Principal Account Executive

Cloud Software Group, LLC; New York (NY); Remote; USD 500,000 - 1,000,000; Full time

Job summary

Cloud Software Group is seeking a Principal Account Executive for remote, national coverage in the United States. You will own the full sales lifecycle from targeting to contract negotiations, selling enterprise-grade information governance, AI compliance, risk management, and cybersecurity SaaS solutions to C-suite buyers.

You will engage with executives, orchestrate multi-stakeholder deals of $500K–$1M+ ARR, and collaborate with Solutions Engineers, Product, and Marketing to run tailored ABM

Qualifications

• 10+ years of quota-carrying, direct enterprise software (SaaS) sales experience required.
• Proven track record of closing $1M+ ARR enterprise deals in regulated industries preferred.
• Strong communication skills with experience engaging C-suite stakeholders.

Responsibilities

• Own end-to-end sales lifecycle from prospecting to contract negotiation.
• Identify and engage executive sponsors including CIOs, CISOs, CROs, GC.
• Lead complex multi-stakeholder deals ($500K–$1M+ ARR) with security and legal reviews.
• Collaborate with Solutions Engineers, Product, and Marketing for ABM campaigns into Fortune 500 prospects.
• Demonstrate ROI and regulatory compliance through value-based selling and business cases.
• Maintain a clean, data-driven Salesforce pipeline with accurate revenue forecasts.

Skills

Enterprise SaaS sales

ARR quota attainment

C-suite engagement

Strategic account planning

Remote enterprise selling

Tools

Salesforce

Gong

LinkedIn Sales Navigator

Salesloft/Outreach

Job description

Position Summary

Arctera is seeking an elite, highly motivated Principal Account Executive to drive net-new logo acquisition and revenue expansion across highly regulated industries (Financial Services, Healthcare, Pharma, Energy, and Government).

In this strategic role, you will own the entire end-to-end sales lifecycle-from initial strategic targeting through complex technical evaluations to final contract negotiation. You will be responsible for positioning Arctera's enterprise-grade information governance, AI compliance, risk management, and cybersecurity SaaS solutions directly to C-suite and executive buyers.

Key Responsibilities

• Full-Cycle Revenue Ownership: Own, manage, and close a highly strategic enterprise pipeline to consistently meet or exceed quarterly and annual ARR targets.
• C-Suite Engagement: Identify, engage, and build trusted-advisor relationships with key executive stakeholders, including Chief Compliance Officers, CIOs, CISOs, General Counsels, and Chief Risk Officers.
• Complex Deal Orchestration: Lead multi-stakeholder, long-cycle enterprise sales processes ($500K-$1M+ ARR) involving rigorous technical assessments, security reviews, and legal/procurement negotiations.
• Strategic Account Planning: Collaborate with Solutions Engineers, Product, and Marketing teams to execute highly customized account-based sales campaigns into Fortune 500 prospects.
• Value-Based Selling: Conduct deep discovery and deliver tailored, high-impact business cases demonstrating ROI, risk mitigation, and regulatory compliance (e.g., SEC, FINRA, GDPR).
• Accurate Forecasting: Maintain an exceptionally clean, data-driven sales pipeline and provide accurate weekly/monthly revenue forecasts within Salesforce.

Required Qualifications

• 10+ years of quota-carrying, direct enterprise software (SaaS) sales experience. 5+ years selling enterprise archiving or communications surveillance solutions.
• Proven Track Record: A documented history of overachieving $1M+ ARR quotas and closing complex enterprise-grade deals.
• Regulated Industry Experience: Demonstrated success selling into complex, highly regulated verticals (e.g., Finance, Healthcare, Legal).
• Exceptional Communication: World-class verbal, written, and presentation skills with a natural ability to command a room of executive decision-makers.
• Independent Execution: Highly disciplined, self-motivated, and capable of managing a complex pipeline autonomously in a fully remote environment.

Preferred Qualifications

• Domain Expertise: Prior experience selling information governance, regulatory compliance, data archiving, eDiscovery, or cybersecurity solutions.
• Advanced Tech Stack Proficiency: Deep experience leveraging CRM and sales enablement tools:
  • Salesforce / Oracle CRM / HubSpot
  • Gong, LinkedIn Sales Navigator
  • ZoomInfo, Outreach / Salesloft
• Contract Negotiation: Strong expertise navigating complex corporate legal structures, enterprise master service agreements (MSAs), and data processing agreements (DPAs).

Desired Competencies

• Enterprise Closing: Proven ability to drive complex contracts across the finish line.
• Value & Solution Selling: Selling on business outcomes and ROI rather than features.
• Executive Presence: Ability to establish immediate credibility with C‑Suite leaders.
• Strategic Prospecting: Self-sourcing enterprise pipeline alongside BDR support.
• Advanced Negotiation: Navigating procurement, legal objections, and pricing structures.
• Analytical Thinking: Evaluating complex customer environments to align technical solutions.
• Resilience & Grit: High emotional intelligence, tenacity, and stamina to win long, competitive sales cycles.

Compensation may vary depending on your location, qualifications including job-related education, training, experience, licensure, and certification, that could result at a level outside of these ranges. Certain roles are eligible for additional rewards, including annual bonus, and sales incentives depending on the terms of the applicable plan and role as well as individual performance.

CA generally ranges: $1-$100,000,000

All other locations fall under our General State range: $147,109-$220,663

Benefits may vary depending on the nature of your employment with Cloud Software Group and the country where you work. U.S. based employees are typically offered access to healthcare, life insurance and disability benefits, 401(k) plan and company match, among others. This requisition has no specific deadline for completion.

About Us:

Cloud Software Group is one of the world's largest cloud solution providers, serving more than 100 million users around the globe. When you join Cloud Software Group, you are making a difference for real people, each of whom count on our suite of cloud-based products to get work done – from anywhere. Members of our team will tell you that we value passion for technology and the courage to take risks. Everyone is empowered to learn, dream, and build the future of work. We are on the brink of another Cambrian leap – a moment of immense evolution and growth. And we need your expertise and experience to do it. Now is the perfect time to move your skills to the cloud.

Cloud Software Group is firmly committed to Equal Employment Opportunity (EEO) and to compliance with all federal, state and local laws that prohibit employment discrimination. All qualified applicants will receive consideration for employment without regard to age, race, color, creed, sex or gender, sexual orientation, gender identity, gender expression, ethnicity, national origin, ancestry, citizenship, religion, genetic carrier status, disability, pregnancy, childbirth or related medical conditions (including lactation status), marital status, military service, protected veteran status, political activity or affiliation, taking or requesting statutorily protected leave and other protected classifications.

If you need a reasonable accommodation due to a disability during any part of the application process, please contact us via the Bridge portal for assistance.