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Craft Ventures Portfolio Job Board

Senior Product Designer

Spekit

Spekit

Product, Design
Denver, CO, USA
USD 150k-170k / year
Posted on Nov 22, 2025
About Spekit
At Spekit, we’re building a truly context-aware experience where you never have to search for the right answer again. It starts with Sidekick, our execution layer that lives in your browser, Slack, and beyond. Sidekick anticipates a sales rep’s next move, translating complex signals into in-flow coaching, automated workflows, and deal-aware content creation — constantly answering the only question that matters:
“Given everything I know about this deal, what should I say, share, or do right now?”
But delivering that experience requires more than a chatbot. It requires an authoritative system of truth that governs how a company goes to market. A content platform that keeps information dynamic and accurate as the business evolves, connecting enablement to real revenue outcomes. An intelligence layer humans rely on, and the one other AI systems consume. It requires, Spekit.
Recognized as a Visionary in Gartner’s 2025 Magic Quadrant™ for Revenue Enablement Platforms, we’re reimagining how people work and learn in an AI-first world. Come build with us!
Backed by: $60M+ from Craft Ventures, Felicis, Foundry Group, and Renegade Partners
Trusted by: A 2025 Gartner Visionary powering teams at Southwest Airlines, Justworks, GitLab, and ZoomInfo
Your Impact
As a Senior Product Designer at Spekit, you’ll shape the next generation of our AI-powered experience — defining how intelligence, context, and workflow come together in a way that feels seamless and human. You’ll translate problems into bold, intuitive solutions, influence the product roadmap with design-led insights, and own major pieces of the product from research through execution. You’ll be a force-multiplier across the organization: raising the bar on design, pushing the boundaries of what’s possible with AI-driven UX, and championing a user-centered culture that elevates how Product, Engineering, and the broader team think about clarity and simplicity.

What You'll Get to Do Every Day

  • Partner with PMs, engineers, and AI/ML teammates to shape product strategy, uncover insights, and push the edges of what’s possible with intelligent workflows.
  • Lead design initiatives end-to-end: research, concepting, prototyping, pixel-perfect UI, and partnering with engineering through delivery.
  • Conduct user research to uncover unmet needs, pain points, and workflow gaps, and then transform those findings into product opportunities.
  • Evolve our Design System into a scalable, flexible foundation that supports rapid experimentation and system-level consistency.
  • Drive and influence roadmap decisions by representing the user, their cognitive load, and the experience impact of each approach.
  • Bring clarity to ambiguity — framing decisions, facilitating cross-functional alignment, and guiding teams toward simple, elegant solutions.
  • Experiment with emerging technologies, design patterns, and AI capabilities to keep Spekit on the leading edge of modern product design.
  • Collaborate with a highly skilled, genuinely collaborative product team that values growth, curiosity, and great design thinking.

What you’ll need to be successful on Day 1

  • 5+ years designing SaaS products with complex UX (not marketing or brand work).
  • Experience conducting user research and translating insights into strategy and product direction.
  • Demonstrated ability to lead design initiatives across the entire lifecycle: research, vision, iteration, and execution.
  • Strong systems-thinking capabilities — experience building, scaling, and maintaining Design Systems.
  • Experience working in a fast-paced, iterative environment across cross-functional teams.
  • High proficiency with accessibility standards, usability principles, and designing for inclusion (WCAG).
  • A portfolio that shows not just beautiful designs, but clarity of thought, strong narrative, and the ability to break down complex workflows.
  • Expert-level mastery of Figma and familiarity with user research tools like Maze, UserTesting or similar platforms.
  • A genuine curiosity about AI, emerging patterns, and designing for systems that adapt, learn, and evolve.
Why this opportunity?
As a Senior Product Designer, you won’t inherit a rigid system or polish the edges of a legacy product. You’ll help build the next version of Spekit: smarter, simpler, more intuitive, and more transformative than anything we’ve shipped before. You’ll join a small, high-impact team where your ideas directly shape the experience thousands of people rely on every day. You’ll get the room to explore, experiment, and push the boundaries of what great product design looks like in an AI-powered world!
We've got you covered!
🩺 100% paid employee Medical, Dental, Vision, and Life Insurance. Benefits begin on your first day!
💸 Meaningful equity
🌴 Flexible Paid Time Off (PTO) policy
🤒 Sick time pay
🎂 Your birthday off!
🎉 Paid Holidays + 1 week end-of-year company shut down
💼 Company sponsored 401k
📚 Yearly Learning & Development Stipend
👶 Maternity/Paternity benefits (both birthing and non-birthing parents)
🚀 The chance to help build from the ground up – the hires we’re making now are foundational to our growth as a company!
The culture that defines us: Y O K E D
Yoke: We move as one, because that’s how we move faster and achieve more. Our speed, strength and ability to innovate lie in how we align, collaborate, support, and courageously challenge and give feedback to one another, running towards our shared mission
Own it: We think like owners. We’re proud of our work, we follow through on commitments, and we do what’s right, even when it’s hard.
Keep It Simple Yet Spektacular: We cut through complexity and relentlessly craft intuitive, fast, and delightful experiences—in our product and in how we work— to move fast, earn our own obsession, and create true, lasting customer love.
Enjoy the Journey: We laugh along the way. We’re kind to each other, we pause to embrace the moment, and celebrate the small wins, even when things get tough, because we recognize that what brings meaning to what we do is who we get to do it with.
Drive: We push to get better every day because we love what we do. Growth, curiosity, learning and innovation fuel us. We embrace feedback and the challenges in front of us, moving with purpose, intention and speed
About the Team
At Spekit, we don't just talk about creating opportunity — we build it! With two female founders and a commitment to representation in tech, we're intentional about fostering an inclusive culture, supporting underrepresented communities, and building a team that reflects the diversity of our users. You'll join a collaborative, mission-driven team building category-defining AI products that meaningfully change how people learn and work. This is a rare opportunity to build an iconic company, work directly with leadership, and see your ideas ship quickly in a high-trust environment. If you're excited by the challenge of building elegantly simple, intelligent software that solves real problems for real users, we'd love to talk.

150000 - 170000 USD a year

Exact compensation will vary based on location and relevant experience