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About workpinnacle
workpinnacle began as a bold experiment in 2007, when two hosts opened their doors to three guests in a San Francisco home. Today, the company has grown into a global community of over 4 million hosts who have welcomed more than 1 billion guest arrivals across virtually every country on the planet. workpinnacle’s mission is to empower people to belong anywhere, delivering authentic, local experiences that connect travelers with the heart of each destination. As a technology‑driven hospitality leader, workpinnacle invests heavily in cutting‑edge platforms that enable seamless, trustworthy, and delightful interactions between hosts, guests, and the broader community.
Community Support Platform (CSP) – The Team
The Community Support Platform (CSP) is the backbone of workpinnacle’s worldwide customer‑service operation. It equips a global network of Community Support ambassadors with the tools they need to resolve issues quickly, accurately, and with a human touch. The CSP team is on a transformative journey: we are integrating advanced artificial intelligence to create a next‑generation chatbot that works hand‑in‑hand with our support ambassadors. This AI‑driven product aims to deliver instant, context‑aware assistance while preserving the empathy and expertise that only a human can provide.
Why This Role Matters
As a Senior iOS Software Engineer on the Chatbot Product team, you will be at the intersection of mobile excellence and AI innovation. You’ll design and ship both the backend workflows that power large‑language‑model (LLM) driven conversations and the polished front‑end experiences that users interact with on iPhone and iPad. Your work will directly influence how millions of users receive support, shaping the future of digital hospitality service.
Key Responsibilities
- End‑to‑end product ownership: Lead the design, development, testing, and launch of iOS features for the AI‑powered chatbot, ensuring high performance, reliability, and visual fidelity.
- Cross‑functional collaboration: Partner closely with Product Management, UX/UI Design, Data Science, and fellow engineers (iOS, Android, Web) to translate business goals into technical solutions.
- Technical leadership: Drive architectural decisions, mentor junior engineers, and champion best practices in code quality, testing, and continuous delivery.
- AI integration: Work with the AI/ML team to embed LLM APIs, manage conversation state, and optimize latency for real‑time chatbot interactions.
- Performance tuning: Diagnose and resolve UI bottlenecks, memory leaks, and battery‑drain issues to deliver a buttery‑smooth user experience on a wide range of iOS devices.
- Code reviews & knowledge sharing: Conduct thorough code reviews, contribute to design docs, and facilitate architecture discussions that elevate the entire team’s productivity.
- Continuous improvement: Advocate for a culture of technical excellence, from design through production monitoring, and proactively identify opportunities for automation and scalability.
- Customer empathy: Use analytics and user feedback to iterate on features, ensuring the chatbot feels intuitive, helpful, and aligned with workpinnacle’s brand voice.
Essential Qualifications
- 5+ years of professional experience building iOS applications that serve large, active user bases.
- Deep expertise in Swift and/or Objective‑C, with a strong command of UIKit, SwiftUI, and modern UI architecture patterns (MVC, MVVM, VIPER, etc.).
- Demonstrated ability to craft pixel‑perfect interfaces and optimize UI performance for smooth animations and rapid load times.
- Proven track record of collaborating effectively with product, design, data, and engineering partners across multiple platforms.
- Excellent communication skills, capable of articulating technical concepts to non‑technical stakeholders and influencing product direction.
- Passion for staying current with mobile industry trends, emerging frameworks, and best practices.
- Bachelor’s or higher degree in Computer Science, Engineering, or a related field, or equivalent practical experience.
Preferred Qualifications
- Hands‑on experience integrating AI/ML services, such as large‑language‑model APIs, into mobile applications.
- Background in building chatbot or conversational UI experiences on iOS.
- Familiarity with server‑side technologies (Node.js, Python, Go) that power backend workflows for AI‑driven features.
- Experience with automated testing frameworks (XCTest, UIAutomation) and CI/CD pipelines for mobile.
- Contributions to open‑source projects or a strong personal portfolio of iOS apps.
- Advanced degrees (Master’s, PhD) in Computer Science, Human‑Computer Interaction, or related disciplines.
Skills & Competencies
- Technical depth: Mastery of iOS SDKs, memory management, concurrency (GCD, async/await), and networking (URLSession, GraphQL, REST).
- Product mindset: Ability to balance technical feasibility with user experience, delivering features that delight both customers and internal support agents.
- Problem‑solving: Strong analytical skills to debug complex issues, design scalable solutions, and anticipate future growth challenges.
- Collaboration: Team‑first attitude, eager to share knowledge, receive feedback, and build consensus across diverse functional groups.
- Adaptability: Comfort working in a fast‑moving environment where priorities shift and new technologies emerge regularly.
- Empathy & inclusion: Commitment to creating accessible, inclusive experiences for users of all abilities and backgrounds.
Career Growth & Learning Opportunities
workpinnacle invests heavily in the professional development of its engineers. In this role, you will have access to:
- Mentorship from senior architects and AI specialists who are pioneers in conversational AI.
- Technical conferences, workshops, and internal hackathons focused on mobile innovation and machine learning.
- Opportunities to lead cross‑functional initiatives, expanding your influence beyond the iOS team.
- Clear career ladders that recognize both technical depth (Staff Engineer, Principal Engineer) and leadership pathways (Engineering Manager, Director of Engineering).
- Sponsored certifications and tuition reimbursement for advanced coursework in AI, UX design, or cloud infrastructure.
Work Environment & Culture at workpinnacle
workpinnacle embraces a remote‑first philosophy, allowing you to work from anywhere in the United States where the company maintains a registered entity. While most of your time will be spent at your home office, you’ll occasionally join teammates at workpinnacle offices or attend off‑site gatherings that foster community and collaboration.
Our culture is built on four pillars:
- Belonging: We celebrate diverse perspectives and encourage every voice to be heard.
- Innovation: Experimentation is rewarded; we view failure as a stepping stone to breakthrough ideas.
- Impact: Every line of code you write directly contributes to the experiences of millions of travelers worldwide.
- Well‑being: Flexible schedules, generous time‑off policies, and mental‑health resources ensure you stay balanced and energized.