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S1

E13

38 mins

Mar 16, 2026

Steve Ruiz: He Turned Down Adobe. Then He Shelved His Own Product.

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Steve had his bags packed for Adobe. Then he turned the job down, and went all-in on TLDraw.

We talked about studying ink on paper becoming a software superpower, "product maker fit" — trusting your gut over ROI, whether a digital canvas is still an art medium, why most software experiences haven't been discovered yet, Make Real as one of the first vibe-coding tools, open source monetization, and defining craft in 2026.

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Chapters

[00:00] - He turned down Adobe on a Friday

[01:30] - How studying ink on paper became a software superpower

[06:08] - “Product Maker Fit” — trusting your gut over ROI

[08:22] - The content creation ladder: tweets to products

[10:49] - Is a digital canvas still an art medium?

[14:42] - “Most software experiences haven’t been discovered yet”

[17:10] - When the prototype becomes the product

[19:14] - Make Real: one of the first vibe-coding tools

[21:13] - The cycling analogy — optimize for points of contact

[23:51] - tldraw’s origin and the Adobe decision

[29:19] - Open source monetization: “Just ask for money”

[31:34] - Defining craft in 2026

[34:08] - Why craft only matters for high-agency users

[36:14] - What keeps him coming back

[37:28] - My takeaways

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