Sales Enablement Lead — Onboarding, Playbooks & Coaching

BOLD; San Juan (PR); On-site; USD 80,000 - 120,000; Full time

Benefits offered by this job

Bi-annual bonus

401(k) with match

Flexible spending accounts

Job summary

BOLD is seeking a Sales Enablement Specialist to lead internal enablement for our B2B Sales team. You will build onboarding, ongoing training, messaging, playbooks, and coaching to strengthen seller readiness and improve execution.

You will work with Sales, Sales Operations, Marketing, and the Adoption & Enablement Specialist to ensure training aligns with business priorities and the customer experience. The role focuses on measuring program effectiveness, tracking win-back results and sales

Qualifications

• 4+ years in Sales Enablement, Training, Operations, or related B2B roles.
• Experience designing onboarding and ongoing training for B2B sales teams.
• Strong understanding of B2B sales cycles and seller workflows.

Responsibilities

• Lead internal onboarding and ongoing training for the Sales team.
• Develop and maintain standardized messaging, playbooks, call guides, and competitive materials.
• Use performance data to identify skill gaps and prioritize enablement needs.

Skills

Sales Enablement

Training Design

Sales Operations

Content Development

Facilitation & Coaching

Data & KPIs

CRM Proficiency

Tools

Salesforce

HubSpot

Job description

BOLD is seeking a Sales Enablement Specialist to lead internal enablement for our B2B Sales team. You will build onboarding, ongoing training, messaging, playbooks, and coaching to strengthen seller readiness and improve execution.

You will work with Sales, Sales Operations, Marketing, and the Adoption & Enablement Specialist to ensure training aligns with business priorities and the customer experience. The role focuses on measuring program effectiveness, tracking win-back results and sales