ABOUT PEOPLEASE

Peoplease is a leading Professional Employer Organization (PEO) providing solutions to small and medium-sized businesses in the blue and gray-collar industries. We enable our clients and partners to achieve their aspirations by offering world-class service and administrative solutions in payroll, human resources, benefits, and risk management. At Peoplease, we foster a culture of inclusion and belonging, driven by our core values: Engagement, Integrity, Tenacity, Curiosity, Happiness, and a Service-obsessed mindset.

POSITION SUMMARY

The Director of Sales, Volume Channel will lead Peoplease’s Volume channel, where most business is transactional and typically sold through general agencies (GAs) and brokers two or three steps removed from the client. This is a player-coach role: the Director will lead a team of sales reps and two Business Development Representatives (BDRs) while carrying the highest individual quota on the team. The Director will report to the VP of Sales and work collaboratively across the organization to drive measurable impact.

The Director will be responsible for building and optimizing a multi-broker distribution channel that produces consistent, high-volume deal flow. Success in this role depends on speed, process, and scale: activating GA and broker networks, keeping quoting and submission turnaround fast, and coaching reps to win on volume without sacrificing quality or margin.

An ideal candidate has a proven record of selling high volume through multiple brokers and GAs, and of developing and coaching reps to run a fast, repeatable sales motion. The candidate must be a self-starter with the ability to function independently as a remote employee in a distributed work team while maintaining excellent communication skills.

ESSENTIAL DUTIES AND RESPONSIBILITIES 

Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions. 

• Player-Coach Production: Carry the highest individual quota on the team; personally drive new business through GA and multi-broker relationships and lead by example
• Team Leadership & Coaching: Lead, develop, and coach volume sales reps to run a high-velocity, transactional sales motion; build, ramp, and develop talent to maximize team potential
• BDR Leadership: Lead and develop two BDRs; set activity and meeting standards, direct broker outreach strategy, and ensure clean, qualified handoffs to the team
• Channel Optimization: Build, measure, and optimize the Volume channel across GAs, wholesale partners, and brokers two or three steps removed from the client; identify bottlenecks and improve flow from submission to close
• Multi-Broker Relationship Management: Recruit, activate, and grow GA and broker relationships that produce consistent submission volume; align partners on Peoplease’s appetite, process, and value proposition
• Process & Speed to Quote: Partner with underwriting, pricing, and operations to keep quoting, proposal, and onboarding turnaround fast and repeatable at volume
• Performance Management: Set clear targets for activity, submissions, conversion, and closed WSEs; review team performance regularly and coach to the gaps
• Strategic Analysis: Analyze channel metrics, including submissions, quote-to-close conversion, cycle time, and WSEs and margin per deal, to forecast results and find growth opportunities
• Cross-Functional Collaboration: Develop relationships with key internal team members and partner with internal departments to support the full sales lifecycle and assist in the sales process
• Sales Forecasting: Prepare and manage sales forecasts to accurately predict the business and support strategic planning initiatives
• Strategic Planning: Collaborate with sales leadership to set Volume channel goals, strategies, and long-term growth initiatives
• Industry Representation: Represent Peoplease at GA, broker, and industry events to build presence and expand distribution
• Additional Responsibilities: Perform other duties assigned to support organizational objectives

 MINIMUM QUALIFICATIONS (KNOWLEDGE, SKILLS, AND ABILITIES) 

• Experience: Minimum of 5 years of sales experience, including at least 3 years leading sales teams; PEO, insurance, payroll, or HR services experience strongly preferred
• Multi-Broker Channel Selling (Required): Demonstrated success selling through multiple brokers, GAs, or wholesale partners, including business sourced two or three steps removed from the client
• High-Volume Sales: Proven track record selling high-volume, transactional business and coaching reps to a fast, repeatable sales motion
• Channel Optimization: Experience building and optimizing an indirect or broker distribution channel, with measurable gains in volume, conversion, or cycle time
• Player-Coach Track Record: Proven ability to carry and exceed a personal quota while leading a team
• Technical Proficiency:
  • Previous experience using HubSpot and ClientSpace CRM preferred
  • Proficiency with Microsoft Office 365 products: Excel, Word, Outlook/Teams, and PowerPoint
• Analytical Skills: Excellent analytical skills with demonstrated ability to use data to support fact-based recommendations and strategic decisions
• Communication & Interpersonal Skills: Effective, professional verbal and written communication, with the tact, diplomacy, and judgment to build and maintain strong relationships
• Independence: Must be able to work independently in a remote setting and function as part of a distributed work team
• Travel Requirements: Must be able to travel as needed for meetings, training, or industry events
• Language Skills: Bilingual (Spanish/English) is a plus but not required

WORK ENVIRONMENT & PHYSICAL REQUIREMENTS

• This is a remote-first role with occasional travel for meetings, training, or events.
• Regular virtual collaboration across distributed teams.
• Occasional lifting (up to 25 lbs) and frequent computer-based tasks.

WHY JOIN US?

• Be part of a forward-thinking company in a rapidly growing PEO sector.
• Lead and build the Volume channel, a dedicated team with its own BDR support.
• Opportunity to shape how Peoplease scales through GA and broker distribution nationally.
• Work with a company positioned to be the leading provider of PEO services in the U.S.
• Competitive compensation and benefits package.