Enterprise Sales Director – Leadership Development

Enterprise Sales Director – Leadership Development

Location: Remote (US)
Employment Type: Full-Time or Contractor
Company: LifeGuides (in partnership with SHRM)

About the Role

LifeGuides is expanding PMQ — a first-of-its-kind professional mentoring program that enhances SHRM’s People Manager Qualification (PMQ) by adding personalized mentoring, behavior-change support, and real-world application.

This senior individual contributor role leads the full enterprise sales cycle—creating pipeline, driving strategic discovery, and closing complex deals with HR and L&D leaders. We’re looking for a seasoned enterprise seller with strong experience in HR, L&D, OD, Talent Development, Coaching, or Leadership Development solutions. If you thrive in consultative, multi-stakeholder environments and love helping organizations develop stronger people managers, you’ll excel here.

What You’ll Do

Enterprise Sales

• Sell PMQ into mid-market and enterprise organizations (500–5,000 employees).
• Own the full sales cycle from prospecting through close.
• Conduct strategic discovery with CHROs, CLOs, VPs of Talent, OD leaders, and HRBPs.
• Communicate the ROI of manager effectiveness, behavior change, retention, and productivity.
• Manage a healthy pipeline of qualified HR/L&D opportunities.
• Represent PMQ at industry events, conferences, webinars, and SHRM activations.
• Collaborate with internal teams (enablement, delivery, marketing, leadership) to ensure smooth handoffs and long-term client success.

Collaboration with SHRM (Co-Sell Support)

• Partner directly with SHRM’s national salesforce to co-sell and accelerate adoption.
• Support SHRM-led opportunities with PMQ expertise, demos, proposals, and strategic deal guidance.
• Maintain alignment to ensure PMQ is positioned consistently in the field.
  Note: This role does not manage the SHRM partnership and does not rely on SHRM for pipeline.

Channel Strategy & Strategic Partnerships

• Design and execute a scalable strategy to expand PMQ reach through new strategic partnerships (e.g., HR associations, L&D firms, influencers, consultancies).
• Identify, onboard, and support partners who can open new avenues for enterprise growth.
• Collaborate with marketing and product teams to develop partner-specific materials, enablement, and campaigns.
• Build new sales channels that complement — but do not replace — SHRM collaboration.

Reporting & Forecasting

• Provide regular updates on partner performance, pipeline health, and revenue forecasts.
• Use CRM tools (HubSpot) to track activities, opportunities, and partner engagement.
• Maintain accurate and strategic forecasts for leadership.
  
  

What We’re Looking For

Required

• 7 years of experience in enterprise sales selling into HR, L&D, OD, Talent, or leadership development buyers.
• Strong track record selling leadership development, coaching, HR tech, or behavior-change solutions.
• Deep consultative selling skills and comfort with multi-stakeholder, multi-month (4–9 month) sales cycles.
• Ability to articulate business impact around retention, manager effectiveness, engagement, and performance.
• Experience selling programs priced between $30K–$250K per cohort or annual engagement.
• High EQ and strong executive presence — able to hold the attention of CHRO-level buyers.
• Familiarity with modern sales tools (HubSpot, ZoomInfo, LinkedIn Sales Navigator).
• Demonstrated ability to generate new business independently and build pipeline creatively.

Preferred

• Experience co-selling with partners or channel organizations.
• Background in coaching platforms (BetterUp, AceUp, Torch, CoachHub, etc.) or executive education (INSEAD, CCL, FranklinCovey, ExecOnline, etc.).
• Understanding of manager development challenges, behavior-change science, HR budget cycles, and adult learning principles.
• Experience tailoring proposals and pricing for mid-market and public-sector clients.
  
  

Who You Are

• Consultative and strategic — you challenge assumptions and teach buyers something new.
• Credible with HR executives and fluent in the L&D landscape.
• Comfortable building pipelines through relationships, creativity, and insight—not volume alone.
• Mission-driven: you care deeply about improving leadership and unlocking human potential.
• Self-directed, entrepreneurial, and energized by building a fast-scaling business.
  
  

Why Join Us?

PMQ is redefining how organizations develop their managers by combining digital learning human mentoring real-world application.

We partner with SHRM, the largest HR association in the world — giving you access to trusted branding and a rapidly growing marketplace while still empowering you to build new channels and direct enterprise opportunities.

This is a rare opportunity to help shape a breakthrough product, work with world-class partners, and impact tens of thousands of people leaders.

Apply today to help transform the future of leadership.

About LifeGuides®

LifeGuides® is pioneering a new category in Peer & Professional Mentoring and Non-Clinical Mental Health, providing personalized support for employees and their families. The platform connects individuals with trained and certified Professional Mentors who have firsthand experience navigating the same life event or leadership challenge.

Equal Opportunity Employer

LifeGuides® is an Equal Opportunity Employer. All qualified applicants will receive consideration without regard to race, color, religion, sex, national origin, ancestry, familial status, age, disability, pregnancy, sexual orientation, gender identity, genetic information, or veteran status.

Salary : $30,000 - $250,000