Sales Development Representative Lead

Role At A Glance

We are seeking a high-energy, impact-driven SDR Lead based in Guadalajara, MX, who is passionate about developing sales talent and scaling high-performing outbound operations through AI-native leverage. In alignment with Paystand's evolving operating model, this role combines strategic SDR leadership with modern AI execution—using AI agents, workflow automation, and repeatable systems to achieve higher outreach capacity, sharper lead targeting, and accelerated revenue growth.

Key Responsibilities

• Coach, mentor, and elevate a growing team of high-performing Sales Development Representatives (SDRs) in Guadalajara.
• Deploy and manage AI sales tools, agentic prospecting workflows, and automated outreach sequences to increase team leverage and productivity.
• Train reps on utilizing AI for prospect research, lead qualification, and messaging optimization, ensuring high output while maintaining quality and brand standards.
• Optimize outbound sales development operations, account-based outreach strategies, and multi-channel messaging (combining AI-assisted messaging with human validation).
• Build and prioritize targeted account lists alongside tailored execution plans using modern sales technology.
• Lead high-level discovery calls with key executive stakeholders and CFO office decision-makers.
• Partner closely with Marketing, Revenue Operations, and Account Executive teams to continuously optimize lead handoffs and pipeline conversion.
• Consistently meet and exceed quarterly quotas for qualified pipeline opportunities generated.

Key Performance Metrics

• Qualified pipeline opportunities generated against quarterly quota targets.
• MQL to SQL conversion rates and overall lead conversion efficiency.
• Outreach volume, team activity metrics, and discovery meeting completed rates.
• SDR team skill ramp time and AI tool adoption proficiency across the Guadalajara team.

What We Are Looking For

• 1–2+ years of full-time B2B sales development or SDR leadership experience (FinTech or SaaS software sales experience is a major plus).
• Proven hands-on proficiency with modern AI tools for prospecting, account research, and messaging optimization.
• Exceptional bilingual communication skills (English and Spanish) across written and verbal channels.
• Strong collaborative leadership mindset and a commitment to team development.
• Bachelor's degree preferred or equivalent practical experience.

Nice to have

• Deep understanding of modern B2B enterprise sales dynamics, AR/AP automation, and payment networks.
• Experience building or managing agentic AI workflows and automated sales cadences.

AI-Native Operator

• Thinks in systems, repeatable workflows, automation, and AI-enabled execution rather than one-off manual configuration.
• Can show practical examples of using AI, templates, tools, or automation to speed up ERP deployment, reduce errors, or manage a higher volume of implementations.
• Looks for ways to make implementation knowledge reusable, searchable, and scalable across the team.

Perks & Benefits

• Enjoy generous PTO and sick leave, because we believe in balance.
• Fuel your days with free snacks and paid lunches in the office.
• We've got your health covered with Major Medical Health Insurance.
• Stay nourished with food vouchers and plan for your future with savings funds.
• Unlock stock options and own a piece of our success!
• Work with the best tools and equipment, setting you up to thrive.
• And the best part? Endless growth opportunities await you as we rapidly expand!