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Sr. AI Interaction Designer

May 7, 2026

About Us Observe.AI is the enterprise-grade Customer Experience AI platform that unifies conversations, intelligence, and action to turn contact centers into performance engines. Built to optimize the full lifecycle of human and AI agents, Observe.AI enables enterprises to automate customer interactions, augment agent performance, and deliver governed AI at scale. On a single platform, Observe.AI combines Voice and Chat AI Agents, real-time AI Copilots, and Conversation Intelligence with 100% interaction coverage for quality, compliance, and performance management. Trusted by brands like DoorDash, Affordable Care, Signify Health, and Verida, Observe.AI delivers fast time-to-value, measurable ROI, and consistent, high-quality customer experiences across every channel. Why Join Us As a Sr. AI Interaction Designer , you are a lead "Builder" for our mission to bridge technical capability and business strategy. You will lead the design of intelligent interaction models for our most complex global enterprises, architecting the high-fidelity logic that allows these organizations to automate QA and measure ROI at scale. This is a role for a strategic architect who thrives at the forefront of the Conversation Intelligence revolution, transforming raw audio into sophisticated, actionable business intelligence. This role will report to the Director, AI Solutions & Delivery. What you’ll be doing Lead Interaction Architecture: Architect advanced vertical-specific enrichments and automated scoring processes across Voice, Chat, Email, and AI Agents to drive measurable ROI. Sophisticated Logic Design: Balance "rigid" logic for compliance with "nuanced" logic for sentiment and soft skills when designing automated QA for large enterprises. End-to-End POC Ownership: Own and execute POC/POV engagements, including requirements gathering, configuration, validation, and outcome presentation to prove technical viability for pilot customers. Pre-Sales Partnership: Support pre-sales engagements by partnering with Sales Engineers during customer discovery, demos, and evaluations to translate complex requirements into buildable AI configurations. Strategic ROI Correlation: Build interaction models that directly prove high-dollar ROI stories by correlating interaction data to Revenue, Retention, and Registration. Technical Accuracy & Audit: Audit and resolve complex accuracy issues in voice and text analytics to eliminate false readings and ensure a high-performance data foundation. Custom Demo Delivery: Design and deliver custom demos aligned to specific customer use cases across diverse verticals such as Healthcare, Financial Services, and Retail. Cross-Functional Collaboration: Partner with Deployment Managers, Sales, Product, and Engineering teams to support deal cycles and ensure customer success. Innovation & Thought Leadership: Provide thought leadership to optimize speech and text analytic configurations as the industry and AI capabilities evolve. What you bring to the role Experience: 4+ years of experience in Conversation Intelligence or Speech Analytics, specifically identifying key points of interest within multi-channel contact center interactions. Advanced Logic Construction: Proficiency in translating unique customer business logic into sophisticated "points of interest" and automated scoring models for automated quality assurance. Proven Results: A demonstrated ability to correlate interaction data to tangible business outcomes like Revenue, Retention, and Compliance. Domain Expertise: Deep understanding of the contact center industry and common KPIs such as AHT, CSAT, FCR, and their correlation to broader business objectives. Technical Project Leadership: Strong project management skills to manage stakeholder expectations and communicate priorities, status, and progress across complex deal cycles. Communication & Influence: Excellent oral and written communication, presentation, and influencing skills to navigate discovery workshops and high-stakes stakeholder meetings. Autonomy & Adaptability: The ability to work independently and as a team player in a fast-paced, technology-driven environment to drive complex projects to completion. Why You’ll Love It Here Competitive compensation including equity: Market-aligned base pay, performance incentives, and meaningful equity ownership Excellent medical, dental, and vision insurance options: Comprehensive medical, dental and vision benefits for employees and eligible dependents Flexible Paid Time Off: Our unlimited, flexible PTO policy empowers you to take the time you need to recharge, maintain balance, and perform at your best. Additional Time to Recharge: 10 company holidays, an annual company-wide Winter Break, and paid parental leave to fully support life outside of work. 401(k) plan: Long-term financial planning support with tax-advantaged retirement savings Quarterly Lifestyle Spending Account: Flexible quarterly stipend

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...