Chief Operating Officer

Penpioneer; Austin (TX); Remote; USD 120,000 - 150,000; Full time

Job summary

A leading staffing and recruiting firm is seeking a Chief Operating Officer to drive operational growth and service excellence. In this critical role, you will partner with the CEO to enhance business performance through strategic operational management. Your proven leadership and financial acumen will be key in optimizing operations and fostering a culture of excellence and accountability within the company.

Benefits

Medical insurance

Vision insurance

401(k)

Paid Holidays

Equity Options

Qualifications

• 8+ years of operational leadership experience in staffing or recruiting.
• Proven success in scaling service-based businesses.
• Strong financial management and P&L experience.

Responsibilities

• Oversee daily operations across sales, recruiting, and client services.
• Develop operational systems and establish performance standards.
• Partner with CEO for financial planning and optimize revenue growth.

Skills

Leadership

Communication

Financial Acumen

Operational Strategy

Tools

CRM

ATS

Automation Tools

Job description

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Company: Pen Pioneer LLC (Veteran-Owned Staffing & Recruiting Firm)

Location: Remote (with occasional travel as needed)

Compensation: $120,000 – $150,000 base salary + Performance Bonus + Equity Options (negotiable based on experience)

About Pen Pioneer:

Pen Pioneer is a fast-scaling, veteran-owned staffing and recruiting firm specializing in permanent placement, temp staffing, executive search, and subscription-based hiring solutions. We serve industries ranging from construction, legal, healthcare, manufacturing, IT, and professional services. As we continue to scale nationally, we're seeking a strategic, hands-on Chief Operating Officer to help lead operational growth, drive performance, and build scalable systems to support our expansion.

Position Summary:

The COO will serve as a key member of the executive leadership team, working directly with the Founder & CEO to oversee daily operations, drive profitability, manage cross-functional teams, and ensure flawless execution of recruiting and client delivery services. The COO will develop and refine operational systems, oversee recruiting and sales team performance, manage financial metrics, and ensure sustainable growth while maintaining our high-quality service standards.

Key Responsibilities:

Operational Leadership

• Oversee day-to-day company operations across sales, recruiting, client services, and administration.
• Build and refine internal processes, SOPs, and technology platforms to drive scalability.
• Establish KPIs and performance standards for recruiting, sales, and support teams.

Revenue Growth & Profitability

• Partner with CEO on financial planning, forecasting, and profitability targets.
• Optimize labor models, client pricing, and recruiting capacity utilization.
• Identify operational risks and opportunities to maximize margin and revenue growth.

Sales & Client Delivery Support

• Work closely with sales leadership to ensure smooth client onboarding and service execution.
• Manage recruiting department performance, ensuring high-quality candidate delivery.
• Assist with strategic client relationships and enterprise account development.
• Recruit, develop, and manage leadership talent across recruiting managers, sales managers, and support staff.
• Foster a performance-driven, collaborative, and accountable culture.
• Mentor department heads to improve operational execution at all levels.
• Oversee CRM, ATS, and software platform optimization to improve efficiency and reporting.
• Drive automation and systemization of workflows where appropriate.

Qualifications:

• 8+ years of operational leadership experience, preferably in staffing, recruiting, RPO, or professional services.
• Proven success scaling a service-based business in high-growth phases.
• Strong financial acumen with experience managing P&L, budgeting, and profitability metrics.
• Deep understanding of recruiting lifecycle, sales processes, and client service delivery.
• Exceptional leadership, communication, and team development skills.
• Tech-savvy with experience implementing systems (CRM, ATS, automation tools).
• Veteran status or experience working with veteran-focused businesses is a plus.
• Base Salary: $120,000 – $150,000 annually (DOE)
• Annual Performance Bonus tied to company revenue and EBITDA targets
• Equity Options / Profit-Sharing (negotiable)
• PTO, Paid Holidays
• Leadership role with direct path to President-level responsibilities

Reports To:

• Founder & CEO, Pen Pioneer LLC

Why Join Pen Pioneer?

• Direct impact on national growth strategy.
• Build and lead an elite staffing and recruiting operation.
• Entrepreneurial environment with long-term leadership potential.
• Strong focus on operational excellence, profitability, and people-first leadership.

Seniority level

• Seniority level

  Executive

Employment type

• Employment type

  Full-time

Job function

• Job function

  Business Development

• Industries

  Staffing and Recruiting

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Inferred from the description for this job

Medical insurance

Vision insurance

401(k)

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