Salesperson

Company Description Rabbithole designs, builds, and operates automated workflows that power core business functions such as inbox management, bookings, follow-up, and reporting, around the clock. The company delivers custom-built, end-to-end solutions tailored to each client’s operational needs. Headquartered in San Juan, Rabbithole serves customers worldwide across diverse industries. Team members work closely with clients to streamline processes, increase efficiency, and improve business performance through automation. The environment emphasizes innovation, problem solving, and collaboration.
Role Description This is a full-time, on-site Salesperson role based in San Juan. The Salesperson will identify and qualify prospective clients, conduct discovery calls, and present Rabbithole’s automation solutions in a clear, value-focused way. Daily responsibilities include managing a sales pipeline, preparing proposals, coordinating product demonstrations with technical teams, and following up consistently to move opportunities through the sales cycle. The role involves building long-term relationships, gathering client requirements, and collaborating with internal stakeholders to ensure solutions are aligned with customer needs. The Salesperson will track activity and outcomes in CRM tools, meet or exceed sales targets, and contribute feedback to improve offerings and go-to-market strategies.
Qualifications

• Strong consultative sales and business development skills, including prospecting, needs assessment, and closing deals
• Ability to explain technical or workflow automation concepts in clear, non-technical language
• Excellent communication, presentation, and interpersonal skills for engaging stakeholders at different levels
• Experience managing a sales pipeline using CRM tools and working with data-driven performance metrics
• Comfort collaborating with product, operations, and customer success teams to shape client solutions
• Self-motivated, organized, and able to manage multiple opportunities and deadlines in a fast-paced environment
• Prior experience selling SaaS, technology services, or process-automation solutions is highly beneficial
• Bachelor’s degree in Business, Marketing, Communications, or a related field, or equivalent practical experience
• Fluency in English; fluency in Spanish and experience in international markets are a plus