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Unlocking design success from head of design - Stripe, Airbnb, Lyft

Head of Design at Stripe (ex Airbnb, Lyft): Katie Dill

Credit and Thanks: 
Based on insights from Lenny's Podcast.

Today’s Podcast Host: Lenny Rachitsky

Title

Building beautiful products with Stripe’s Head of Design

Guest

Katie Dill

Guest Credentials

Katie Dill is the Head of Design at Stripe, where she oversees Product Design, Brand and Marketing Creative, Web Presence, UX Research, UX Writing, and Design Ops. Prior to joining Stripe, she held significant leadership roles as Head of Design at Lyft and Director of Experience Design at Airbnb, where she played a crucial role in company rebrands, scaling design teams, and expanding into new product categories. Dill's impressive career also includes positions as Partner at Greenstart Ventures and Creative Director at Frog Design.

Podcast Duration

1:34:00

This Newsletter Read Time

Approx. 5 mins

Brief Summary

In this podcast episode, Katie Dill, head of design at Stripe, shares her experiences and insights on leading design teams in high-growth environments. She discusses the importance of building trust within teams, operationalizing quality in design, and the direct correlation between design excellence and business growth. Dill emphasizes the need for collaboration across disciplines to create impactful user experiences.

Deep Dive

Katie Dill, the head of design at Stripe, has a rich background that spans several high-growth companies, including Lyft and Airbnb. Her journey in design leadership began at Airbnb, where she was tasked with transforming the experience design organization. This role was pivotal, as it not only involved overseeing a team of ten but also required her to navigate the complexities of a rapidly scaling company. Dill's experience at these organizations has equipped her with a unique perspective on the intersection of design and business, making her a thought leader in the field.

One of the most significant moments in Dill's leadership journey occurred during her early days at Airbnb. Faced with low engagement scores within her design team, she was confronted by a group of designers who staged an intervention to express their concerns about her leadership style. This experience was a turning point for Dill, as it highlighted the importance of trust and communication in leadership. She realized that to foster a high-performing team, she needed to listen actively and bring her team along in the decision-making process. This lesson in humility and openness has since shaped her approach to leadership, emphasizing the need for collaboration and shared goals.

Dill is a strong advocate for the return on investment (ROI) of design, particularly in how it can drive business growth. At Stripe, she has seen firsthand how high-quality design can lead to significant improvements in user experience and, consequently, business metrics. For instance, she shared that Stripe's growth team is "maniacally focused" on enhancing user experiences, which has been directly tied to increased activations and revenue. By prioritizing design, companies can create products that not only meet user needs but also exceed their expectations, ultimately leading to greater customer loyalty and retention.

Stripe's commitment to quality is evident in its operational practices. Dill emphasizes that quality should be a non-negotiable aspect of product development. She categorizes quality into levels, from basic functionality to exceeding user expectations, and believes that companies must strive for the highest levels of quality to remain competitive. This focus on quality is not just about aesthetics; it is about creating products that are functional, usable, and desirable. For example, Stripe has made significant improvements to its checkout experience, resulting in a 10.5% increase in revenue for businesses using its platform. This demonstrates how design can enhance utility and drive business success.

One of the key initiatives at Stripe is the "15 Essential Journeys" program that focuses on critical user journeys that are vital to the platform's success. Each of these journeys is assigned to leaders from engineering, product, and design who are responsible for ensuring the quality of the products associated with them. The program involves regular reviews, referred to as "walking the store," where these leaders assess the user experience from the perspective of the end user, documenting their findings and identifying areas for improvement. This initiative aims to enhance the overall user experience by fostering accountability and collaboration across teams, ultimately leading to better product quality and user satisfaction. The concept emphasizes understanding the user experience as a journey rather than isolated interactions, ensuring that all aspects of the product work harmoniously together

Another critical aspect of Stripe's quality focus is the Product Quality Review (PQR) process. This involves a multi-disciplinary team coming together to assess the quality of products based on user experience. During these reviews, team members discuss their findings from user journey assessments, allowing for a collaborative approach to identifying areas for improvement. This process not only enhances the quality of the products but also instills a culture of accountability and shared ownership among team members.

Dill's philosophy on prioritization is rooted in the understanding that quality improvements can lead to better business outcomes. She encourages teams to measure impact beyond traditional metrics, recognizing that some quality enhancements may not yield immediate results but are essential for long-term success. This perspective aligns with her formula for performance: potential minus interference. By focusing on increasing potential through talent development and reducing interference from organizational silos, Dill believes that teams can achieve higher performance levels.

Her leadership at Lyft serves as a practical example of removing interference to enhance team performance. When she joined Lyft, the design team was physically separated from engineering and product teams, leading to misalignment and wasted efforts. By advocating for a more integrated workspace, Dill facilitated better collaboration and communication among teams, resulting in faster iteration cycles and improved product quality.

At Stripe, the physical workspace is designed to foster collaboration and creativity. Dill emphasizes the importance of having spaces where designers, engineers, and product managers can work closely together. This design approach not only enhances the quality of the work produced but also encourages a culture of innovation and shared responsibility.

Dill also champions the idea of embracing bold ideas within organizations. She believes that companies should not shy away from ambitious projects, as these can lead to transformative outcomes. By encouraging teams to reach for the stars, Dill fosters an environment where creativity and innovation can thrive.

When it comes to hiring great designers, Dill looks for specific qualities that go beyond technical skills. She emphasizes the importance of taste, character, and humility. A great designer should possess a natural inclination for good design, be open to feedback, and have the courage to advocate for quality. This combination of traits is essential for building a strong design team that can drive meaningful change.

Dill finally emphasizes the importance of intentionality in design and leadership. She believes that every decision should consider who it impacts, whether it's a product feature or a team structure, and that great design is rooted in understanding user needs. Ultimately, she advocates for fostering trust within teams to empower individuals to take on challenges confidently, reflecting her philosophy that leadership is about creating an environment where people can thrive.

Key Takeaways

  • Trust is essential for effective leadership, particularly in creative teams.

  • Quality in design should be operationalized and integrated into the workflow.

  • High-quality design directly correlates with business success and customer loyalty.

Actionable Insights

  • Conduct regular feedback sessions with your team to build trust and improve engagement, ensuring everyone feels heard and valued.

  • Implement a structured quality assessment framework for design projects to maintain high standards and align with user expectations.

  • Foster interdisciplinary collaboration by organizing teams to work closely together, breaking down silos between design, engineering, and product management.

  • Establish a system for tracking and reviewing critical user journeys to identify friction points and enhance overall user experience.

  • Prioritize quality improvements by sharing success stories that demonstrate how design enhancements can lead to measurable business growth.

Why it’s Important

The insights shared in this podcast are crucial for leaders in design and product management as they navigate the challenges of scaling their teams. Understanding the interplay between trust, quality, and collaboration can lead to more effective leadership and better business outcomes. As companies increasingly recognize the value of design, leaders must prioritize these elements to foster a culture of excellence and innovation.

What it Means for Thought Leaders

For thought leaders, the information covered in this podcast serves as a reminder of the evolving role of design in business strategy. As organizations strive for growth, the integration of design thinking into their core operations becomes essential. Leaders must advocate for design as a strategic asset rather than a mere aesthetic consideration, ensuring that it is prioritized in decision-making processes.

Key Quote

"Quality is growth, and if you think about how you can make your product easier to use and more understandable, that will drive people to use it more and have a better experience."

Based on the discussions in the podcast, one future trend is the increasing emphasis on user experience as a differentiator in competitive markets. As businesses recognize the direct impact of design on customer satisfaction and retention, we can expect a shift towards more user-centric product development processes. Additionally, the integration of design thinking into organizational culture will likely become a standard practice, with leaders prioritizing cross-disciplinary collaboration to foster innovation and agility in response to market demands.

Check out the podcast here:

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