Sales Enablement Specialist

Hybrid Full TimePuerto Rico, United StatesBOLD

Role Overview

The Sales Enablement Specialist will lead internal enablement for BOLD’s B2B Sales team, building and delivering onboarding, ongoing training, messaging, playbooks, and coaching to strengthen seller readiness and improve execution.

What You Will Do

The Sales Enablement Specialist will lead internal onboarding and ongoing training, develop and maintain enablement content, partner with Sales leaders and Sales Operations to identify skill gaps, and track win-back results and sales program win rates.

Why It Might Be a Fit

The ideal candidate will have 4+ years of experience in Sales Enablement, Sales Training, Sales Operations, or a related B2B sales function, with experience designing and delivering onboarding, ongoing training, and enablement programs for B2B sales teams.

Requirements

  • 4+ years of experience in Sales Enablement, Sales Training, Sales Operations, or a related B2B sales function
  • Experience designing and delivering onboarding, ongoing training, and enablement programs for B2B sales teams
  • Strong understanding of B2B sales cycles, seller workflows, and the skills needed to support new business, retention, and win-back efforts
  • Ability to turn complex product, process, and sales information into clear, practical training materials and playbooks
  • Proficiency with CRM systems such as Salesforce or HubSpot and the ability to work effectively across Sales, Sales Operations, and Marketing

Benefits

  • Outstanding Compensation
  • Competitive salary
  • Bi-annual bonus
  • 401(k) plan with match
  • Equity in company
  • Flexible spending accounts (health, dependent care)
  • Internet and home office reimbursement
  • In-office catered breakfast and lunches
  • 100% Full Health Benefits
  • Medical, dental, and vision (optional plans for your family)
  • Life & long-term disability insurance (optional)
  • Mental health support and resources
  • Wellness reimbursement (gym, health apps, etc.)
  • Pet Insurance (optional)
  • Flexible time away
  • Flexible PTO
  • Sick time policy
  • Observed holidays

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To apply for this job please visit www.bold.com.

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