Chief Technology Officer

2 months ago

Toronto, Canada Tripshepherd Full time

**Chief Technology Officer (CTO)**

**About Us**

At Tripshepherd, we believe travel should be a transformative experience that fosters positive, respectful relationships between locals and travelers. As a **fast-growing startup**, our mission is to build a global platform where travel creators (Tripshepherds) can share experiences, monetize content, and build vibrant communities. We’re reshaping tourism to enrich destinations, enabling travelers to contribute positively to the places they visit.

Tripshepherd’s tech ecosystem includes the **Tripshepherd app** (for travelers), the **Guide app** (for local hosts and creators), the **Boat app** (a backend dashboard for admin, guest services, and operations), and our **website**. These components are powered by a sophisticated technology stack that blends scalability, flexibility, and analytics to connect locals with travelers and promote meaningful, two-way engagement.

We’re seeking a visionary **Chief Technology Officer (CTO)** to drive the development of a product that transforms how people explore the world. You’ll lead technological innovation, AI integration, and scalable infrastructure to build a seamless, impactful platform that empowers travel creators and connects travelers meaningfully with destinations.

**The Opportunity**

As CTO, you’ll be the technical architect behind our platform, defining the technology roadmap, building an exceptional engineering team, and ensuring the seamless delivery of AI-powered and community-driven features across the Tripshepherd app, Guide app, Boat app, and website. Working closely with the Head of Product, you’ll bring to life a platform where Tripshepherds can offer unique content—custom maps, exclusive tours, restaurant recommendations—and travelers can experience destinations in ways that benefit both the locale and its people.

In this role, you’ll lead the strategy for scaling our tech infrastructure to support our global growth, leveraging a modern stack of cloud-based, serverless, and data-driven technologies to build a product that fosters positive relationships between locals and travelers.

**Key Responsibilities**
- **Technology Vision & Roadmap**: Define and execute a technology roadmap that supports scalable, secure, and impactful growth across all components (Tripshepherd app, Guide app, Boat app, and website). Leverage cloud and serverless technologies to ensure platform flexibility and performance.
- **AI Integration & Personalization**: Lead the integration of AI to deliver personalized travel experiences. Build AI-driven tools that allow Tripshepherds to offer unique insights and recommendations in real time.
- **Platform Scalability & Reliability**: Architect a reliable, scalable, and secure platform capable of supporting a growing community of travelers and creators across multiple platforms.
- **Product Development & Engineering Leadership**: Build and lead a world-class engineering team, fostering a collaborative, innovative culture. Oversee product development from ideation to execution, ensuring the balance of short-term goals with long-term growth.
- **Data-Driven Decision Making**: Use data analytics and machine learning to improve platform performance and user engagement. Drive product refinement through insights that enhance local-traveler relationships and positively impact destinations.
- **Cross-Functional Collaboration**: Partner with the Head of Product, marketing, and operations to deliver a cohesive product experience. Ensure technology solutions support the needs of creators, travelers, and the business.
- **Community & Content-Driven Innovation**: Develop features that empower Tripshepherds to create community-driven, monetizable content that benefits destinations. Enable creators to share insights and foster genuine interactions with travelers.
- **Technical Strategy for Global Expansion**: Prepare the platform for rapid growth into new markets by building adaptable infrastructure that supports diverse traveler needs and respects local cultures.

**Who You Are**
- **Visionary Technologist**: You have 10+ years of experience in software development or engineering, with 5+ years in a leadership role, ideally in high-growth, consumer-facing platforms. You’re inspired by building products that transform industries and empower communities.
- **Cloud & Tech Stack Expertise**: Proficient with cloud platforms (AWS, Google Cloud), modern web and mobile frameworks (e.g., Next.js, SwiftUI, Jetpack Compose), and serverless architectures.
- **AI & Personalization Specialist**: You’re experienced in implementing AI-driven solutions that enhance personalization and scale. You understand the potential of AI to deliver unique, context-aware experiences.
- **Community-Focused & Impact-Driven**: You’re passionate about products that support and empower local communities. You understand the unique needs of community-driven platforms and the potential of user-generated con

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