Strategic Enterprise Account Executive

3 days, 11 hours ago
Full-time
Senior
Sales and Business Development
Insight Assurance

Insight Assurance

Insight Assurance specializes in providing expert-led security assessments and compliance strategies to help businesses mitigate cyber risks and achieve regulatory compliance in an evolving threat landscape.

Diversified Financial Services
11-50
Founded 2019

Description

  • Own named enterprise accounts and greenfield opportunities across healthcare, financial services, technology, defense, and government contracting.
  • Manage complex 6–18-month sales cycles, including multi-stakeholder engagement, MSAs, and multi-year contract negotiations.
  • Build trusted relationships with CISOs, CTOs, CFOs, and compliance leaders across buying committees.
  • Develop account intelligence on client structures, compliance obligations, risk priorities, and strategic outcomes.
  • Position compliance and audit services through consultative discovery and executive-level business cases.
  • Identify account expansion opportunities across service lines, business units, subsidiaries, renewals, and multi-year compliance roadmaps.
  • Partner with BDRs on territory strategy, outbound prioritization, and enterprise engagement.
  • Maintain accurate CRM records, weekly opportunity updates, and timely forecasts.
  • Provide market and competitive feedback to practice leaders, marketing, and sales leadership.
  • Meet revenue, pipeline, win-rate, self-sourcing, and sales-cycle performance targets.

Requirements

  • 5+ years of B2B sales experience, including at least 3 years in enterprise or strategic accounts with a $1M+ ARR quota.
  • Track record of managing strategic or enterprise accounts and closing complex, multi-stakeholder deals with 6–18-month sales cycles.
  • Experience negotiating MSAs and multi-year contracts.
  • Ability to build and sustain executive relationships with CISO, CTO, CFO, and VP-level stakeholders.
  • Experience in both prospecting/hunting and closing sales roles.
  • Background selling professional services, cybersecurity, compliance, SaaS, or audit and assurance solutions to enterprise or mid-market customers preferred.
  • Knowledge of SOC 2, ISO 27001, or FedRAMP and the ability to discuss compliance solutions with buyers.
  • Strong consultative selling, discovery, presentation, and business-case development skills for technical and executive audiences.
  • Proficiency with CRM platforms such as HubSpot or Salesforce and disciplined pipeline management and forecasting practices.
  • Self-directed ability to manage a complex territory and concurrent opportunities; bachelor's degree in a related field, Big 4/cybersecurity consultancy/compliance automation background, executive network in regulated sectors, and English/Spanish bilingual ability are preferred.

Benefits

  • Competitive base salary aligned with enterprise sales experience and market benchmarks.
  • Quarterly performance bonuses tied to pipeline generation and revenue milestones.
  • Paid time off and paid holidays.
  • Professional development budget for certifications, sales training, and conferences.
  • 100% remote work with a globally distributed team.

Interested in this position?

Apply directly on the company website

Apply Now

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