Product Design Manager
Product Design Manager
Olly Olly
US-Based | Full-Time - Austin TX & Charlotte NC are preferred
About the Role
We are looking for a Product Design Manager to lead our product design team at Olly Olly. This is a player-coach leadership role — you are responsible for design outcomes, not just design output. You will spend the majority of your time managing and elevating the work of your team, with roughly 20-30% of your time contributing directly as a designer yourself on high-priority work.
Design at Olly Olly should be practical, fast, and thoughtful. We want someone who sees AI as part of the design workflow — not a side tool — and who can help the team use LLMs and prototyping tools to move faster, think more clearly, and test ideas earlier, while still maintaining a high bar for craft, usability, and clarity.
You will report to our CPO and work in close partnership with engineering and product to ensure great design ships — not just great mockups.
Three Direct Reports
UX/UI Product Designer (in-app)
UX/UI Product Designer (in-app)
UI/Web Designer (marketing and brand-adjacent)
What You Will Own
Day-to-day management of a three-person design team — running design reviews, unblocking work, giving direct feedback, and raising the bar on quality
The design system and visual language for our core product, ensuring consistency across every screen and interaction
UX flows, wireframes, and prototypes for new features — from early problem definition through to production-ready specs
Design QA — making sure what gets built matches what was designed
Improving how product, design, and engineering work together — ensuring design is involved early in problem definition, not just UI delivery
Collaboration with engineering and product on sprint planning, roadmap prioritization, and tradeoff decisions
Darko's output across UI and web — reviewing his work and ensuring brand and product design stay visually coherent
A culture of prototyping and early validation — pushing the team to test ideas before they are fully built
How You Will Spend Your Time
60-70% — Managing the team: reviews, feedback, career development, process improvement, and cross-functional coordination
20-30% — Hands-on design: contributing directly to high-priority or complex features where your execution adds the most value
What Success Looks Like
Design is involved earlier and more effectively in product development
Product experiences become more intuitive, cohesive, and outcome-oriented
The team ships faster with better alignment across product, design, and engineering
Design quality rises across the product — not just within isolated features
The design team becomes a force multiplier for product strategy and execution
What We Are Looking For
6+ years of product design experience, with at least 1-2 years managing or formally leading other designers
An exceptional eye for design — your taste shows up in your portfolio, your feedback, and the standards you hold your team to
Strong product thinking — you understand user flows, information architecture, and how design decisions connect to business outcomes
Experience designing and shipping B2B SaaS or workflow-heavy products
Experience building or maintaining a design system in a fast-moving product environment
Proven ability to ship — you have a track record of moving work from concept to production without losing quality
Active use of AI tools such as Claude, ChatGPT, Cursor, or similar in your design workflow
Fluency in Figma and modern design tooling
Strong communicator who can translate design decisions into business rationale for non-design stakeholders
Comfortable in a growth-stage environment where priorities shift and you need to make good decisions with incomplete information
Nice to Have
Experience designing for SMB audiences or home services markets
Background in SaaS or digital marketing platforms
Familiarity with web and marketing design in addition to product
About Olly Olly
We are a $25M ARR company helping thousands of home service businesses get found, get calls, and grow. Design is central to how we deliver value — both in our product and how we show up in the market. This is an opportunity to own a small but high-impact design team at a company that is scaling fast and investing in getting the product right.
Portfolio Required
Please include a portfolio with your application. Applications without one will not be considered.
We want to see product design work — UX flows, shipped features, design systems — not just visual polish.
Show us your thinking, not just the final output.