VP of Sales Training and Enablement

Jobgether · US

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a VP of Sales Training and Enablement based in the United States.

This is a high-impact, field-immersed leadership role responsible for building and scaling a national Sales Enablement Center of Excellence across a multi-brand commercial services portfolio. You will define what great sales execution looks like and turn it into scalable systems, playbooks, and training programs that drive consistent revenue growth. Acting as a strategic partner to brand presidents and general managers, you will help strengthen outbound prospecting, account management, and customer expansion capabilities. The role blends strategy with hands-on execution, requiring frequent time in the field with sales teams and customers. You will design and lead a “Sales Academy” that elevates capability across all levels, from new hires to senior leaders. This is a highly relational role where influence, trust, and credibility matter as much as structure and process. You will serve as a key driver of commercial excellence across a decentralized, fast-growing network of businesses.

Accountabilities:

  • Build and lead a national Sales Enablement Center of Excellence focused on driving commercial growth across multiple operating companies.
  • Design and codify sales playbooks, SOPs, and execution standards for outbound prospecting, account management, and revenue expansion.
  • Establish clear benchmarks, KPIs, and performance frameworks to improve pipeline management, conversion, and customer retention.
  • Develop and scale a Sales Academy, including onboarding, certification programs, and ongoing development for sales teams and leaders.
  • Deliver hands-on training, coaching, and field support, including ride-alongs, call reviews, and live sales enablement sessions.
  • Partner with brand presidents and general managers to support hiring, structuring, and development of outbound sales teams.
  • Advise on sales organization design, compensation structures, and performance management approaches across brands.
  • Build dashboards, reporting systems, and feedback loops to translate field activity into actionable commercial insights.
  • Drive adoption of CRM tools and structured sales methodologies to improve consistency and scalability.
  • Create a national community of sales professionals to encourage collaboration, knowledge sharing, and performance recognition.
  • Act as a trusted advisor to leadership teams, influencing strategy through data, field insights, and best practices.
  • Requirements:

    • 7+ years of experience in sales and sales leadership within commercial field services or industrial services environments (e.g., HVAC, mechanical, electrical, plumbing, fire & life safety, or similar).
    • Proven track record of success in outbound prospecting, service/maintenance agreement sales, and account growth within existing customer bases.
    • 3+ years of experience building, leading, and scaling outbound sales or business development teams.
    • Demonstrated ability to design and implement sales training programs, onboarding frameworks, and scalable playbooks.
    • Strong understanding of CRM systems and field service platforms (ServiceTitan or similar strongly preferred).
    • Experience operating in decentralized, multi-site, or owner-operator environments requiring influence-based leadership.
    • Exceptional communication and interpersonal skills, with the ability to engage effectively at all levels—from frontline sales reps to executive leadership.
    • Strong analytical and process-oriented mindset with the ability to build systems, measure performance, and drive accountability.
    • Willingness and ability to travel extensively (50–75%) and spend significant time in the field.
    • Proven ability to lead through influence, trust, and collaboration rather than formal authority.
    • Highly adaptable, hands-on leader energized by fast-paced and operationally complex environments.
    • Benefits:

      • Competitive executive-level compensation aligned with experience and impact.
      • Comprehensive health, dental, and vision insurance coverage.
      • Remote-based role with significant travel and in-field engagement across the United States.
      • Opportunity to build a national Sales Enablement function from the ground up.
      • High visibility role with direct access to executive leadership and portfolio brand presidents.
      • Strong autonomy and ability to shape commercial strategy and execution standards.
      • Fast-growing, entrepreneurial environment with meaningful impact on multiple operating businesses.
      • Leadership opportunity within a mission-driven organization focused on growth and operational excellence.
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