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Head of Design Engineering

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Hybrid (San Francisco, CA)$300k - $450k + equityFull-timePosted 2mo ago

About the role

Head of Design Engineering at Tasklet, an IC role focused on owning the product design end-to-end, prototyping with AI, and delivering production-quality front-end work. In-person in SF. High-leverage role working directly with founders and engineers; not a design-management position.

Responsibilities

  • Own Tasklet's product design end to end. Make the whole product feel simple, intuitive, coherent, and beautiful—not just individual screens or features.
  • Build what you design. You will personally write production code and ship most of your work. There is no traditional design-to-engineering handoff.
  • Invent the interaction model for AI work. Make powerful agents understandable and trustworthy across latency, uncertainty, permissions, errors, human handoffs, and recovery.
  • Simplify relentlessly. Understand complex systems deeply enough to remove concepts, steps, and UI. Push back when the product is becoming harder to understand.
  • Obsess over the details. Interaction, hierarchy, copy, motion, responsiveness, performance, accessibility, and reliability are all part of the design.
  • Prototype and iterate at AI speed. Use AI heavily across product exploration, design, implementation, and testing. Nearly every line of code at Tasklet is written with AI, and we expect you to use it as a serious creative and engineering collaborator.
  • Raise the design bar across the company. Give direct, high-quality feedback; establish durable product principles and reusable patterns; and inspire everyone—not only designers—to make better product decisions.

Qualifications

  • 6+ years of experience
  • Hands-on engineer with exceptional design judgment
  • Fluent in modern frontend development and able to take an idea to production software
  • Experience creating something real from zero, ideally as a founder or with equivalent ownership
  • Product/system thinking rather than screens, able to model a complex system for user understanding
  • Exceptional taste and attention to detail; cares about the final 10%
  • Ability to lead while remaining an individual contributor
  • Deep AI familiarity; uses AI daily to explore ideas and build faster
  • Comfort with fast-moving, low-process startup environments
  • Strong opinions, loosely held; user-focused with high quality bar
  • Available to work in-person at 1 Post St, San Francisco
  • Senior-level engineering/design-ownership with autonomy and impact
  • Experience at AI labs or similar preferred

Skills

Required:Product designFrontend developmentPrototyping with AISystems thinkingCommunication & collaborationDecision making in ambiguity

Benefits

  • Competitive benefits (medical, dental, vision, 401k, 4 weeks PTO, free lunch, etc.)
  • In-person role in San Francisco
Last updated Oct 25, 2026. Interested? Apply on the company site.
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About Tasklet

The cloud agent operating system for knowledge work

AI chatbots can answer questions, but they can't do your work — they aren't connected to your tools, can't take actions, and stop running when you close the tab. Meanwhile, knowledge workers are still spending most of their day switching between dozens of SaaS apps, manually stitching together workflows that should be automated. Tasklet is the AI agent that actually does the work. It connects to every tool you use — via thousands of built-in integrations, any HTTP API, or MCP servers — and takes real actions on your behalf: pulling reports, updating CRMs, triaging emails, processing data, and more. When it needs a UI, it generates one on the fly. When it needs to crunch numbers or do bulk operations, it writes and runs code in a cloud sandbox. When it needs to interact with a website that doesn't have an API, it uses a real browser. And because it runs in the cloud 24/7, you can set up triggers to have it take ongoing responsibility for workflows — not just do something once, but handle it going forward. The product is deliberately simple: a chat interface where you talk to an extremely capable agent. But underneath that simplicity is a cloud-native agent runtime, best-in-class context engineering, a universal connections layer, and multi-model support that keeps us on the frontier as AI improves. We think legacy SaaS is being unbundled by agents, and Tasklet is the operating system that ties it all together.

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