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CTO Insights Podcast
Shipping Work That Matters
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Shipping Work That Matters

Ryan Singer, Author of Shape Up, breaks down the framework that challenges the way modern development is planned and managed, providing practical insights that you can implement right away.

Brought to you by: Adeva, the go-to place for hiring tech and product consultants.


Ryan Singer is the author of Shape Up, a framework that has changed the way modern leaders approach planning and managing software development. As part of the founding team of Basecamp, Ryan deeply influenced the early software-as-a-service industry. Over 17 years, he designed features used by millions and invented processes for designing, developing, and shipping software, evolving from UI Designer to Head of Strategy. He’s now fully focused on supporting product and engineering leaders to enhance the performance of their teams by implementing the Shape Up framework.

In this conversation, we explore:

  • What would a shaping team look like depending on the company's size and structure?

  • How can teams incorporate Shaping without putting the big investment of completely dumping the current methodology and process they have in place?

  • How can more junior team members thrive with the lack of detail that Shape Up promotes?

  • How does the actual shaping process work?

  • Common misconceptions about the framework and common challenges teams face.

  • How to approach work on urgent requests and bug fixes without distracting the team from the planned work?

Ryan talks a lot about time bombs, pieces of work that have a lot of unknowns that pop up during development and delay the release. He explains how shaping can minimize these, by enabling you to identify and address any “time bomb“ before starting the actual development process.

The main idea of the Shape Up framework is to involve both product and engineering in the planning phase. By discussing the scope and shaping the idea together, the team can identify potential bottlenecks or large architectural changes that are time-consuming and can delay the whole project.

With the fixed time, variable scope approach, the team is empowered to adjust the scope of the work to deliver the most value with the same time investment.

It’s a very insightful conversation and I hope it challenges the way you view traditional software development.

Listen now on Apple and Spotify.


Ryan welcomes feedback and insights from teams that are looking to incorporate the Shape Up framework in their day-to-day work. Here’s where you can get in touch with him:


This episode is brought to you by Adeva, a global talent network that connects the world’s best companies with the world’s best tech talent.

Adeva provides access to a global network of top-tier tech and product talent, ready to hit the ground running. With the ability to introduce a candidate within 24 hours and an exceptional 98% success rate on trial engagements, Adeva offers the flexibility for companies to scale their teams up or down as needed.

If you’re looking to expand your team, drive momentum in new projects, or need to backfill a role, Adeva might be the solution you need.

Learn More About Adeva

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CTO Insights
CTO Insights Podcast
CTO Insights is a podcast on engineering leadership that brings you insights from senior engineering leaders and experts on creating a culture of high performance.