Sales Enablement Architect: Onboarding & Playbooks

Watchtower Security LLC; Maryland Heights (MO); On-site; USD 120,000 - 180,000; Full time

Job summary

Watchtower Security LLC, based in Maryland Heights, MO, seeks a Corporate Sales Training and Enablement Professional to own the full enablement program. You will design onboarding paths, build a multi-quarter roadmap, and establish governance with Sales, RevOps, and HR to accelerate ramp and growth.

The role emphasizes creating a scalable LMS-enabled curriculum, coaching routines for managers, and ongoing updates to the Sales Playbook to reflect market changes.

Qualifications

• 7+ years of progressive experience in sales enablement, revenue enablement, or sales leadership in a B2B environment with demonstrated ownership of a full enablement function (not just program delivery)
• Proven success building onboarding programs that measurably reduced new hire ramp time and improved early-tenure retention
• Experience working in or selling into complex, multi-stakeholder environments; property management, PropTech, or security software experience is a plus but not required
• Direct experience with CRM platforms (Salesforce preferred), LMS tools, and modern sales enablement technology
• Familiarity with at least one structured sales methodology (e.g., MEDDPICC, Challenger, Sandler, SPIN)
• Strong facilitation skills. Comfortable leading sessions with competitive field sellers and executive stakeholders alike
• Bachelor's degree in Business, Organizational Development, Communications, or a related field

Responsibilities

• Enablement Charter and Roadmap: Define the mission, scope, and success metrics for Watchtower's enablement function from the ground up
• Build a 12-18 month enablement roadmap aligned to Watchtower's sales headcount growth plan (through FY29)
• Establish rules of engagement, RACI, and working cadence with Sales Leadership, RevOps, and HR
• Design and operationalize a structured 30/60/90-day onboarding program anchored to the Watchtower Sales Playbook, with clear milestones and a classroom-to-field progression
• Build role-specific onboarding paths for Regional Sales Managers, National Sales Managers, and Customer Account Managers
• Develop milestone-based checkpoints and certification gates to validate seller readiness before full territory assignment
• Conduct train-the-trainer sessions to equip Watchtower's internal team to deliver and sustain the program independently
• Sales Playbook Activation and Maintenance: Own ongoing activation and reinforcement of the Watchtower Sales Playbook across all GTM roles
• Refresh playbook content as ICP, messaging, and competitive landscape evolve
• Develop workshops, certification programs, and field reinforcement tools to drive behavior change
• Ongoing Training and Skills Development: Build and deliver a sequenced, ongoing curriculum covering core selling skills
• Leverage blended learning modalities: instructor-led, virtual, self-paced eLearning
• Design and manage a Learning Management System (LMS) to house, track, and certify all program content
• Manager Enablement and Coaching Cadence: Design a structured coaching playbook for frontline Sales Managers
• Equip managers to deliver real-time, in-field coaching that reinforces onboarding and playbook content
• Create monthly and quarterly manager enablement touchpoints tied to seller performance data
• Measurement and Continuous Improvement: Define and own the enablement KPI dashboard and report program ROI to leadership

Skills

Sales enablement

Program management

Facilitation

Stakeholder management

Education

Bachelor's degree in Business or related field

Tools

Salesforce

LMS tools

Job description

Watchtower Security LLC, based in Maryland Heights, MO, seeks a Corporate Sales Training and Enablement Professional to own the full enablement program. You will design onboarding paths, build a multi-quarter roadmap, and establish governance with Sales, RevOps, and HR to accelerate ramp and growth.

The role emphasizes creating a scalable LMS-enabled curriculum, coaching routines for managers, and ongoing updates to the Sales Playbook to reflect market changes.