PM: Art vs Science, interview structure

Ex CPO at GitLab: Scott Williamson

Credit and Thanks: 
Based on insights from 20VC with Harry Stebbings.

Today’s Podcast Host: Harry Stebbings

Title

Hiring the Best Product People in Five Steps, Why the Best PMs are Writers

Guest

Scott Williamson

Guest Credentials

Scott Williamson was most recently the Chief Product Officer at GitLab, where he led a team of 65 across Product Management, Product Operations, Growth, Pricing, and Corporate Development functions. Prior to GitLab, he served as VP of Product for SendGrid for over six years, helping lead the company to a successful IPO and $3B acquisition by Twilio. Williamson's career path included roles in sales, strategic alliances, and product management at companies like Wily/CA before moving into product leadership.

Podcast Duration

49:25

This Newsletter Read Time

Approx. 4 mins

Brief Summary

Scott Williamson shares his insights on product management with host Harry Stebbings, discussing the evolving role of product managers and the balance between art and science in product development. Williamson emphasizes the importance of customer discovery and the need for systematic approaches in product management, while also addressing the value of an MBA in today’s tech landscape. He provides practical advice on hiring, performance management, and the significance of clear communication within product teams.

Deep Dive

In a recent podcast, Scott Williamson shared his extensive insights on product management, addressing critical questions that resonate with both aspiring and seasoned product leaders. He began by reflecting on the value of an MBA in today’s tech landscape. While he acknowledges that an MBA can provide long-term benefits, particularly for those aiming for senior roles like Chief Product Officer, he argues that it is not a prerequisite for becoming a successful product manager. Williamson emphasizes that practical experience, mentorship, and a strong understanding of the product landscape often outweigh formal education. He recalls his own journey, noting that despite his MBA, he faced stiff competition from trained product managers when he entered the field during the tech downturn of 2003.

The conversation then transitioned to the ongoing debate of whether product management is more of an art or a science. Williamson asserts that it is a blend of both, with a systematic approach to data collection being essential. He illustrates this with examples from his career, explaining that in larger organizations, data-driven methodologies may dominate, while startups often rely more on qualitative insights. He describes how a growth PM at a tech giant might operate with an 80/20 ratio of data to art, while a startup PM might find themselves in a 20/80 scenario, relying heavily on intuition and customer feedback.

Williamson emphasizes the importance of balancing these two aspects in leadership roles. He notes that effective product leaders must be able to derive insights from data while also fostering creativity within their teams. He shares that in his experience, the most successful product leaders are those who can navigate both realms, applying scientific rigor to decision-making while also encouraging innovative thinking.

A pivotal moment in a product's lifecycle is when a team transitions from an intuitive, artistic approach to a more structured, scientific methodology. Williamson suggests that this shift typically occurs once a company has established a repeatable product-market fit. He advises that once a company understands its ideal customer profile and can attract and retain users sustainably, it is time to implement more formal processes and roles within the product team.

Defining the role of a product manager, Williamson describes it as a hub function that connects external market insights with internal team dynamics. He stresses that PMs should spend significant time engaging with customers to inform their decisions, rather than being overly focused on engineering tasks. He notes that many PMs spend 95% of their time interfacing with engineering, which can lead to ill-informed product decisions. He advocates for a customer-centric approach, where PMs start with the problem rather than the solution, ensuring that product development aligns with user needs and market demands.

On the topic of hiring, Williamson advises founders to wait until they have a clear understanding of their ideal customer and product-market fit—typically around the $1 million ARR mark—before hiring their first product manager. He warns that handing off product responsibilities too early can lead to critical missteps in decision-making.

Williamson outline on a structured hiring process:

  1. Initial Screening: Conduct a 30-minute recruiter or hiring manager screen to check for basic qualifications and fit.

  2. Core Competency Assessment: The hiring manager should spend an hour with the candidate to evaluate their core competencies related to product management.

  3. Technical Knowledge Evaluation: An engineering manager should conduct an interview to assess the candidate's technical knowledge and their ability to collaborate with engineering teams.

  4. Peer Interview: Involve other product managers in a hands-on interview where the candidate collaborates on a relevant topic, testing their teamwork and problem-solving skills.

  5. Final Interview: Conduct a final interview, which may include a case question or a deeper dive into the candidate's experience and approach to product management.

Writing skills emerge as a critical competency for PMs, especially in remote work environments. Williamson notes that clear documentation fosters alignment and understanding across teams. He advocates for the use of strategy documents, such as opportunity canvases and six-pagers, to articulate product vision and direction. He emphasizes that these documents should be concise yet comprehensive, serving as a foundation for ongoing discussions and decision-making.

To manage PM performance effectively, Williamson suggests regular check-ins and feedback sessions. He advocates for a structured career development framework that outlines expectations and provides actionable feedback, ensuring that PMs know where they stand and what they need to improve. He discusses the importance of conducting effective case studies during the hiring process, where candidates are presented with hypothetical scenarios to assess their problem-solving abilities. Williamson warns against common hiring mistakes, such as over-relying on pedigree rather than actual accomplishments, and stresses the need for founders to be clear about the expectations for their product teams.

In terms of product review cycles, Williamson suggests separating reviews of ongoing work from broader product strategy discussions. This distinction allows teams to focus on immediate priorities while also maintaining a long-term vision. He advocates for codifying and sharing learnings from product reviews to ensure that insights are not lost and can inform future projects. He reflects on his early experiences as a product leader, emphasizing the importance of starting with the customer and understanding their needs. He warns that as budgets tighten and focus shifts to short-term revenue generation, product managers may find it challenging to maintain a long-term vision.

Williamson concludes by reflecting on the evolving nature of product management, emphasizing the need for PMs to adapt to changing market conditions and organizational dynamics. He encourages product leaders to prioritize customer discovery and to remain agile in their approach, ensuring that they are well-equipped to navigate the complexities of product development in today’s fast-paced environment.

Key Takeaways

  • An MBA can be beneficial for long-term career aspirations but is not essential for effective product management.

  • Successful product management requires a balance of art and science, with a systematic approach to data collection and customer insights.

  • The role of a product manager is to act as a hub between external market insights and internal team dynamics, requiring strong communication skills.

  • Hiring the first product manager should occur only after achieving a clear understanding of product-market fit.

  • Writing skills are crucial for product managers to ensure clear communication and alignment across teams.

Actionable Insights

  • Implement a structured hiring process that includes multiple interviews focused on core competencies for product managers.

  • Encourage product managers to spend at least half their time engaging with customers to inform product decisions.

  • Utilize strategy documents like opportunity canvases and six-pagers to articulate product vision and direction.

  • Conduct regular performance check-ins with product managers to provide actionable feedback and ensure alignment with expectations.

  • Foster a culture of documentation to codify learnings and insights from product reviews and team discussions.

Why it’s Important

The insights shared in this discussion highlight the evolving nature of product management and the critical skills required for success in the field. Understanding the balance between art and science in product development is essential for creating effective strategies that resonate with users. Additionally, the emphasis on hiring practices and performance management provides a roadmap for organizations looking to build strong product teams. As companies navigate increasingly competitive markets, these insights can help them make informed decisions that drive growth and innovation.

What it Means for Thought Leaders

For thought leaders, the information presented serves as a guide to understanding the complexities of product management in today’s fast-paced environment. It underscores the importance of customer-centric approaches and the need for systematic methodologies in product development. By adopting these principles, thought leaders can influence their organizations to prioritize effective product strategies that align with user needs and market demands. This knowledge positions them to lead discussions on best practices and innovations in product management.

Key Quote

"Successful product management requires a balance of art and science, with a systematic approach to data collection and customer insights."

As companies increasingly focus on data-driven decision-making, the role of product managers will likely evolve to incorporate more analytical skills and methodologies. The current economic climate, characterized by tighter budgets and a focus on immediate revenue generation, may push product teams to prioritize short-term gains over long-term vision. However, those who can effectively blend customer insights with systematic approaches will stand out as leaders in the field. The integration of AI tools in product management processes is also expected to streamline workflows and enhance decision-making capabilities.

Check out the podcast here:

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