprise software (SaaS) sales experience.
• Proven track record of overachieving $1M+ ARR quotas and closing complex enterprise-grade deals.
• Regulated industry experience selling into Finance, Healthcare, Legal sectors.
• Exceptional communication skills with ability to command executive decisions.
• Independent execution in a fully remote environment.

Responsibilities

• Full-Cycle Revenue Ownership: manage and close a strategic enterprise pipeline to meet ARR targets.
• C-Suite Engagement: build trusted relationships with CIOs, CISOs, CCOs, GC, CROs.
• Lead complex multi-stakeholder deals ($500K-$1M+ ARR) with security reviews and legal/procurement negotiations.
• Collaborate with Solutions Engineers, Product, Marketing for account-based campaigns into Fortune 500 prospects.
• Deliver ROI and regulatory compliance-focused business cases demonstrating risk mitigation.
• Maintain clean data-driven forecasts in Salesforce.

Skills

Enterprise software sales

Quota attainment

Executive engagement

Independent remote selling

Education

Bachelor's degree in a relevant field

Tools

Salesforce

Oracle CRM

HubSpot

Gong

LinkedIn Sales Navigator

ZoomInfo

Outreach / Salesloft

Job description

Cloud Software Group is seeking an elite Principal Account Executive to drive net-new logos and ARR expansion across regulated industries. You will own the entire sales lifecycle from targeting through complex evaluations to contract negotiations, engaging C-suite buyers and influencing decisions.

In this fully remote role, you will lead multi-stakeholder deals typically ranging from $500K to $1M+ ARR, collaborate with solutions engineers, and craft ROI-based business cases highlighting