Company: On Call Computer Solutions LLC
Reports to: President / CEO
Location: Flexible (preferred: hybrid with travel to Tallahassee / Jacksonville / Virginia Beach as needed)
Type: Full-time, executive leadership

Role Summary

The Chief Revenue Officer (CRO) owns revenue growth end-to-end—strategy, pipeline, sales execution, marketing alignment, and customer expansion. This leader will build the systems, team structure, and operating cadence required to scale from a growth-stage business to a $100M+ revenue organization, without creating chaos, margin erosion, or delivery strain.

This is a “builder + operator” role: you will set the strategy, but you’ll also install the playbook, coach leaders, and drive measurable outcomes.

What Success Looks Like (First 12–18 Months)

Predictable, measurable revenue engine with clear funnel metrics and accountability.
Increased qualified pipeline and improved conversion rates.
Shorter sales cycles and improved win rates through better qualification and sales process.
Improved retention and expansion motions (QBRs, upsell/cross-sell, renewals discipline).
Strong alignment across Sales, Marketing, and Operations so growth is deliverable and profitable.

Key Responsibilities

Revenue Strategy & Planning
Own annual/quarterly revenue plan: targets, segmentation, ICP, capacity model, and budget assumptions.
Define pricing/packaging strategy (MSP bundles, compliance offerings, projects) to protect margin and increase ARPA/ARPU.
Create a repeatable go-to-market (GTM) strategy for new markets, verticals, or services.

Sales Leadership (New Business)

Lead the entire sales org: SDR/BDR, Account Executives, Sales Ops (as applicable).
Build and enforce a consistent sales process (qualification, discovery, proposal, close).
Install forecasting discipline and pipeline hygiene in CRM.
Coach and develop sales leadership; hire as needed.

Marketing Alignment (Demand Gen)

Partner with marketing to define lead targets, channel strategy, and campaign calendar.
Ensure clear lead definitions (MQL/SQL), routing rules, and feedback loops.
Measure and improve CAC efficiency, lead-to-opportunity conversion, and velocity.

Customer Growth (Retention + Expansion)

Partner with service delivery/account management to improve retention and expansion.
Establish QBR cadence, renewal process, and expansion playbooks.
Create customer segmentation and account plans for top accounts.

Revenue Operations (Systems + Cadence)

Build a revenue operating system: weekly scorecards, monthly reviews, quarterly planning.
Implement KPIs, comp plans, territories, SLAs (Sales/Marketing handoff), and enablement.
Ensure CRM and reporting are accurate, usable, and decision-ready.

Cross-Functional Leadership

Align growth with operational capacity (onboarding, staffing, project delivery).
Identify strategic partnership and acquisition opportunities that accelerate revenue growth.

KPIs & Scorecard

Pipeline & Conversion

Qualified pipeline created per month/quarter
SQL → Opportunity conversion %
Win rate %
Sales cycle length
Average deal size / gross margin per deal

Revenue Performance

New ARR/MRR (or recurring contract value)
Net revenue retention (NRR)
Gross revenue retention (GRR)
Expansion revenue (upsell/cross-sell)

Efficiency

CAC and payback period (as measurable)
Forecast accuracy
Productivity per rep (pipeline and closed revenue)

Required Experience & Qualifications

Proven CRO or better leadership experience scaling revenue in a B2B services business (MSP, cybersecurity, compliance, IT services, or similar).
Demonstrated success building teams and systems that scale (not just “hero selling”).
Strong command of modern outbound + inbound motions (SDR programs, account-based selling, partnerships).
Experience operating with a KPI-driven cadence and reliable forecasting.
Strong business judgment around pricing, packaging, and margin protection.
Comfortable in a high-accountability, fast-moving environment.

Preferred

Experience (Verifiable) Proscaling into the $50M–$100M+ revenue range.
MSP/Security / Compliance familiarity (CMMC, assessments, managed services, governance).
M&A integration experience or strategic partnership leadership.

Core Competencies (What We’re Screening For)

Builder mentality + operational rigor
Data-driven leadership (scorecards, forecasting, funnel math)
Ability to recruit, develop, and lead high-performing revenue teams
Executive presence with clients and internal leaders
Systems thinking: process, enablement, accountability, repeatability

Pay: $250,000.00 - $500,000.00 per year

Benefits:

Dental insurance
Health insurance
Life insurance
Paid time off
Professional development assistance
Retirement plan
Vision insurance

Work Location: Remote

On Call Computer Solutions

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Chief Revenue Officer