Named Account Executive

We are seeking a high-performing, deeply experienced Senior Enterprise Account Executive to lead and expand our Named Accounts portfolio across Puerto Rico, the Dominican Republic, and the broader Caribbean region.
In this role, you will be responsible for driving complex digital transformation initiatives, managing top-tier strategic relationships, and significantly expanding our technology footprint in key accounts. The ideal candidate is a Puerto Rico native or long-term resident with an established, high-level network across the local banking and commercial sectors, coupled with a proven track record of overachieving multi-million-dollar sales targets.

Key Responsibilities

• Territory & Named Account Leadership: Execute a multi-year growth strategy across high-value Named Accounts in Puerto Rico, the Dominican Republic, and the Caribbean.
• Footprint & Installed Base Expansion: Serve as a strategic catalyst to deeply penetrate our existing customer base, cross-sell complex cloud solutions, and capture market share from competitors.
• C-Suite Relationship Management: Act as a trusted advisor to C-level executives (CEOs, CIOs, CFOs, Heads of Business Units), particularly within Puerto Rico’s top commercial banking and financial service institutions.
• Complex Business Development: Orchestrate large-scale, enterprise-wide technology transformation deals with long, multi-stakeholder sales cycles.
• Cross-Functional Collaboration: Partner effectively with Solution Engineers, Delivery/Services teams, Executive Sponsors, and Regional Partners to build compelling ROI-backed proposals and ensure post-sale execution.
• Pipeline & Operational Rigor: Maintain precise forecasting, territory planning, and opportunity management to consistently achieve and exceed annual revenue targets (ARR/ACV).

Qualifications & Required Experience

• Industry Experience & Track Record: 10+ years of direct software/SaaS enterprise sales experience, selling complex, high-value technology platforms and enterprise software solutions.
• Territory Expertise: Deep, firsthand commercial experience in Puerto Rico, with secondary expertise in the Dominican Republic and Caribbean enterprise markets.
• Local Executive Network: Native-level cultural understanding of Puerto Rico’s corporate landscape, backed by an active, high-level contact network in the local business community.
• Financial Services & Retail/CPG Specialization: Proven success selling into the Puerto Rican banking sector (commercial/retail banks, credit unions, insurance) and major consumer goods conglomerates.
• Complex Enterprise Sales Mastery: Demonstrated expertise in consultative sales methodologies (e.g., Challenger, Value Selling, Solution Selling) with a history of closing complex, multi-cloud digital transformation deals.
• Quota Overachievement: Consistent, verifiable track record of reaching and exceeding sales quotas ($2M+ annual targets).
• Language Proficiency: Complete business fluency in English and Spanish (written and verbal).