Ai Experience Engineer (Conversational Ai)
$140k - $180k per yearUpgrade, Inc.
An AI Experience Engineer owns the full lifecycle of the journeys our customers have with Upgrade's AI agent on chat, voice and email: creation, optimization, edge case handling and containment growth. They build journeys in Sierra's no-code tooling, partner with Upgrade's product groups to bring their servicing flows to the agent, and are accountable for whether the agent resolves the customer's issue safely, accurately and without a human.We are hiring an AI Experience Engineer to own Upgrade's customer-facing AI agent. You will sit between engineering, product and customer operations. You will turn servicing workflows, such as making a payment, checking loan details, updating an address or enabling autopay, into production journeys and keep improving them after launch. You will build and own the journeys end to end, from first draft to steady state. The work is part builder, part analyst: design the flow, handle the edge cases, read the transcripts, and keep raising containment. Containment, CSAT, transfer quality and hallucination rate are your metrics.Within your first year, you will own a portfolio of journeys across products (Personal Loans, Card, BNPL, HELOC, Deposits) and help set the standards for how Upgrade builds, tests and ships AI experiences.Our Core Technologies
What You'll Do
Journey creation:
Design and build Sierra journeys in Agent Studio for chat, voice and email, from discovery with operations through production rolloutOptimization:
Review transcripts, recordings and analytics every week, find where conversations fail or transfer, and ship fixes to journey logic, instructions and knowledgeEdge case handling:
Map the unhappy paths (failed payments, mismatched identity, delinquent accounts, unsupported requests) and make sure each ends in a correct answer or a clean handoffContainment:
Own containment and CSAT targets per journey, run staged rollouts (1% → 100%), and prioritize the work that moves those numbers mostProduct partnership:
Work with product groups (Personal Loans, Card, BNPL, Deposits) to scope new journeys, keep journeys current as products change, and define the APIs the agent needsSafety and compliance:
Apply tiered authentication and step-up verification, verbatim compliance language and guardrails against hallucination and off-policy answersHandoffs:
Design transfers to human agents in Genesys with accurate summaries and auth contextTesting:
Build simulation and regression suites so every journey change ships with evidence it did not break existing behaviorMonitoring:
Watch latency, errors and drop-offs in SumoLogic and Grafana, and own the alertsVoice tuning:
Latency, filler phrases, interruptions, personality and toneSierra relationship:
Be the technical owner on our side,
escalate
platform issues and shape roadmap asksWhat We Look For
3–5 years of Frontend Software Engineering experience, or equivalent experience in Solutions Engineering, Conversational AI or Technical Product rolesWorking knowledge of how LLM agents behave: instructions, tool calls, knowledge retrieval, and where each one failsExperience building evaluations for non-deterministic systems: test sets, simulations, LLM-as-judge, regression gatesEnough technical depth to read API specs, work with backend engineers on REST and GraphQL integrations, and reason about authorization and permission scopesProduct and customer mindset: you understand ops procedures, you read transcripts, care about tone, and measure success by whether the customer's problem got solvedOwnership in production: rollouts, monitoring, log analysis and incident responseClear writing and the ability to work with non-engineers in operations, compliance and legalNice To Have
Hands-on experience with Sierra Agent Studio, or a comparable no-code agent platform (Decagon, Ada, Kore.Ai, Google CCAI, Amazon Lex/Connect)Voice AI experience: speech-to-text, text-to-speech, latency tuning, barge-in handlingContact center systems such as Genesys, and agent handoff designBackground in fintech or another regulated industry (UDAAP, FDCPA, TCPA, PCI, SOC 2)What We Offer You
Competitive salary ($140K-$180K CAN) and stock option planPaid coverage of medical, dental and vision insuranceOpportunities for professional growth and developmentPaid parental leave
#J-18808-Ljbffr
What You'll Do
Journey creation:
Design and build Sierra journeys in Agent Studio for chat, voice and email, from discovery with operations through production rolloutOptimization:
Review transcripts, recordings and analytics every week, find where conversations fail or transfer, and ship fixes to journey logic, instructions and knowledgeEdge case handling:
Map the unhappy paths (failed payments, mismatched identity, delinquent accounts, unsupported requests) and make sure each ends in a correct answer or a clean handoffContainment:
Own containment and CSAT targets per journey, run staged rollouts (1% → 100%), and prioritize the work that moves those numbers mostProduct partnership:
Work with product groups (Personal Loans, Card, BNPL, Deposits) to scope new journeys, keep journeys current as products change, and define the APIs the agent needsSafety and compliance:
Apply tiered authentication and step-up verification, verbatim compliance language and guardrails against hallucination and off-policy answersHandoffs:
Design transfers to human agents in Genesys with accurate summaries and auth contextTesting:
Build simulation and regression suites so every journey change ships with evidence it did not break existing behaviorMonitoring:
Watch latency, errors and drop-offs in SumoLogic and Grafana, and own the alertsVoice tuning:
Latency, filler phrases, interruptions, personality and toneSierra relationship:
Be the technical owner on our side,
escalate
platform issues and shape roadmap asksWhat We Look For
3–5 years of Frontend Software Engineering experience, or equivalent experience in Solutions Engineering, Conversational AI or Technical Product rolesWorking knowledge of how LLM agents behave: instructions, tool calls, knowledge retrieval, and where each one failsExperience building evaluations for non-deterministic systems: test sets, simulations, LLM-as-judge, regression gatesEnough technical depth to read API specs, work with backend engineers on REST and GraphQL integrations, and reason about authorization and permission scopesProduct and customer mindset: you understand ops procedures, you read transcripts, care about tone, and measure success by whether the customer's problem got solvedOwnership in production: rollouts, monitoring, log analysis and incident responseClear writing and the ability to work with non-engineers in operations, compliance and legalNice To Have
Hands-on experience with Sierra Agent Studio, or a comparable no-code agent platform (Decagon, Ada, Kore.Ai, Google CCAI, Amazon Lex/Connect)Voice AI experience: speech-to-text, text-to-speech, latency tuning, barge-in handlingContact center systems such as Genesys, and agent handoff designBackground in fintech or another regulated industry (UDAAP, FDCPA, TCPA, PCI, SOC 2)What We Offer You
Competitive salary ($140K-$180K CAN) and stock option planPaid coverage of medical, dental and vision insuranceOpportunities for professional growth and developmentPaid parental leave
#J-18808-Ljbffr
Vacancy posted 1 hour ago
Similar jobs that could be interesting for youBased on the Ai Experience Engineer (Conversational Ai) in Winnipeg, MB vacancy
$140k - $180k per year
# AI Experience Engineer (Conversational AI)UpgradeRemote Full Time Remote Posted 2 hours agoShare this job:WhatsApp LinkedIn X Facebook Email#### Job DescriptionHeadquarters: Canada (Remote) About the Role:An AI Experience Engineer owns the full lifecycle of the journeys...SuggestedFull timeInternshipSecond jobRemote workFlexible hours- ...ProfessionalRole Overview & Key Requirements:Focus: Architecture and design of Conversational AI solutions using Dialogflow CX, CCAI Insights, CCAI Agent Assist, and Vertex AI Agent Builder.Experience: 8+ years demonstrating technical concepts (pre-sales/consulting/white-...SuggestedFull timeTemporary workRemote work
- ...talent at your fingertips. With our AI-powered Global Work Platform™,... ...SummaryWe are looking for a hands‑on Engineering Manager to lead our high‑impact Conversational AI team. This is a critical... ...something wrong. You have hands‑on experience building LLM‑based and agentic products...SuggestedContract workWork at officeLocal areaFlexible hours
- Lead AI/ML direction for Stripe’s Conversation Platform, building RAG systems and fine-tuned models for merchants worldwide. This engineering leadership role is end to end.As an Engineering Manager,... ...ambiguous environmentsPreferred experience shipping LLM and RAG systemsShape...SuggestedWorldwide
- Lead AI/ML direction for Stripe’s Conversation Platform, shaping RAG systems and LLM-powered experiences for merchants worldwide. This position is not described with a work model.As an Engineering Manager, you will guide teams building machine learning systems from ideas through...SuggestedWorldwide
- ...STAN AI, North York, Ontario, Canada, is seeking a Solutions Engineer to own the technical health of deployments end to end. You will troubleshoot AI behavior, refine prompts, analyze data, and work with engineering to fix issues, then clearly explain outcomes to customers....
- Engineering Manager, AI Conversation PlatformWho we areAbout StripeStripe is a financial infrastructure platform for businesses. Millions of companies... ...ML to improve products and delight customers. You have experience leading teams that develop streaming feature pipelines,...
- ...Glia Glia is the #1 Banking AI platform, empowering... ...drive deposits, and deliver experiences that win against megabanks and... ...People notice every pause in a conversation. We aim for the best voice AI... ...synthesis. Latency is a first-class engineering constraint for us, not an...Internship
- ...Orchestration, Intelligent operations with BOTs’, AI-powered analytics for Enterprise IT.... ...to deliver seamless customer experience, business efficiency and actionable insights... ...more please visit: Overview: The Conversational BI Engineer designs, builds, evaluates, and...Local areaRemote work
$74.82k - $118.21k per year
Role: Digital Product Owner, Conversational AIStatus: Regular, Full-TimeReports... ...determined based on skills, experience, and qualifications.Summary... ...Owner, Conversational AI is responsible for shaping and... ...Information Systems, Software Engineering, Business/Data Analytics or similar...- Shape Conversational AI strategy and customer experiences as Enercare’s Digital Product Owner in Markham, Ontario. Apply product ownership and analytics skills daily.This regular, full-time role owns Enercare’s current and future AI-powered customer interactions across outbound...Full time
- Test AI coaches, simulations, and learner feedback at CGS Immersive while protecting product quality through thoughtful manual... ...QA.As Quality Assurance Lead, you will assess whether conversational experiences meet agreed learning objectives and rubrics. You will maintain...
- ...design, build, test, and continuously improve AI-powered agents across voice, chat, and... .... You will partner with platform engineers, solution architects, and business stakeholders... ...related software development, plus hands-on experience with prompts, tool calls, and multi-LLM...
$130k - $150k per year
S'more about the team Conversions Tech empowers our meal brands to achieve... ...strategies.As a Frontend Engineer in Conversions, you will build personalized web experiences that help users find the right... ...experimentation frameworks, and use AI powered tools like Cursor,...Casual workManual laborWork at officeRemote workWork from homeFlexible hours2 days per week3 days per week- Build conversational AI with Botpress as a Senior Software Developer, using JavaScript, TypeScript, Node.Js, and React to create customer-impacting features.As a senior engineering team member, you will own features from design through production. You will help guide technical...
- Shape conversational analytics and AI-enabled decision support using LLMs and governed enterprise data as a Senior Conversational Analytics Engineer.You will develop AI assistants and agentic workflows that... ...: Build natural-language experiences for authorized enterprise data...
- ...Description Miratech is looking for a skilled Senior AI Engineer with Python, LangGraph and LangChain to join our US... ...enterprise AI platform that enables intelligent workflows, conversational experiences, and AI-powered automation across multiple business functions...Full timeInternshipRemote workRelocation
- ...Blanc Labs is seeking a Software Engineer to help build across the stack—from backend services to web interfaces and AI agents. You will contribute to features used by real clients and enterprise partners, with ownership from idea to production. The role emphasizes working...Work at office
- Job DescriptionInsight Global is looking for a Sr. Staff AI Experience Software Developer based in North America to join a large HCM company on a full time basis. This is a senior hands-on engineering role focused on implementing and hardening AI-assisted development workflows...Full time
- Shape AI-powered engineering workflows at Vanta using software engineering and developer experience expertise. This role is based in Canada with flexible work hours and location.As a Senior Software Engineer on Vanta’s AI DX team, you will build foundations for more autonomous...Flexible hours
- We are looking for an Software Engineer (AI Development Experience) – SDLC (m/f/d) to support our organization in automating our Software Development Life Cycle through AI Orchestration across all interfaces. You will work at the intersection of technology, business departments...Permanent employmentTemporary workWork at officeWork from homeFlexible hours
- ...offers free Tea and Coffee. Position Summary Join our AI team as an Intermediate AI Engineer, where you'll build and deploy AI applications, agents,... ..., Data Science, or a related field. • 3-5 years of experience in AI, machine learning, agentic AI, and workflow...
- ...R2841709 Position Title: Patient Experience iCare Exchange Integrations Engineer Department: Patient ENGINEERING Lead... ...Sanofi’s transformation - where AI, automation, and bold experimentation... ...self-service analytics through conversational AI, natural language data exploration...3 days per week
- Evaluate inverters and power conversion equipment for Foreseeson’s modular ESS, focusing on three-phase AC integration, protection, and performance... ...-voltage battery packs and AC input/output interfaces. In this engineering position, you will assess converter equipment, define three-...Contract work
- Build conversational analytics with SQL, Python, and AI platforms as a Conversational BI Engineer working remotely in Canada. Govern secure natural-language experiences for enterprise customers.Everest DX seeks a Conversational BI Engineer with 7+ years in BI, analytics engineering...Remote work
- A leading IT consulting firm in Toronto is seeking a talented UI/UX Manager - Conversation Design Consultant to create intuitive and customer-centric conversational experiences. The ideal candidate has over 5 years of experience in UX design and at least 2 years in conversation...Contract work
- ...DevOps offerings. Champion developer experience and DevOps best practices. Participate... ...Design, build, and operate enterprise AI/GenAI platforms supporting Large Language... ...services. Must-Have Skills Strong engineering capabilities across the SDLC and production...
- ...Future of Customer ConversationsWe're looking for a Senior Conversation Designer to lead the design of intelligent, human-centred conversational experiences across virtual agents, chatbots, voicebots, and AI-powered service channels. In this role, you'll transform...
- ...kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. Build the systems, infrastructure, and developer workflows that make AI-powered engineering more useful, reliable, and easy for Vanta engineers to adopt...Remote workFlexible hours
- ...Inkreda seeks an experienced Senior Cloud & Conversational AI Architect in Canada for remote work. The role focuses on designing and delivering... ...include 8+ years of technical pre-sales/consulting experience and 5+ years in cloud architectures across major platforms. French...Remote work
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Ai Experience Engineer (Conversational Ai). Be the first to apply!

