Fractional Sales Mentor (HRTech, Enterprise Systems & Change Management)

Engagement Type

Freelance / Contract

100% Commission-Based

Flexible Working Arrangement

About The Role

We are looking for an experienced HR Technology, Enterprise Systems or Workforce Solutions professional to mentor and support a team of independent sales consultants.

This is not a sales management role.

This is not a sales training role.

This is a coaching and enablement role for someone who has accumulated significant sales, technology and industry experience and would like to leverage that experience to help others succeed.

The primary objective is to ensure sales consultants remain active, motivated, accountable and continuously improving during their first six months.

What You Will Do

Sales Coaching & Mentorship

• Conduct weekly coaching sessions.
• Review opportunities and provide deal guidance.
• Help consultants overcome sales challenges.
• Facilitate role plays and customer simulations.
• Improve confidence and consistency in customer conversations.
• Share practical experience, lessons and insights.

Opportunity & Deal Support

• Assist consultants on strategic opportunities.
• Support complex customer discussions when required.
• Help reps navigate stakeholder management and enterprise buying processes.
• Improve discovery, qualification and positioning.

Motivation & Retention

• Maintain momentum within the team.
• Encourage accountability and consistency.
• Help consultants remain committed long enough to become successful.
• Build confidence during periods of rejection or longer sales cycles.

Sales Enablement

• Refine objection handling techniques.
• Improve demonstration and presentation effectiveness.
• Share industry best practices.
• Build repeatable sales habits and routines.

Required Experience

Candidates should possess strong experience in both:

1. Enterprise Technology / Systems Sales

Experience selling one or more of:

• ATS Platforms
• HRIS Platforms
• HCM Platforms
• Workforce Management Solutions
• Talent Intelligence Platforms
• Enterprise SaaS Solutions
• Digital Transformation Platforms

Examples include:

• Workday
• SAP SuccessFactors
• Oracle HCM
• Greenhouse
• Lever
• Workable
• LinkedIn Recruiter
• Eightfold
• Phenom
• Cornerstone
• Similar HR, SaaS or Enterprise Platforms

2. HR / Workforce Domain Knowledge

Strong understanding of:

• Recruitment Operations
• Talent Acquisition
• Workforce Planning
• Human Resources
• Recruitment Agencies
• Talent Intelligence
• Workforce Transformation

Change Management & Adoption Experience

A strong candidate understands that software success is not achieved through purchasing software alone.

They understand:

• User Adoption
• Stakeholder Buy-In
• Organizational Change
• Business Process Transformation
• Digital Transformation Initiatives
• Executive Sponsorship
• Technology Adoption Strategies

The ideal candidate can coach consultants on how to navigate customer concerns around:

• Resistance to change
• Process redesign
• User adoption challenges
• Internal stakeholder alignment
• Long-term business transformation

Ideal Candidate Profile

You have:

• 10+ years of experience.
• Sold complex enterprise or HR technology solutions.
• Worked with senior HR or business stakeholders.
• Participated in change management or digital transformation initiatives.
• Built credibility through experience rather than theory.
• Reached a stage in your career where you enjoy mentoring and guiding others.

Compensation

100% Performance-Based.

You will receive an override commission based on the success of the sales consultants you mentor and support.

Your earning potential grows as the team becomes more successful.

This creates alignment between:

• Coaching
• Retention
• Performance
• Revenue Growth

Success Metrics

Success will be measured by:

• Sales consultant retention.
• Sales activity consistency.
• Opportunity progression.
• Demonstration quality.
• Customer engagement quality.
• Revenue generated by the team.
• Growth in sales capability and independence.

Who This Role Is Best Suited For

This role is ideal for experienced professionals who:

• Have successfully sold HR Technology, Enterprise Software, HCM, ATS or Workforce Solutions.
• Possess strong understanding of HR, Talent Acquisition, Workforce Planning or Organizational Development.
• Enjoy mentoring and coaching others.
• Are seeking a flexible side opportunity rather than another full-time position.
• Are open to creating an additional income stream through mentoring and revenue sharing.
• Want to share their experience and contribute to the success of a growing sales organization.
• Understand technology adoption, stakeholder management and change management.

We welcome candidates who are currently employed full-time and looking for a flexible advisory, mentoring or coaching engagement outside of their primary role.