About Olé Life

Olé Life is not building a traditional insurance company — it is rewriting the rules of how protection works in Latin America.
The company already protects more than 10,000 families, doubles its size every year, and is backed by top-tier investors such as PayPal Ventures and Mundi Ventures. Its mission is clear: to make life insurance more accessible, digital, and human, through product innovation, USD-based protection, and a fully digital experience across the region.

An opportunity to grow with Olé Life during the most dynamic stage of its expansion in Latin America.

The Position
Olé Life is looking for a Business Development Leader to structure and scale its agent- and broker-driven sales engine across Latin America.
This role reports directly to the Head of Revenue and will be responsible for leading the go-to-market strategy end-to-end, balancing short-term commercial goals with long-term sustainable growth. The ideal candidate will bring a senior and strategic perspective, capable of building scalable commercial structures and leading high-performing teams in a fast-growth, regional environment.

Key Responsibilities

• Act as a senior commercial reference, contributing to strategic decision-making and the professionalization of Olé Life’s regional sales operation.
• Own the full sales strategy across the agent/broker channel, aligning revenue growth with long-term scalability.
• Design and implement a structured go-to-market system for agent acquisition, onboarding, activation, performance management, and retention.
• Test and optimize scalable initiatives such as incentive structures, digital acquisition programs, and referral loops.
• Build and lead the sales team: define org structure, hire key roles, and foster a performance-driven culture.
• Define and track sales KPIs (conversion, productivity, CAC/LTV) and work with Data/Ops to develop dashboards and reporting tools.
• Collaborate with Product, Marketing, and Customer Success to align lead generation, feedback loops, and client experience.
• Shift the current relationship-driven model toward a more performance-led, tech-enabled sales engine.
• Support regional expansion by designing country-specific go-to-market strategies.

Qualifications

• 10+ years of experience in sales leadership, ideally in insurance, fintech, or other agent-driven models.
• Proven track record building and scaling go-to-market teams and sales systems in fast-paced environments.
• Strong understanding of sales funnels, field force dynamics, and digital acquisition strategies in LATAM.
• Data-driven mindset with the ability to design, implement, and act on performance metrics.
• Experience designing incentive programs, growth experiments, and engagement strategies.
• Regional exposure or multi-country experience is highly valued.
• Fluency in Spanish and English required; Portuguese is a strong plus.

Key Traits

• Executive mindset and strategic thinking, with the ability to influence high-level business decisions.
• Ability to thrive in dynamic environments, with initiative and autonomy to take projects from strategy to execution.
• Strong skills in building, guiding, and motivating commercial teams, fostering a high-performance culture.
• Customer-oriented mindset with a practical understanding of agent and broker needs.
• Analytical and systemic approach to designing scalable processes and repeatable models.
• Collaborative spirit and ability to work cross-functionally, aligning commercial objectives with overall company strategy.

What Olé Life Offers

• Competitive compensation and benefits.
• The opportunity to be part of a fast-growing startup shaping the future of distribution in LATAM.
• A chance to redefine how insurance is sold across the region.
• Opportunities for professional development and career growth.
• The ability to make a direct impact on the company’s success.