Chief Revenue Officer

Flosum · Remote · US only

US onlySeniorOpen 7 weeksCheck carefully

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Posted on Flosum's own careers page on 10 September 2026. You apply directly with the company.

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About the job

The Opportunity

We are a bootstrapped, profitable enterprise SaaS company at $30M ARR with a clear trajectory to $100M. We have built the only 100% natively-architected platform in our ecosystem for DevSecOps, Data Protection, and Security—serving Fortune 500 enterprises across regulated industries including financial services, healthcare, government, and hospitality. Our customer base includes household-name brands, and our five-product portfolio creates significant expansion and cross-sell opportunity.

We are not looking for a CRO who will spend six months “assessing the landscape.” We need a proven operator who has personally scaled a SaaS business from $20–40M to $100M+ ARR, who understands that profitable growth is non-negotiable, and who can build and execute a revenue engine that compounds quarter over quarter. This is a company built by missionaries, not mercenaries—and we expect the same from our CRO.

The Product Portfolio

Our platform consists of five integrated product lines, all built 100% natively within the Salesforce ecosystem. This native architecture is a core competitive differentiator—no external servers, no third-party middleware, no security exposure points:

  • DevOps — End-to-end release management, version control, CI/CD, and automated deployments for Salesforce environments. Designed for enterprise-scale complexity with full audit trails and compliance controls.
  • Backup & Archive — Complete data protection with automated backup scheduling, granular recovery, and intelligent archival capabilities that help enterprises manage data lifecycle and reduce storage costs.
  • Trust Center (Security & Compliance) — Proactive security scanning, vulnerability detection, and compliance monitoring that gives regulated enterprises real-time visibility into the health and security posture of their Salesforce environments.
  • Data Seeding — Intelligent test data management that enables enterprises to create realistic, anonymized datasets for sandbox and development environments without exposing production data.
  • DevOps for Veeva — Purpose-built release management for life sciences organizations running Veeva CRM on the Salesforce platform, addressing the unique regulatory and validation requirements of pharmaceutical and biotech companies.

The company has also integrated AI-powered capabilities into the platform, enabling intelligent automation across the DevOps lifecycle. The multi-product portfolio creates a powerful land-and-expand motion: the average deal size is increasing, and the cross-sell opportunity across the five product lines is substantial and largely untapped.

Requirements

Core Responsibilities

Revenue Strategy & Execution

  • Own the full revenue number: new business, expansion, renewal, and retention across all segments (Enterprise, Mid-Market, and emerging PLG).
  • Design and execute the go-to-market strategy to scale from $30M to $100M ARR within 3–4 years while maintaining profitability.
  • Build and operationalize a quarterly planning cadence with bottoms-up forecasting, pipeline coverage models, and segment-level unit economics tracking.
  • Establish minimum deal size thresholds and systematically prune low-value accounts that dilute team capacity and drag down margins.
  • Drive cross-sell and upsell motions across the five-product portfolio, increasing average contract value and multi-product adoption rates.

Pipeline & Demand Generation

  • Build a scalable, multi-channel demand generation engine spanning outbound prospecting, content marketing, digital campaigns, events, partner referrals, and product-led growth.
  • Own pipeline coverage ratios and ensure 3–4x pipeline-to-quota coverage at all times across segments.
  • Implement rigorous pipeline inspection and deal management processes with weekly forecasting reviews, stage-gate criteria, and data-driven coaching.
  • Personally engage in strategic pipeline development for enterprise accounts, including executive-to-executive relationship building.

Product-Led Growth & Innovation

  • Design and execute a PLG motion that creates a self-service entry point into the platform, converting free or low-cost users into enterprise contracts.
  • Build the instrumentation, analytics, and product-sales handoff processes required to identify and convert PLG-qualified leads into sales-assisted opportunities.
  • Develop innovative go-to-market strategies that differentiate the company from competitors relying on traditional sales motions, including community-led growth and ecosystem-based strategies.

Enterprise Sales & Large Deal Execution

  • Personally lead and close strategic enterprise deals with Fortune 500 accounts, particularly in regulated industries with complex procurement and compliance requirements.
  • Penetrate large enterprise accounts through multi-threaded relationships, executive sponsorship, and value-based selling that ties platform outcomes to business-critical KPIs.
  • Build and manage a structured enterprise deal process including discovery frameworks, mutual close plans, executive business reviews, and competitive displacement playbooks.
  • Develop an account-based strategy for the top 50 target accounts with dedicated pursuit plans, relationship maps, and executive engagement cadences.

Customer Retention & Expansion

  • Drive gross revenue retention from current levels to 92%+ through proactive customer health monitoring, risk identification, and executive intervention processes.
  • Own the net revenue retention number, targeting 110%+ through systematic expansion and cross-sell into the installed base.
  • Establish executive-level relationships with top accounts, ensuring strategic alignment and long-term partnership positioning.
  • Implement a structured customer lifecycle management process from onboarding through renewal, with clear ownership, milestones, and escalation paths.

Global Team Leadership

  • Lead and scale a global revenue organization encompassing Sales (Enterprise and Mid-Market),

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