Director of Sales – Lead New Business & Account Management

About the role

We are looking for a Director of Sales to lead our new‑business and account‑management teams, driving revenue growth, customer retention and expansion across the BOLD portfolio in Puerto Rico.

Key responsibilities

• Lead and coach two Sales Managers responsible for new‑business acquisition and customer retention across SMB, Mid‑Market and Enterprise segments.
• Oversee the full sales cycle for net‑new customer acquisition and ensure Account Executives meet monthly and quarterly targets.
• Develop and continuously improve sales playbooks, messaging, scripts and consultative objection‑handling strategies.
• Establish data‑driven scorecards, pipeline reviews, forecasting and structured performance discussions.
• Monitor portfolio health, including revenue attainment, retention, expansion, concentration and account risk.
• Maintain strong pipeline discipline and data integrity in Salesforce, improving forecast accuracy and sales velocity.
• Collaborate with Product, Marketing, Customer Success, Operations and Engineering to share market insights and shape go‑to‑market priorities.

Required profile

• Proven experience leading sales teams and managing Sales Managers.
• Track record of driving new‑business growth and expanding existing accounts.
• Strong analytical mindset with ability to use data for performance management.
• Excellent cross‑functional collaboration skills.

Required skills

• Salesforce