Director/VP of Sales, Training, & Enablement

Director / VP of Sales Training & Enablement

Location: Remote (U.S.)

Travel: 50–75%

Compensation: $180,000–$200,000 Base Salary + Performance Bonus + Potential Equity

About the Opportunity

Work With Your Handz is partnering with an innovative, rapidly growing organization in the commercial field services industry to identify a Director/VP of Sales Training & Enablement. This is a unique opportunity to build and lead a best-in-class sales enablement function that will drive organic growth across multiple operating companies.

This is not a quota-carrying sales position. Instead, you’ll serve as a strategic partner to executive leadership and local operating teams by designing and implementing systems, training, and playbooks that improve sales execution across the organization.

Success in this role requires someone who leads through influence rather than authority. You’ll spend as much time coaching in the field as you will presenting to executive leadership, helping teams improve performance while building trust and credibility throughout the organization.

What You’ll Do

Build Sales Playbooks & Best Practices

• Develop scalable sales processes and SOPs for outbound prospecting, preventative maintenance agreement sales, account management, and customer growth.

• Create activity benchmarks, KPIs, and performance expectations.

• Design sales management standards, compensation recommendations, and accountability frameworks.

Develop a World-Class Sales Academy

• Design and launch structured onboarding and sales training programs.

• Build curriculum covering industry knowledge, sales methodology, CRM utilization, prospecting strategies, objection handling, ride-alongs, role-playing, and certification.

• Expand training into leadership development and ongoing coaching programs.

Support Sales Team Growth

• Partner with leadership to define ideal candidate profiles and hiring strategies.

• Assist with interview processes and organizational design.

• Advise leaders on scaling business development and account management functions.

Coach & Develop Teams

• Conduct ride-alongs, call reviews, pipeline coaching, and performance evaluations.

• Build dashboards and reporting tools to measure success.

• Foster collaboration, knowledge sharing, and best practices across multiple operating companies.

What We’re Looking For

• 7+ years of sales and sales leadership experience within commercial field services (commercial doors, HVAC, fire & life safety, electrical, plumbing, mechanical, elevators, or similar industries).

• Proven success selling service agreements, preventative maintenance programs, and growing existing customer relationships.

• 3+ years building, hiring, coaching, and leading business development or outbound sales teams.

• Experience designing sales training programs, onboarding processes, and scalable playbooks.

• Strong experience with field service software such as ServiceTitan (preferred) or similar CRM platforms.

• Ability to influence leaders and drive organizational change without direct authority.

• Excellent communication and executive presentation skills.

• Highly organized, process-driven, and data-oriented.

• Comfortable traveling extensively and working directly alongside field teams.

Why This Opportunity?

• Build a sales enablement organization from the ground up.

• Make a measurable impact across a growing national platform.

• Collaborate directly with executive leadership and operating teams.

• Competitive compensation package including a $180,000–$200,000 base salary, performance bonus, and potential equity.

• Help shape the future of sales excellence within a high-growth commercial services organization.

If you’re ready to build, coach, and scale high-performing sales organizations while making a lasting impact, we’d love to hear from you.