Head of Marketing

Location: Miami, FL (Hybrid), São Paulo, Buenos Aires, Mexico City 

Reports to: VP of Revenue.

About Us

Olé Life is a fast-growing insurtech, backed by PayPal Ventures and Mundi Ventures, reinventing life insurance across Latin America. We are building the future of protection: simple, digital-first, and tailored to the realities of emerging markets. Born at the intersection of insurance and technology, Olé combines long-term trust and resilience with speed, innovation, and continuous learning. Our team is diverse, distributed across LATAM, and driven by the mission of transforming how life insurance is experienced by millions of families.

• We are seeking a Head of Marketing to own and scale Olé Life’s end-to-end marketing strategy. This is a leadership role with direct impact on growth, brand, and market expansion.
• The Head of Marketing will be responsible for defining positioning, driving demand generation, and building a high-performing, data-driven marketing engine that supports Olé Life’s growth objectives. This role partners closely with the CEO and the leadership team, and works cross-functionally with Sales, Product, Operations, and Revenue teams.

• Key Responsibilities

• Own and execute Olé Life’s marketing strategy across LATAM, aligned with company goals and growth targets.
• Define brand positioning and messaging to ensure clarity, consistency, and differentiation across markets.
• Partner with leadership on go-to-market strategies for new products, channels, and geographies.

• Build and protect the Olé Life brand across all touchpoints, ensuring a cohesive narrative and strong market presence.
• Oversee content, storytelling, and communications strategies that support trust, education, and adoption in insurance.

• Cross-Functional Leadership
• Work closely with the Revenue team to align marketing efforts with pipeline generation and conversion.
• Collaborate with Product and Operations to ensure marketing initiatives reflect real product value and customer needs.
• Act as a key marketing voice within the leadership team, contributing to strategic decisions.

• 7+ years of experience in marketing, ideally within high-growth startups.
• Proven experience owning marketing strategy and execution at a regional or multi-market level.
• Strong background in demand generation, brand building, and performance marketing.
• Data-driven mindset, with experience managing KPIs and marketing analytics tools.
• Experience leading teams and managing agencies or external partners.
• Excellent communication and storytelling skills in English and Spanish (Portuguese is a plus).
• High ownership, autonomy, and comfort operating in fast-paced, ambiguous environments.

• The opportunity to build and lead the marketing function at a venture-backed insurtech in rapid growth.
• Direct exposure to the CEO and leadership team, with real influence on company strategy.
• A mission-driven, collaborative, and high-impact work environment.
• Remote-first culture with a distributed team across LATAM.
• Competitive compensation package aligned with senior leadership roles.