Why Teams Lose Their Way at Scale with Randy Silver

EPISODE · Jan 8, 2026 · 31 MIN

Why Teams Lose Their Way at Scale with Randy Silver

from Startup Hustle

Matt is joined by product and leadership consultant Randy Silver to unpack one of the most frustrating problems in product organizations: everyone knows where they want to go, but no one knows how to actually get there.Together they explore what causes this breakdown in execution, how companies drift from product strategy to dysfunction, and what strong leadership really looks like at scale.Key Discussion PointsWhy strategy is easy—execution is the problemWhy in-shitification happensThe three organizational dysfunctions Randy sees mostWhy autonomy without alignment failsThe real root of dysfunction: unclear product strategyWhat leaders can do right now to fix the messResources & LinksRandy Silver’s consulting work https://randysilver.comFollow Randy on LinkedIn Randy SilverGood Strategy Bad Strategy by Richard Rumelt Link to BookSubscribe to the Product Driven Newsletter: https://productdriven.com/newsletterWhat Smart CTOs Are Doing Differently With Offshore Teams in 2025: https://hirefullscale.com/offshore-hiring-guide

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Why Teams Lose Their Way at Scale with Randy Silver

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