Conversational AI Operations Specialist at Fora Travel in New York, NY

Summary: Fora Travel is a modern travel agency focused on empowering travel entrepreneurs through technology and support. They are seeking a Conversational AI Operations Specialist to maintain and optimize their AI advisor support chatbot, Sidekick, by designing systems for quality assurance and content operations while collaborating with various teams to enhance the user experience. Responsibilities: - Design and operationalize repeatable systems that drive continuous improvement for Sidekick, including QA frameworks, testing infrastructure, content operations processes, and structured feedback loops - Own content and knowledge management across Sidekick surfaces, including the Help Center, macros, prompts, and proactive messaging - Conduct regular QA reviews, establish rubrics and escalation protocols, and ensure consistent quality standards across conversational outputs - Build and maintain use case testing frameworks to validate new features, guidance prompts, and workflows before launch - Execute content updates and audits, proactively identifying stale or inaccurate information - Translate complex internal operations, supplier policies, and platform updates into clear, concise, and well documented internal processes and advisor facing content - Partner with Support to gather feedback and identify patterns in advisor questions and resolution gaps - Collaborate with teams including Tour Operations, Booking Platform, and Advisor Integrity to coordinate destination specific guidance, supplier data ingestion, and policy updates - Coordinate with Product and Engineering on Sidekick updates tied to new feature rollouts and quality assurance - Act as a keeper of truth for advisor-facing knowledge by independently researching, fact checking, and validating information across multiple sources Required Qualifications: - 1-3 years of experience in content operations, support operations, customer success, technical writing, or a related field - Demonstrated experience building or improving operational systems or processes that drove measurable improvements - Proven AI power user who uses AI tools daily in a current or recent role and can speak concretely about workflows built with those tools - Exceptional writing skills with the ability to communicate complex or technical concepts clearly and concisely for both internal and advisor facing audiences - Strong research instincts with a track record of independently validating information and synthesizing findings into actionable guidance - Systems thinker who can design repeatable frameworks and scalable processes rather than one off solutions - High attention to detail with the ability to consistently execute, follow through, and close loops - Ability to quickly learn new tools and platforms, including customer support and knowledge base systems - Strong empathy for users and a genuine commitment to ensuring advisors feel understood and supported - Ability to work in the United States and be based in or willing to relocate to New York City Preferred Qualifications: - Experience with AI chatbots, conversational design, or prompt writing - Experience building QA programs, testing frameworks, or structured audit processes - Hands-on experience with platforms such as Intercom, Zendesk, Notion, or other knowledge base and support tools - Experience building advanced workflows or automations within support or content systems - A writing portfolio that demonstrates clear, structured, and user centric communication Required Skills: AI tools proficiency, Content operations experience, Conversational design experience Important Skills: QA frameworks development, Knowledge management Nice-to-Have Skills: empathy, Research skills, Systems thinking Benefits: Unlimited vacation, Health Insurance (including an option completely covered by Fora HQ), Dental & Vision Insurance, Wellhub Memberships, 401k plan with company match, Commuter Benefits, Supplemental Life Insurance, Stock Options