We're seeking a highly adaptable Sr. Staff GenAI Content & Conversational Designer to join our Monetization design team. As a key member of our team, you'll support projects and teams across the suite of Pinterest business products, ramping up quickly where help is needed most.
\nYour primary responsibility will be to lead conversation design and strategy for a multi-agent AI powered Pinterest Business Assistant to help business users (merchants, advertisers, and agencies) create inspired content, connect with customers, and achieve their business goals.
\nTo succeed in this role, you'll need to act as the voice of the user by becoming an expert in our business products and leveraging research to inform the design of the AI assistant. You'll also drive improvements in prompt and skill management, owning the process from conception to production, and rapidly adapting to new technologies.
\nIn addition to your technical skills, you'll need to be able to collaborate cross-functionally with researchers, product managers, engineers, and stakeholders to establish conversational, cohesive experiences with a unified voice. You'll apply systematic thinking to your work, contributing to scalable, consistent design patterns, and participating in critique to strengthen your designs.
\nAs a Sr. Staff GenAI Content & Conversational Designer, you'll actively seek learning opportunities to grow your craft, define success metrics for novel AI features, and obsess over building trustworthy, high-impact AI systems.
\nWe're looking for someone with a strong background in user-focused product conversation and content design, with experience shaping content for multi-disciplinary projects. You should have experience with LLMs, prompt shaping/engineering and working on AI product flows and with agentic systems. A portfolio demonstrating breadth and creativity and proven experience in content design, design thinking and product strategy is essential.
\nThis position is not eligible for relocation assistance. You'll need to be in the office for in-person collaboration 1-2 times/quarter, and therefore can be situated anywhere in the country.
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\nAs a Conversational Design, Demo Engineer, you will play a critical role in supporting pre-sales engagements through the design, analysis, and demonstration of Cresta’s AI capabilities. You’ll partner closely with Solution Engineers and Demo Engineering to craft compelling, high-quality conversational experiences that showcase Cresta’s value to prospective and existing customers. Your work will focus on establishing clear business cases for net new and upsell opportunities, using conversation design and data-driven assessments to highlight measurable impact.
\nResponsibilities: Collaborate closely with Solution Engineers and Demo Engineering to design and deliver high-impact, AI-driven demos, Proofs of Concept (POCs), and Conversation Assessments that clearly articulate Cresta’s value in real-world customer scenarios. Develop and generate high-quality synthetic conversations and AI model behaviors that realistically simulate customer interactions and bring priority use cases to life in pre-sales environments. Conduct in-depth Conversation Assessments and data analyses to uncover opportunity areas, quantify measurable impact, and build compelling business cases for net-new logo acquisition and upsell expansion. Continuously enhance demo environments by strengthening QA/QM frameworks, reporting layers, behavioral configurations, intent mining, metadata generation, and dashboard development to ensure accuracy, realism, and actionable insight.
\nQualifications we Value: Strong alignment with Cresta’s culture and values , driven by a genuine desire to make people’s lives easier, even in fast-paced and high-pressure environments. Demonstrates resilience, positivity, and ownership, with the ability to maintain energy and focus when workloads are demanding. Brings a growth mindset, remains coachable, and continuously seeks new ideas to improve collaboration, team dynamics, and collective progression.
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