Head of Sales: Mentorship, Mastery & Scale

Real Estate Webmasters

$120K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of experience in SaaS sales leadership
  • Proven track record of driving measurable SaaS metrics
  • Strong mentorship and coaching capabilities
  • Strategic thinker with ability to map growth plans
  • Results-oriented mindset with proven execution skills

Responsibilities

  • Apply SaaS sales model to enhance existing revenue
  • Recruit and onboard a focused sales team of 3-5 Account Executives
  • Mentor the established Account Management team
  • Set strategic growth roadmap to achieve $15M by 2026
  • Facilitate operational foundation for future scalable growth

Benefits

  • True work-life balance with a focus on professional excellence
  • Opportunity to build a legacy in a stable tech company
  • Hybrid work environment with 3 days in office
  • Involvement in guiding the company towards long-term success
Full Job Description
Head of Sales: Mentorship, Mastery & Scale

Location: Downtown Nanaimo, BC (Hybrid - 3 days in office/ week minimum)

The Rewards
  • Base Annual Salary: $120,000 CAD.
  • Total Annual Target OTE: $200,000 CAD+ (Uncapped).
  • True Work-Life Balance: We believe in professional excellence and work-life balance.
  • Legacy Building: A chance to play a pivotal role in the long-term success of a stable, BC-based tech pillar.
Your Responsibilities
  • The SaaS Playbook: Apply your proven, "plug-and-play" SaaS sales model to our existing $12M base.
  • Net-New Growth: Recruit, onboard, and stabilize a focused pod of 3-5 Account Executives to reignite our new business engine.
  • Mentorship & Stability: Inherit an established Account Management team and provide them with the high-level coaching they need to reach the next tier of performance.
  • Strategic Roadmap: Lead the charge from $12M to $15M in 2026, setting the operational foundation for the $25M milestone.
Who You Are
  • The Experienced Leader: You have a deep track record of success in SaaS leadership. You know the "SaaS metrics that matter" and how to move them.
  • The Mentor: You resonate with the concept of being a Multiplier. You take more pride in your team's performance than your own personal accolades.
  • The Finisher: You don't just start initiatives; you have the grit and the process-oriented mindset to see them through to completion.
  • Island Ready: You are looking for a high-impact role that respects your life outside of work. You want to lead from our Nanaimo headquarters and enjoy the balance that 22 years of stability provides.

More Jobs at Real Estate Webmasters

More Enterprise Technology Jobs

Find similar Head of Sales: Mentorship, Mastery & Scale jobs: