Strategic Enterprise Account Executive

Insight Assurance is a global audit firm on a mission to transform how organizations achieve cybersecurity and compliance. Founded by former Big 4 (EY) professionals we deliver next-generation audit services across SOC 2 ISO 27001 PCI DSS (QSA) HITRUST CMMC (C3PAO) and FedRAMP (3PAO) frameworks.

Were not your traditional audit firm were tech-enabled leveraging compliance automation and advanced collaboration tools to make audits faster smarter and more impactful for our clients.

Recognized on the Inc. 5000 and Fast 50 lists Insight Assurance is one of the fastest-growing global audit firms with 170 professionals supporting nearly 2000 clients across the Americas EMEA and APAC.

Role Overview

This is a strategic consultative enterprise sales role not a transactional one. Youll own a portfolio of named enterprise accounts and greenfield opportunities across key verticals (healthcare financial services technology DoD/DIB government contracting) running complex 618-month sales cycles and building C-suite relationships that generate long-term multi-service revenue. You know the compliance landscape command a boardroom and close enterprise deals that others cant.

• The Enterprise Track Record: You must have spent 5 years managing strategic/enterprise accounts and carrying a $1M ARR quota.
• Complex Deal Execution: You need to prove you can survive and win 618-month sales cycles navigate multi-stakeholder corporate mazes and handle the legal/procurement grind (MSAs multi-year commitments).
• Executive Presence: You must be able to pitch directly to the C-suite and VPs translating complex compliance solutions into business value.
• High Autonomy: You are running your territory like a business owner and are able to do it from scratch.

• 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 Assurances services to each clients strategic outcomes.
• Maintain executive visibility and preference throughout long procurement timelines; map and manage champions influencers and economic buyers within every target account.

• The Domain Expertise: Background in SOC 2 ISO 27001 or FedRAMP. If you already know how to talk to compliance buyers and understand security frameworks you save them months of training.
• Industry Network: An existing rolodex of executive contacts in high-security high-regulation sectors like Healthcare Finance Tech or Defense.
• The Pedigree: Coming from a Big 4 firm a cybersecurity consultancy or a compliance automation company makes you a plug-and-play hire.
• The Multiplier: Bilingual English/Spanish skills to unlock their expanding Latin American/Americas territory.

• Identify and pursue expansion opportunities within named accounts additional service lines new business units subsidiary orgs and multi-year renewals.
• Develop account growth plans mapping whitespace multi-year compliance roadmaps and cross-sell opportunities across the IA portfolio.

• Partner with BDRs on territory strategy outbound prioritization and enterprise engagement coaching.
• Maintain rigorous CRM hygiene all enterprise activity logged opportunities updated weekly forecasts submitted on time.
• Provide structured market and competitive feedback to practice leaders marketing and sales leadership.
  
  

Annual Recurring Revenue (ARR) Quota: $500K per quarter / $2M annually

Pipeline Coverage Ratio: 3x4x of quarterly quota in qualified pipeline at all times

Average Deal Size: $10K

Sales Cycle Management: Disciplined stage progression with 30-day average time between stage advances

Win Rate (Qualified Enterprise Opportunities): 25%

CRM Accuracy: 100% of active opportunities updated weekly; forecast submitted on time

Hunting: Minimum 20% of pipeline self-sourced

Required Qualifications

• 5 years of B2B sales experience with a minimum of 3 years in an enterprise or strategic accounts role carrying a quota of $1M ARR.

• Demonstratedtrack recordof closing complex multi-stakeholder enterprise deals with 618 monthsales 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 accountsstronglypreferred.

• Strong consultative selling skills you lead with discovery connect deeply to business outcomes and build compelling business cases for senior decision-makers.

• Excellent communication and presentation skills able to command a boardroom simplify complex compliance concepts and tailor messaging to both technical and executive audiences.

• Highly proficient in CRM platforms (HubSpot Salesforce or equivalent) and enterprise sales tools;disciplinedapproach to pipeline management and forecasting.

• Self-directed organized and accountable able to manage a complex enterprise territory and multiple concurrent opportunities with minimal oversight.

• Bachelors degree in Business Communications Marketing or a related field preferred

• Competitive base salarycommensuratewith enterprise sales experience and market benchmarks.
• Quarterly performance bonuses tied to pipeline generation and revenue milestones.

• 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 recognized on the Inc. 5000 and Fast 50 lists.

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• Insight Assurance does not sell personal data/information under any circumstances.
• You may exercise your rights under personal data protection legislation by reaching out to us via: or submit a request via mail at 400 N Tampa St. 15th Floor Suite 122 Tampa FL 33602

Privacy Notice GDPR:

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We resort to as the platform that supports our recruitment process and therefore your Personal Data/ Information will be Processed on this tool (hosted shared with cross-referenced accessed by our team); we have in place contractual terms and the commitment of that ensures the Security and Confidentiality plus Purpose limitation with regards to the Processing of your Personal Data.

When you reply to one of your job postings you voluntarily and freely submit your Personal Data to us; this allied with the fact that the Processing by us (and over ) of that Personal Data has the sole Purpose of validating your application and proceeding with the inherent scrutiny and decision allows us to argue having Legitimate Interest as the applicable Legal Basis to undertake the Processing of your Personal Data under this scope.

We are a U.S. based company hence some or all Personal Data pertaining to you will be hosted in the U.S.

The categories of Personal Data under Processing consist of:

• Identification
• Contact
• Education and Professional
• Interview performance
• Evaluation

You may exercise several Rights as determined under applicable Personal Data Protection legislation in short:

• Right of Access meaning getting information about the Personal Data under Processing by us except for the information you already know;
• Right of Erasure you may ask for us to erase all Personal Data pertaining to you under Processing; this may imply you being excluded from the recruitment process for without information we cannot proceed with it;
• Right of Opposition or Restriction of Processing you may ask us to stop some Processing or restrict the Processing of some Personal Data this may imply you being excluded from the recruitment process at our sole discretion also for without information we cannot proceed with it;
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Required Experience:

IC