Raspberry AI

• Lead compelling product demonstrations for prospective customers, showcasing how Raspberry AI supports real fashion workflows • Partner with Sales during discovery calls to understand customer challenges, workflows, and business objectives • Tailor demos and presentations to specific customer use cases across fashion design, DPC, product development, merchandising, and visual creation • Serve as a trusted fashion and workflow expert during the evaluation process, helping prospects envision how Raspberry AI fits within their existing processes • Conduct workflow discovery sessions with design, product development, merchandising, and creative teams • Answer product, workflow, and technical questions throughout the sales process via live calls, email, Slack, or Loom • Create customized demo assets, sample outputs, presentations, and use-case examples that resonate with prospective customers • Gather and communicate customer feedback, objections, feature requests, and workflow insights to Product and Engineering teams • Partner with Marketing and Sales to continuously improve demo narratives, messaging, and customer-facing materials • Create and maintain demo environments, sales enablement materials, workflow examples, presentations, and internal documentation • Stay current on Raspberry AI product updates and broader AI tools relevant to fashion and design workflows • Represent Raspberry AI as a product and fashion expert during customer meetings, webinars, events, and industry conversations

• Execute customer design briefs end-to-end using the Raspberry AI platform — flats, tech packs, colorways, prints, mood boards, and concept visuals • Translate customer creative direction into precise prompts, references, and platform inputs that produce on-brand output • Iterate quickly on customer feedback; manage multiple briefs in parallel without missing turnaround SLAs • Maintain quality control on every deliverable — accurate silhouettes, fabric rendering, brand-consistent details • Document repeatable workflows so the India team can scale output predictably as customer volume grows • Flag platform gaps, prompt patterns, and customer pain points to the product team so we improve the tool • Partner with US-based Customer Success / Solutions leads on brief intake, status updates, and final delivery

• Develop and own core positioning and messaging framework, translate complex AI capabilities into clear narratives, partner with product to shape how new features are framed. • Own GTM strategy and execution for product launches, define launch tiers and success criteria, build and manage cross-functional launch plans. • Lead ongoing market research and ICP refinement, synthesize buyer insights into actionable frameworks, partner with customer success. • Partner with content and demand gen teams to brief, review, and approve marketing content, develop thought leadership angles. • Own competitive intelligence function, build and maintain battlecards, synthesize research into strategic recommendations. • Own end-to-end product launches including go-to-market messaging, sales enablement materials, and content creation. Partner cross-functionally with product, sales, and design to ensure launches land with clarity and impact across all channels. • Equip sales reps with localized materials, talk tracks, case studies, and competitive intelligence ahead of events and meetings • Collaborate with sales on territory goals, messaging, and priorities to ensure field programs are tightly aligned with revenue objectives • Attend customer-facing meetings and events when marketing presence adds value

• Own end-to-end planning and execution of in-person and virtual events, including trade shows, conferences, roadshows, lunch-and-learns, and hosted executive dinners • Manage event logistics: venue sourcing, vendor negotiations, booth design, staffing, catering, and post-event follow-up • Build and maintain a calendar of New York-area events that keeps our brand consistently present in the market • Track event ROI and report on pipeline influenced, leads generated, and revenue attributed to field programs • Partner closely with the sales team to identify target accounts and tailor event and outreach strategies to move them through the funnel • Develop and execute territory-based campaigns that complement field events and drive qualified pipeline

• Become a deep expert in Raspberry AI’s platform, workflows, and evolving capabilities across design, merchandising, and product development use cases. • Partner closely with enterprise customers to understand how teams adopt and operationalize AI across creative and production workflows. • Identify high-performing customer workflows and translate them into scalable playbooks, implementation strategies, and best practices for broader customer adoption. • Advise customers on organizational and operational changes required to successfully implement AI workflows across large teams and cross-functional organizations. • Drive AI transformation initiatives across enterprise retail organizations ranging from hundreds to thousands of users. • Work cross-functionally with Product, Engineering, Customer Success, and Sales teams to influence product direction and improve customer outcomes. • Create clear documentation, enablement materials, workflow frameworks, and executive-ready recommendations for internal and external stakeholders. • Lead strategic customer workshops, product trainings, workflow audits, and executive business reviews. • Act as a trusted advisor to customer leadership teams, helping them understand how generative AI can improve speed, efficiency, creativity, and organizational alignment. • Surface recurring workflow gaps, customer pain points, and operational insights to influence roadmap prioritization and product strategy. • Stay at the forefront of AI-native creative workflows and emerging industry trends across fashion, retail, and digital product creation.

• Lead, coach, and develop a team of Enterprise AEs, Strategic AEs, and BDRs to consistently exceed pipeline and revenue targets. • Partner closely with the VP of Revenue to define and execute the company's enterprise sales strategy. • Drive disciplined sales execution: pipeline management, forecasting, deal reviews, and quota attainment. • Recruit, onboard, and ramp new sales hires as the team scales to 10–15 AEs. • Build and iterate on playbooks, outbound motions, and sales processes that support repeatable, scalable growth. • Work cross-functionally with Marketing, Product, and Customer Success to align on ICP, messaging, and expansion opportunities. • Use data to identify performance gaps and coach individuals toward improvement. • Represent the sales organization in leadership and planning discussions, including forecasting and pipeline reviews.

Role Description Raspberry AI is seeking a full-time, remote AI Training & Implementation Specialist with a designer background to onboard, train, and support customers using our AI-powered design platform. In this role, you’ll be responsible for helping new and existing customers become confident, independent users of Raspberry AI. Your focus will be: - Training, onboarding, and ongoing enablement - Running live sessions - Hosting office hours - Troubleshooting user issues - Creating clear educational resources that scale You’ll work closely with Customer Success, Product, and Engineering to surface user feedback, flag issues, and continuously improve how customers learn and use the platform. This role is ideal for someone who enjoys teaching, problem-solving, and working directly with designers—and who is excited about helping fashion teams adopt generative AI in practical, real-world workflows. Additional responsibilities may be assigned as business needs evolve. Responsibilities - Lead customer onboarding and training sessions to help users get productive quickly - Host office hours and follow-up sessions to support ongoing learning and adoption - Respond to customer questions and troubleshoot issues via the Support Desk, email, or Loom - Review customer usage to identify blockers, confusion, or opportunities for improvement - Escalate bugs and product issues to Engineering and track them as needed - Create and maintain enablement resources such as onboarding scripts, help docs, and Loom videos - Partner with Customer Success, Product, and Engineering to share customer feedback and insights - Support teammates by answering questions and contributing to team workflows Qualifications - 6-9+ years of fashion industry experience, preferably working in fashion design or accessory design - Strong background in fashion design - Adobe Illustrator - Adobe Photoshop - Experience creating and reviewing fashion visuals (garments, prints, footwear, accessories) - Familiarity with generative AI tools (e.g., Midjourney, DALL·E, similar) - Comfort learning and explaining new software tools - Google Docs, Slides, and Spreadsheets - MS365 - Strong written and verbal communication skills Benefits - Competitive salary - Comprehensive benefits package including health, dental, and vision insurance - Opportunity to work on cutting-edge AI technology with a high-impact team - Fully remote with a supportive company culture - Be part of a rapidly growing company with significant growth potential

• Own and optimize Salesforce (or equivalent CRM) architecture, workflows, and data integrity • Build and maintain dashboards for pipeline, forecasting, and performance tracking • Manage integrations across GTM tools (CRM, marketing automation, billing, etc.) • Ensure clean, accurate, and actionable data across all revenue systems • Partner with Sales leadership to improve pipeline visibility and forecasting accuracy • Establish pipeline hygiene standards and enforce best practices • Build reporting to track conversion rates, deal velocity, and win/loss trends • Design and optimize sales processes from lead → close → expansion • Support territory planning, account segmentation, and ICP definition • Help operationalize outbound and inbound pipeline generation strategies • Partner with Sales on deal tracking, inspection, and execution • Work closely with Marketing, CS, and Finance to align on funnel metrics and reporting • Support handoffs between teams (lead routing, onboarding, expansion) • Identify operational bottlenecks and implement scalable solutions

• Own budgeting, forecasting, and financial planning processes • Build and maintain operating models to guide company decision-making • Analyze performance vs. plan and provide actionable insights to leadership • Support board and investor reporting • Develop and refine pricing models, packaging, and monetization strategy • Partner with Sales on complex deals—supporting pricing, structuring, and negotiation posture • Evaluate deal economics beyond margin (strategic value, expansion potential, risk) • Act as a thought partner on 'go / no-go' decisions for key opportunities • Support RevOps infrastructure in the near term (CRM hygiene, deal tracking, reporting) • Own commission calculations and partner with leadership on comp plan design • Oversee payroll approvals and ensure alignment with financial plans • Help build scalable systems and processes as the GTM org grows • Manage external accounting partners (billing, collections, monthly close) • Review and ensure accuracy of financial statements and reporting • Improve processes around billing, collections, and revenue recognition • Build internal rigor around financial operations and controls

• Build AI agents that take actions inside Raspberry's design platform — triggering generations, chaining outputs across creative AI tools, and orchestrating multi-step workflows • Design the orchestration and tool abstraction layer that exposes Raspberry's creative AI tools as agent-callable actions • Architect end-to-end agentic workflows for batch design operations (e.g., sketch → render → colorway → on-body → tech flat) • Build conversation, review, and approval interfaces that keep designers in control of agent-driven outputs • Evaluate and integrate agent frameworks and LLM capabilities to find the best approaches for our domain • Collaborate closely with ML engineers, product, and design to shape the roadmap for AI-powered creative workflows