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A sharpie handwritten text showing Karolina’s initials of 'KS'

Karolina Szczur (she/her)

Principal Product Designer

Portrait of Karolina on a grey background. She's slightly smiling, looking into the camera, wearing a light blue shirt.
Websitekarolinaszczur.com
Contactme@karolinaszczur.com
Resumelinkedin.com/in/karolinaszczur
LocationMelbourne, Australia

Experience

Staff Product Designer @ Octopus Deploy

2024 – 2026

Octopus Deploy is an end-to-end solution for releasing, deploying, and operating software at scale. I joined in 2024 as a Staff Product Designer, responsible for maturing Octopus’s design system and the underlying infrastructure that enables designers and engineers ship consistently at speed.

I led the migration from ZeroHeight to Supernova and built the design system’s contribution architecture, including guidelines, pattern templates and a decision log practice, along with communications channels. As a result, engineer documentation appreciation rose by 34%, contributions increased 700% quarter-over-quarter, and trust in the design system rose by 38%, with zero respondents reporting distrust across three consecutive surveys.

I was the leader of Modern Forms Experience, a multi-year initiative to modernise the primary interaction surface across Octopus’s configuration-heavy product, owning pattern guidance, components, and end-to-end migration. I also raised the intersection of AI tooling and the design system ahead of it becoming an organisational priority, and built skills to augment design system contributions and management.

Co-founder and Principal Designer @ Calibre

2017 – 2024

Calibre is a bootstrapped, profitable software as a service platform for measuring and improving web performance. I joined in 2017 in a part-time capacity, became a full-time employee and co-founder in 2020, and co-led the business alongside product and engineering.

As a Principal Designer, I was responsible for design systems, branding, marketing, and product design. I established two design systems with accompanying documentation and usage principles. I designed and managed the end-to-end release process for numerous high-impact features.

As co-founder, I also owned communications, support, product marketing and hiring — running newsletters, changelog and content strategy, building a support framework that sustained a 97-100% satisfaction rate, and authoring a hiring process candidates praised as one of the most considerate they’d encountered.

Design Engineer @ Help Scout

2018 – 2019

Help Scout is a remote organisation building a robust platform for customer support. As a Design Engineer, I was the technical owner of Help Scout’s marketing site and its design system.

Reporting to the Head of Design, I worked closely with Design and Marketing to lead a full rebrand with accompanying guidelines and a new help documentation design. I also managed stakeholders while researching a CMS migration path to make content easier to contribute. Alongside these initiatives, I improved the performance and accessibility of Help Scout’s marketing site and reduced technical debt.

Front-end Developer @ Envato

2016 – 2017

Envato is one of the world’s leading communities for creative assets and tools. I joined the Envato Market team as a front-end developer to rebuild the search and results experience. In that effort, I established a new, modern design system and used it to successfully ship a crucial part of Envato’s product.

Additionally, I coached designers on preparing effective deliverables for implementation and authored front-end standards for other developers to follow.

Design Lead @ &yet

2013 – 2015

&yet is a creative agency offering design and software development expertise as well as building their own products. Reporting to the CEO, my primary responsibilities were leading the design through mentoring, strategic decision-making and hands-on visual design work. This involved managing the design discovery process, conceptualising (through wireframes and prototypes), visual design execution and, in some cases, front-end implementation.

During my time, I designed interfaces for several products, such as Talky (a video chat and screen sharing platform) and And Bang (a pre-Slack team communication tool). I also created a design system and authored the accompanying CSS framework to help the team build maintainable, cohesive products without prior design knowledge.

Product Designer @ Nodejitsu

2012 – 2013

Nodejitsu (acquired by GoDaddy) was one of the first cloud platforms as a service, providing hosting for Node.js applications. As a Product Designer I reported directly to the CEO and CTO, translating their vision for the product, brand and marketing into reality. I’ve remotely collaborated with engineers to design and implement the front-end of the product dashboard, providing an easy-to-use way to deploy and run Node.js applications. I was also responsible for designing and updating Nodejitsu’s marketing website.


Career timeline

YearRole
2024 – 2026Staff Product Designer, Octopus Deploy
2017 – 2024Co-founder and Principal Designer, Calibre
2018 – 2019Design Engineer, Help Scout
2016 – 2017Front-end Developer, Envato
2013 – 2015Design Lead, &yet
2012 – 2013Product Designer, Nodejitsu
2010 – 2012Front-end Developer, XFive
2010 – 2010Front-end Developer, AdTaily (now Yieldbird)
2009 – 2012Designer, Various clients

Community experience

  • Conference speaker

    Spoke at over 50 events worldwide, including Creative Mornings, Web Directions, DDD, Tech Inclusion, Nordic.js, CSSConf, JSConf, and Future of Web Design.

  • Event director and organiser

    Organised over 15 industry-leading conferences with six-figure budgets, including JSConf Australia, JSConf Europe, and CSSConf Oakland.

  • Writer

    Published on numerous design and development publications, such as .net Magazine, Smashing Magazine, Adobe, Offscreen, Creative Bloq, Shop Talk Show, Uses This, Hack Design, and more.


Education

  • BA in Human Computer Interaction

    2007 – 2010, Jagiellonian University

Open to new opportunities

I’m always interested to hear about lead-level individual contributor roles or design leadership opportunities. If you’re hiring in Melbourne (or remotely within Australian timezones), I’m up for a chat!

Get in touch

Testimonials

Full list of recommendations available on LinkedIn.

“Karolina’s approach helped our small bootstrapped company scale to tens of thousands of users worldwide”

Karolina led design at Calibre and brought a deep understanding of customer needs. Her leadership helped our team develop a thoughtful and empathetic design process that delivered time and time again. Beyond her design expertise, Karolina’s excellent writing skills brought a high standard to all company communications, from our marketing website to hiring, documentation, and customer support.

Karolina’s no-nonsense, detail focused approach helped our small bootstrapped company scale to tens of thousands of users worldwide.

Portrait of Ben Schwarz

Ben Schwarz

Founder, CEO @ Calibre

“One of the most technically capable and impactful designers I’ve worked with”

She led Octopus’ migration to a new design system platform, a hard but necessary move that measurably lifted trust in the design system. Alongside this, she established clear standards for component health, change communication, and contribution, raising the quality bar for design and reducing design debt in a way we had been missing.

Over the past year she’s been the leading force behind modernising forms across our product, a huge initiative to shoulder.

Portrait of Laura Van Doore

Laura Van Doore

VP Product Design @ Octopus Deploy

“She made our work feel like a true design and engineering partnership rather than just a handover”

She is a thoughtful and empathetic leader, incredibly organised, and clear in how she communicates. She brings clarity without being prescriptive and makes people feel trusted and heard, which made even complex projects feel easy to work through.

What stood out most was how genuinely collaborative she was. My team of engineers regularly commented on how well she understood the technical side of the work — enough to have meaningful conversations about implementation, constraints, and trade-offs. It made our work feel like a true design and engineering partnership rather than just a handover.

Portrait of Mandy Michael

Mandy Michael

Lead Software Engineer @ Octopus Deploy

“Karolina’s mentorship has left a lasting impact on me”

During her time at Octopus, one of the areas where Karolina had the biggest impact was our design system. She took it from something incomplete and difficult to contribute to, and built it into a mature system that has clear processes for both designers and engineers, and properly serves the people using it. Karolina's work will have a lasting impact on delivery teams, who ship faster as a direct result of the care and effort she put into making the design system a valuable tool.

Karolina has also mentored me directly, and her mentorship has left a lasting impact on me because she didn’t separate my growth from my wellbeing.

Portrait of Ellen Poutanen

Ellen Poutanen

Senior Product Designer @ Octopus Deploy

“Her leadership, focus and generosity made her a steady, trusted presence on our team”

Her leadership, focus and generosity made her a steady, trusted presence on our team, and she played a direct role in building processes around our design system that made our work better.

Portrait of Mark Siedle

Mark Siedle

Senior Engineering Manager @ Octopus Deploy

“She’s an asset to any team that cares about impact, and making a product feel like it was created with care”

She’s also a collaborative communicator who distills concepts down to first principles, with clear feedback for peers that builds on their strengths. Karolina’s contributions to Octopus’ design system have been impactful — she also mentored other designers, building their confidence on systems thinking and raising the bar for the team.

Portrait of Jasmin Wong

Jasmin Wong

Staff Product Designer @ Octopus Deploy


References

Contact details available on request.

  • Mandy Michael, Lead Software Engineer @ Octopus Deploy

    Colleague in the same team

  • Ellen Poutanen, Senior Product Designer @ Octopus Deploy

    Coached by Karolina

  • Ben Schwarz, CEO @ Calibre

    Managed Karolina

  • Buzz Usborne, Principal Product Designer @ Help Scout

    Colleague in a different team