Full-Time

Senior Conversation Designer

Updated on 9/4/2026

Autodesk

Autodesk

10,001+ employees

Design software, engineering, and entertainment solutions

Compensation Overview

CA$94k - CA$137.5k/yr

+ Annual cash bonus + Stock grants

Remote in Canada

Remote

Light travel in North America is required 2–3 times per year.

Category
Product & Experience Design (1)
Required Skills
LLM
Claude
UI/UX Design
Figma

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Requirements
  • At least 4 years of experience in conversation design, user experience design, or a related field.
  • A strong grounding in human-centered design and conversation design, demonstrated through a portfolio of shipped conversational work.
  • Experience designing conversational, agentic, or chat-based interaction patterns, including reusable patterns such as cancel/retry, undo, reasoning visibility, citations, or grounding.
  • Experience designing generative artificial intelligence experiences, including prototyping for edge cases, failure modes, and probabilistic outputs.
  • Hands-on comfort with prompt design and system-prompt architecture as design materials for shaping model responses.
  • A working understanding of how large language models behave, including their capabilities, limits, and failure modes.
  • Daily practical use of artificial intelligence tools such as ChatGPT, Claude, Cursor, or Claude Code.
  • Fluency in Figma and the ability to learn adjacent prototyping tools as needed.
  • Excellent communication skills and close cross-functional collaboration.
Responsibilities
  • Design and refine conversational and agentic interaction patterns for the Autodesk Assistant, including reasoning visibility, action controls such as cancel, retry, accept, and undo, and citation and grounding experiences.
  • Design dialogue flows, conversation architecture, and turn-level behavior that shape how the Assistant responds, clarifies, and follows up.
  • Help shape the Assistant’s voice, tone, and persona, along with system-prompt behavior that keeps it consistent across Autodesk products.
  • Design error, repair, and fallback flows that keep conversations useful when the model is uncertain or wrong.
  • Partner with product, engineering, artificial intelligence research, and experience design teams to ship conversational capabilities for real customer workflows.
  • Contribute to the Autodesk Assistant pattern library by adopting shared patterns and helping evolve them instead of building one-off solutions.
  • Define and track conversation-quality signals such as task success, user trust, and graceful recovery, and use them to refine the experience.
Desired Qualifications
  • Experience designing for multi-agent workflows or tool-use orchestration.
  • Familiarity with frameworks for evaluating AI experience quality, such as Minimum Trustworthiness, Transformative Value, or equivalent quality-gate models.
  • Experience designing within organizational AI governance principles, such as Trusted AI, Responsible AI, or Ethical AI.
  • Experience contributing to a design system or shared pattern library on a platform team.

Autodesk produces software for design, engineering, and entertainment work. Its products help professionals create, plan, simulate, and manage projects—from buildings and manufactured parts to films and games—using licenses, subscriptions, and cloud-based tools. Users interact with Autodesk software by running design and modeling tools, collaborating online, and leveraging cloud services for storage, rendering, and project management. What sets Autodesk apart is its broad, integrated product ecosystem across architecture, engineering, construction, manufacturing, and media, along with ongoing cloud-based features, strategic acquisitions, and professional services that extend its capabilities. The company also pursues social impact and sustainability programs. The overall goal is to help customers design and deliver better projects more efficiently and creatively while expanding access to cloud-enabled workflows and sustainable practices.

Company Size

10,001+

Company Stage

IPO

Headquarters

San Francisco, California

Founded

1982

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Simplify Jobs

Simplify's Take

What believers are saying

  • Q2 FY27 revenue rose 16% to $2.05 billion, with 27.4% free-cash-flow margin.
  • May 28, 2026 guidance rose again, showing pricing power despite sales reorganization.
  • MaintainX targets a $40 billion operations market, expanding Autodesk’s cross-sell surface immediately.

What critics are saying

  • January 22, 2026 layoffs cut 7% of staff, disrupting sales execution through FY2027.
  • The August 2026 MaintainX integration adds debt, dilution, and margin pressure before payback.
  • Ninth Circuit securities appeal over free cash flow and margins threatens credibility and fundraising.

What makes Autodesk unique

  • AutoCAD, Revit, and Fusion anchor Autodesk’s entrenched workflow standard across AEC and manufacturing.
  • Subscription switching costs stay high; firms embed Autodesk files, templates, and training for years.
  • MaintainX adds operations data, extending Autodesk from design into asset lifecycle management.

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Benefits

Paid Vacation

Flexible Work Hours

Hybrid Work Options

Professional Development Budget

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

-1%

2 year growth

-1%
Yahoo Finance
Sep 2nd, 2026
Berenberg keeps buy rating on Autodesk despite AI headwinds, cuts target to $333

Berenberg has reiterated a Buy rating on Autodesk, trimming its price target to $333 from $335. The decision follows Autodesk's strong second-quarter results, with revenues rising 16% year-over-year to $2.05 billion. Profitability improved notably, with non-GAAP operating margin reaching 41% and earnings per share of $3.30 exceeding expectations. Free cash flow grew 24% to $561 million. However, concerns remain. Whilst revenue grew 16%, billings increased only 10%, potentially indicating slower future demand. Autodesk faces mounting competition from AI-native design tools and cloud-based engineering platforms. Hedge fund holdings dropped to 51 in the second quarter from 67 in the first quarter, though major holders Arrowstreet Capital and AQR Capital Management increased their stakes.

Yahoo Finance
Aug 28th, 2026
Autodesk slides 5% as $3.6B MaintainX deal weighs on Q3 profit despite 27% cash margin

Autodesk shares fell over 5% in after-hours trading to $259.39 after the design software company issued soft third-quarter adjusted profit guidance. The decline came as costs from its MaintainX financing and operations began to impact margins. Despite the guidance, Autodesk's quarterly results showed strength. Revenue rose 16% to $2.046 billion, whilst operating cash flow climbed 25% to $575 million. Free cash flow reached $561 million, delivering a 27.4% margin. The stock now trades 25.63% below its estimated fair value of $348.77, reflecting investor scepticism. Autodesk must demonstrate that its $3.6 billion MaintainX acquisition can expand its platform faster than acquisition costs and AI competition can erode it.

PR Newswire
Aug 27th, 2026
Autodesk reports $2.05B Q2 revenue, up 16% YoY, raises full-year guidance after MaintainX acquisition

Autodesk reported second quarter fiscal 2027 revenue of $2.05 billion, up 16% year over year and 14% on a constant currency basis. The design software company raised its full-year billings and revenue guidance to reflect higher underlying growth and contributions from its MaintainX acquisition. Chief executive Andrew Anagnost said artificial intelligence "turns connected data and context into actionable project intelligence" to help customers address capacity constraints. He emphasised Autodesk's position in combining design, manufacturing, and operations data. Chief financial officer Janesh Moorjani said the company's sales reorganisation is proceeding as expected. Full-year non-GAAP margin guidance remains unchanged, with operating leverage benefits offset by MaintainX-related dilution. The acquisition includes approximately $45 million in transaction expenses. Revenue grew across all geographic regions, with EMEA up 19% and Americas and APAC each up 14%.

Yahoo Finance
Aug 1st, 2026
Autodesk shares fall 23% as $235 stock yields 5.4% cash despite major acquisition and sales reorganisation risks

Autodesk shares have fallen 23% over the past year, whilst the S&P 500 climbed. The software firm now trades at $234.97, generating 5.4% in annual free cash for every dollar invested — above the S&P 500's 4.2% median. The company reported an 18.3% revenue increase over the past year, more than double the market median of 7.8%. Its GAAP operating margin stood at 27%, significantly above the S&P 500 median of 18.4%. The market's caution stems from execution risks. Autodesk is simultaneously integrating MaintainX, its largest-ever acquisition, whilst undergoing a major sales reorganisation. Analysts report partner disruption from the internal changes, with management acknowledging expected weakness in new business performance.

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