Marketing Automations & AI Transformation Lead

WeTravel, Inc.

Job Overview

Location

Toronto

Job Type

Full-time

Full Job Description

📋 Description

• Design, configure, and optimize AI agents to automate marketing workflows across content creation, lead enrichment, campaign operations, and growth experimentation using no-code platforms like Clay, Lindy, n8n, Zapier, HubSpot AI, and OpenAI/Claude APIs.
• Identify repetitive marketing tasks and transform them into reliable, scalable AI-driven systems without writing code, focusing on inputs, decision points, and outputs to ensure consistent performance.
• Write and refine prompts, design workflow logic, and curate training data to improve agent accuracy, reliability, and alignment with marketing goals.
• Monitor agent output continuously, detect quality degradation or failures, and iterate rapidly on prompts and workflows to maintain high standards of performance.
• Collaborate with engineering and Customer Operations teams when automation requires deeper technical integrations, custom APIs, or infrastructure changes.
• Document all automated workflows clearly so that other members of the marketing team can understand, use, and contribute to the systems you build.
• Stay current with emerging AI tools, prompt engineering techniques, and agent-based platforms, evaluating and integrating new capabilities into WeTravel’s marketing stack.
• Operate as the primary AI operator for the marketing team, bridging the gap between manual processes and fully autonomous systems that improve efficiency and scale.
• Ensure all automated systems are tested, monitored, and improved on a weekly basis, embracing a high tolerance for failure during experimentation to accelerate learning.
• Work within a global, remote-first marketing team that supports multi-day group travel operators worldwide, automating workflows that impact campaigns reaching every continent.
• Maintain alignment with marketing objectives by ensuring AI agents enhance—not replace—human creativity and strategic decision-making in campaign execution.
• Use structured thinking to map complex workflows into step-by-step automation pipelines, prioritizing reliability over speed and iterative improvement over initial perfection.
• Contribute to a culture of transparency and continuous improvement by sharing insights, documenting failures, and proposing enhancements based on real-world agent performance data.
• Support the broader marketing team by training them on how to interact with and leverage AI agents, fostering trust and adoption across departments.
• Balance innovation with operational discipline, ensuring automated systems are auditable, traceable, and aligned with compliance and data privacy standards.
• Work remotely as part of a 350+ person international team representing over 50 countries, with a strong emphasis on agility, collaboration, and travel-inspired innovation.

🎯 Requirements

• 3+ years in marketing operations, growth ops, or marketing automation with hands-on experience in tools like HubSpot, Clay, Segment, or similar platforms.
• Proven track record of using AI tools such as ChatGPT or Claude daily and having built automated workflows in n8n, Zapier, or similar no-code platforms.
• Strong systems-thinking mindset—ability to map repetitive workflows into structured inputs, steps, outputs, and decision points for automation.

🏖️ Benefits

• Full-time fixed-term contract as an international contractor with monthly USD payments.
• Unlimited paid time off under the "Time to Recharge" policy.
• Annual 2-4 week paid trip to Amsterdam (HQ) to stay in WeTravel apartments.
• Extensive paid family leave and three paid volunteer days per year.
• Cutting-edge equipment and coverage for work-from-home setup.
• Opportunity to join an international, travel-loving team with a passion for innovation and adventure.

Skills & Technologies

REST

Senior

Remote

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WeTravel, Inc.

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About WeTravel, Inc.

WeTravel is a San-Francisco-based fintech-travel platform that provides payment, booking and itinerary management tools for group travel organizers and tour operators. Its SaaS solution enables travel companies to collect funds, manage client documents, create custom booking pages and automate supplier payouts while offering travelers multi-currency payment options. Founded in 2016, the company focuses on small to mid-size travel businesses worldwide, integrating banking, payment processing and customer management into one dashboard.

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