Strategic Account Executive - US Remote

Insight Assurance

16h • Remote

About The Position

Insight Assurance is a global audit firm focused on transforming cybersecurity and compliance services. Founded by former Big 4 professionals, the firm offers services in SOC 2, ISO 27001, PCI DSS, HITRUST, CMMC, and FedRAMP. They utilize technology to make audits more efficient and impactful. Insight Assurance is recognized as a fast-growing firm with over 170 professionals serving nearly 2,000 clients globally. This role is a strategic, consultative enterprise sales position responsible for managing a portfolio of named accounts and new opportunities within key verticals. The role involves complex sales cycles of 6-18 months, building C-suite relationships, and generating long-term, multi-service revenue. The ideal candidate understands the compliance landscape, can command a boardroom, and excels at closing enterprise deals.

Requirements

• 4+ years of B2B sales experience, with a minimum of 3 years in an enterprise or strategic accounts role carrying a quota of $1M+ ARR.
• Demonstrated track record of closing complex, multi-stakeholder enterprise deals with 6–18 month sales cycles — including MSA and multi-year contract negotiation.
• Proven ability to build and sustain executive-level relationships (CISO, CTO, CFO, VP-level) across large organizations and navigate complex buying committees.
• Experience in both hunting and closing roles.
• Experience selling professional services, cybersecurity, compliance, SaaS, or audit/assurance solutions into enterprise or mid-market accounts strongly preferred.
• Strong consultative selling skills — leading with discovery, connecting deeply to business outcomes, and building compelling business cases.
• Excellent communication and presentation skills — able to command a boardroom, simplify complex compliance concepts, and tailor messaging.
• Highly proficient in CRM platforms (HubSpot, Salesforce, or equivalent) and enterprise sales tools; disciplined approach to pipeline management and forecasting.
• Self-directed, organized, and accountable — able to manage a complex enterprise territory and multiple concurrent opportunities with minimal oversight.
• Bachelor's degree in Business, Communications, Marketing, or a related field preferred.

Nice To Haves

• Familiarity with cybersecurity compliance frameworks — SOC 2, ISO 27001, PCI DSS, HITRUST, CMMC, or FedRAMP — and the ability to engage credibly with compliance buyers.
• Existing executive-level relationships in healthcare, financial services, technology, or defense/government contracting sectors.
• Experience managing enterprise RFP and RFI processes, including coordination across internal technical, legal, and pricing stakeholders.
• Familiarity with account-based marketing (ABM) approaches and experience working closely with Marketing on named account campaigns.
• Prior experience at a Big 4, national audit firm, cybersecurity consultancy, or compliance automation company.
• Bilingual in English and Spanish.

Responsibilities

• Own a named account list and enterprise territory, building and executing account strategies to penetrate high-value targets across assigned verticals.
• Drive the full sales cycle from outreach through close, managing multi-stakeholder opportunities, MSA and SOW negotiation, and multi-year contract terms.
• Consistently achieve and exceed quarterly and annual revenue quotas, maintaining accurate pipeline forecasting and deal-stage discipline in CRM.
• Generate enterprise pipeline through outbound prospecting, executive referrals, partner channels, and industry events.
• Build trusted advisor relationships with CISOs, CTOs, CFOs, and Heads of Compliance, developing multi-threaded engagement across the buying committee.
• Develop deep account intelligence on organizational structure, compliance obligations, and risk priorities, connecting Insight Assurance's services to client strategic outcomes.
• Maintain executive visibility and preference throughout long procurement timelines, mapping and managing champions, influencers, and economic buyers.
• Lead discovery conversations to uncover compliance obligations, audit timelines, multi-framework needs, and risk drivers.
• Position the full IA service portfolio (SOC 2, ISO 27001, PCI DSS, HITRUST, CMMC, FedRAMP, penetration testing) as integrated solutions.
• Coordinate with practice leaders and delivery teams to develop customized proposals, presentations, and RFP/RFI responses.
• Stay current on compliance framework developments and regulatory changes.
• Identify and pursue expansion opportunities within named accounts (additional service lines, new business units, subsidiary orgs, multi-year renewals).
• Partner with Customer Success on executive business reviews and renewal conversations.
• Develop account growth plans mapping whitespace, multi-year compliance roadmaps, and cross-sell opportunities.
• Partner with BDRs on territory strategy, outbound prioritization, and enterprise engagement coaching.
• Collaborate with Marketing on ABM campaigns and enterprise thought leadership.
• Maintain rigorous CRM hygiene, logging all enterprise activity, updating opportunities weekly, and submitting forecasts on time.
• Provide structured market and competitive feedback to practice leaders, marketing, and sales leadership.

Benefits

• Competitive base salary + uncapped performance-based commission.
• Competitive base salary commensurate with enterprise sales experience and market benchmarks.
• Uncapped commission plan — earn on every dollar of closed revenue with accelerators for above-quota performance.
• Quarterly performance bonuses tied to pipeline generation and revenue milestones.
• Flexible Paid Time Off (PTO) and paid holidays.
• Professional development budget — industry certifications, sales training, and conference participation.
• 100% remote work environment with a globally distributed, high-performance team.
• The opportunity to build an enterprise franchise at one of the fastest-growing global audit firms.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior