Company: Raspberry AI
Location: United States (Remote)
Job Type: Full-Time
Work Setting: Remote
Department: Customer Support / AI Operations
About Raspberry AI
Raspberry AI is a young-developed AI firm that designs state-of-the-art solutions in the fashion and creative design industry. The support and operations function is core to the company as it grows and expands to provide outstanding customer experiences, product quality, and it has a direct influence on product roadmap development through frontline feedback.
It is a unique chance to work in an early-stage AI company, when your work as a support specialist not only solves the tickets but also forms the base of the support process in Raspberry over the next few years.
About the Role
Raspberry AI is looking to hire a full-time and remote AI Support and Operations Specialist who will be end-to-end custodian of customer support and assist in the construction of Raspberry support infrastructure as the enterprise grows.
In this position, you will receive incoming support requests, troubleshoot, and have customers unlocked within a short period of time and in a consistent manner. Outside the day-to-day work of resolving tickets, you will contribute to the design of the support process at Raspberry – assessing tooling, refining workflows, designing additional self-serve support, and testing opportunities of agentic support and chatbot over time.
Another important responsibility you will have is product quality, as you will be exposed to bug bashes, testing out new features prior to their release to customers, and evaluating AI outputs to indicate regression or edge cases. You will collaborate with Training, Customer Success, Product, and Engineering teams to work in a fast-paced environment where the input of the support insight will often inform the direction of the product roadmap.
Key Responsibilities
- Own the support queue end-to-end — triage, investigate, resolve, and follow up with customers via Support Desk and email.
- Create clear, actionable bug reports including steps to reproduce, screenshots, and expected vs. actual behavior, and track escalations through to Engineering resolution.
- Improve support workflows and infrastructure including macros, tagging systems, routing logic, SLA expectations, and internal playbooks.
- Evaluate and recommend support tooling and processes to support company scale — for example, assessing platforms such as Zendesk vs. Intercom.
- Maintain and continuously improve customer-facing and internal support documentation including Help Docs, quick reference guides, and Loom video walkthroughs.
- Participate in weekly product QA and bug bash sessions, proactively testing workflows ahead of customer sessions and new feature releases.
- Monitor recurring issues and customer friction patterns, sharing actionable insights with Product and Engineering teams to prevent repeat occurrences.
- Collaborate cross-functionally to support product launches, incidents, and customer communications as needed.
- Take on additional responsibilities as business needs evolve in a fast-moving startup environment.
Required Skills & Experience
- 5 to 8 or more years of experience supporting creative software users — fashion, design, or adjacent creative industries strongly preferred.
- Strong written communication skills with a clear, calm ability to explain workflows and solutions to non-technical users.
- Proven experience managing support tickets and customer issues end-to-end from intake to resolution.
- Familiarity with support platforms such as Zendesk, Intercom, or similar help desk tools and support operations fundamentals.
- Comfort troubleshooting a wide range of technical issues including browser behavior, file uploads, permissions, account settings, and file handling.
- Experience collaborating cross-functionally with Product and Engineering teams on bug reporting, reproduction steps, and prioritization.
- Familiarity with generative AI tools such as Midjourney, DALL·E, or similar platforms.
- Proficiency with Google Workspace including Docs, Slides, and Spreadsheets.
- Proficiency with Microsoft 365.
Bonus / Preferred Skills
- Experience building support infrastructure from the ground up — including macros, help center architecture, chatbot or agentic support setup, and reporting frameworks.
- Background in fashion tech, creative SaaS, or design-focused software platforms.
- Experience with agentic AI support tools or chatbot implementation.
Why Join Raspberry AI
- Be one of the earliest key hires shaping the support function at a high-growth AI startup.
- Work remotely from anywhere in the United States with full schedule flexibility.
- Collaborate directly with Product, Engineering, Training, and Customer Success teams — your insights will directly influence the product roadmap.
- Work at the intersection of AI, creativity, and customer experience in the rapidly evolving fashion tech space.
- Grow your career in AI operations at a company on the cutting edge of generative AI for creative industries.