Sales Manager

Penpioneer; Austin (TX); Remote; USD 75,000 - 95,000; Full time

Job summary

Penpioneer, a veteran-owned staffing firm, is looking for a proactive Sales Manager to enhance their sales operations, coach a team, and expand the client base. This remote role involves significant travel and offers a competitive salary, commission structure, and a pathway to leadership growth. Join a mission-driven company and make a real impact in the staffing industry.

Benefits

Performance Bonuses

Path to Leadership Growth

Paid Time Off

Paid Holidays

Uncapped earning potential

Qualifications

• 4–6 years in B2B sales, especially in staffing/recruiting is preferred.
• Strong understanding of the full sales cycle.
• Experience coaching or managing a sales team is highly desired.

Responsibilities

• Oversee daily sales operations and manage sales reps.
• Prospect and develop new client accounts.
• Ensure accuracy in CRM tracking and reporting.

Skills

Communication

Negotiation

Relationship-building

Outbound Sales

Lead Management

Education

4–6 years of B2B sales experience

Experience in staffing or recruiting

Tools

Salesforce

HubSpot

Job description

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This range is provided by Pen Pioneer. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$75,000.00/yr - $95,000.00/yr

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

Location: Remote (with some travel for client meetings and team development)

Compensation: $75,000 – $95,000 base salary + Commission + Performance Bonuses + Path to Leadership Growth

About Pen Pioneer:

Pen Pioneer is a fast-growing, veteran-owned staffing and recruiting firm serving multiple industries including construction, legal, healthcare, manufacturing, IT, logistics, and professional services. We provide full-service staffing solutions: permanent placement, contract staffing, subscription-based recruiting, and executive search. As we scale, we’re looking for a highly motivated Sales Manager to drive daily sales execution, manage reps, and help expand our national client base.

Position Summary:

The Sales Manager will oversee daily sales operations, coach and manage sales reps, ensure pipeline health, and personally drive new business development efforts. This is a highly tactical, hands-on role focused on execution, accountability, and revenue production. The Sales Manager will report directly to the CEO, working closely with recruiting leadership and operations to ensure strong client onboarding, delivery, and retention.

Key Responsibilities:

Team Management & Coaching

• Manage daily activities of assigned sales reps and appointment setters.
• Conduct 1:1 coaching, pipeline reviews, and deal strategy sessions.
• Monitor outreach activity, meeting targets, and overall pipeline health.
• Provide ongoing training to improve prospecting, objection handling, and closing skills.

Direct Sales & Business Development

• Actively prospect, develop, and close new client accounts.
• Build relationships with HR leaders, hiring managers, and executives.
• Deliver client presentations, proposals, and negotiate agreements.
• Support enterprise and mid-market account growth.

Sales Operations & Process Management

• Ensure CRM (Salesforce, HubSpot, etc.) is updated and used properly.
• Track KPIs, conversion rates, close rates, and forecasting accuracy.
• Provide weekly reporting to executive leadership on sales performance.
• Refine outreach templates, cadences, and messaging for outbound campaigns.

Cross-Functional Collaboration

• Work with recruiting leadership to ensure strong client onboarding and candidate delivery.
• Coordinate with marketing to support lead generation efforts.
• Partner with finance and leadership on pricing models and deal structure.

Qualifications:

• 4–6 years of B2B sales experience, with at least 2+ years in staffing, recruiting, or professional services strongly preferred.
• Prior experience managing or mentoring sales reps is highly desired.
• Strong understanding of full sales cycle: prospecting, discovery, proposal, close.
• Skilled in outbound sales, cold calling, LinkedIn outreach, and lead management.
• Ability to close SMB, mid-market, and enterprise-level accounts.
• Excellent communication, negotiation, and relationship-building skills.
• CRM and data-driven sales management experience (Salesforce, HubSpot, or similar).
• Veteran status or experience working with veteran-owned companies is a plus.
• Commission structure tied directly to individual and team revenue production
• Quarterly Performance Bonuses
• Leadership Growth Track (pathway to VP role as company scales)
• PTO, Paid Holidays
• Entrepreneurial environment with strong upside potential

Reports To:

• Founder & CEO, Pen Pioneer LLC

Why Join Pen Pioneer?

• Join a mission-driven, veteran-owned firm with aggressive national growth plans.
• Build and manage a high-performing sales team.
• Direct path to executive leadership as we scale.
• Work directly with company leadership and have true impact on business growth.
• Uncapped earning potential with commission and bonus structure.

Seniority level

• Seniority level

  Director

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Management

• Industries

  Staffing and Recruiting and Business Consulting and Services

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