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.

We’re not your traditional audit firm — we’re 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 2,000 clients across the Americas, EMEA, and APAC.

If you’re a driven sales professional who thrives on building relationships, driving growth, and being part of a high-performance global team — this is your opportunity to sell trust, innovation, and impact with one of the most exciting firms in the audit industry.

Role Overview

We are seeking a results-driven, hands-on Vice President of Sales to lead and scale our revenue organization as we move upmarket from SMB into mid-market and Enterprise. This role owns new business growth while building a disciplined, scalable sales motion that aligns Sales, Customer Success, and Business Development.

The ideal candidate has successfully led inside sales teams, closed complex enterprise deals, and partnered cross-functionally to drive long-term, repeatable growth.

Key Responsibilities:

Strategic Growth & Enterprise Expansion

• Lead the transition from SMB-focused sales to mid-market and Enterprise customers
• Develop and execute sales strategies aligned with company growth objectives
• Drive complex, multi-stakeholder enterprise sales cycles

Sales Leadership & Team Development

• Lead, hire, coach, and scale high-performing inside sales teams
• Establish clear performance metrics, KPIs, and forecasting discipline
• Build a culture of accountability, execution, and continuous improvement

New Business & Revenue Ownership

• Own new logo acquisition and overall revenue growth
• Personally engage in high-impact enterprise deals as needed
• Ensure strong pipeline generation, deal progression, and close rates

Customer Success & Retention Alignment

• Partner closely with Customer Success Managers (CSMs) to support retention, renewals, and expansion
• Ensure smooth handoffs from sales to post-sale teams
• Align sales strategies with long-term customer value

Business Development & Cross-Functional Collaboration

• Work closely with Business Development to expand pipeline and strategic opportunities
• Collaborate with Marketing, Product, and Leadership to refine go-to-market strategy
• Use customer feedback and market insights to inform positioning and sales execution

Sales Operations & Optimization

• Build and refine scalable sales processes from lead qualification through close
• Analyze performance data to drive forecasting, decision-making, and reporting
• Manage sales planning, territory design, and resource allocation
  
  

Experience & Qualifications

• Proven experience scaling a sales organization from SMB to Enterprise
• Demonstrated success selling complex, high-value B2B solutions with longer sales cycles
• Experience leading inside sales teams focused on outbound and inbound new business
• Strong background working with or alongside Customer Success and Business Development teams
• Track record of building a predictable pipeline and revenue growth
• Experience in Audit, Risk, Compliance, or GRC sales is a strong plus

Skills & Attributes

• Strong executive presence and sales leadership credibility
• Highly analytical and data-driven decision maker
• Strategic thinker with a hands-on, execution-focused mindset
• Motivational, influential leader who develops strong teams
• Excellent problem-solving and customer-centric approach
• Organized, disciplined, and adaptable to evolving market trends

Privacy Notice CCPA:

• Insight Assurance shares your personal data/information with Greenhouse recruiting because this is the tool we use for the recruitment process.
• 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: [email protected] or submit a request via mail at 400 N Tampa St. 15th Floor Suite 122, Tampa, FL 33602

Privacy Notice GDPR:

This notice informs you about the categories of Personal Data/ Information and the Purpose and Scope of Processing Activities to be undertaken by Insight Assurance (we, us, our), under its job application and recruitment process.

We resort to Greenhouse.com 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 Greenhouse.com 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 Greenhouse.com) 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;
• Rectification – you can rectify your Personal Data at anytime