The Reasoning Show

The Reasoning Show AI moves fast. Thinking clearly matters more.

The Reasoning Show cuts through the hype to explore how the smartest people in enterprise AI actually make decisions — the strategy, the tradeoffs, and the hard lessons no press release mentions.

Every week, hosts Aaron Delp and Brian Gracely sit down with the founders building the tools, investors funding the shift, and operators running AI in the real world. Not hype. Not panic. Just clear-headed conversations with people who have to make actual decisions.

Because the AI revolution isn't just happening. It's being reasoned through.

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Topics: Enterprise AI strategy · LLMs in production · AI leadership · Agentic AI · Digital Sovereignty · Machine Learning · AI startups · Cloud Computing

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The Reasoning Show

Migrating to the Cloud

September 02, 2020 • Cloudcast Media

0:00 | 33:22

Jeremy Winter (Partner Director of Azure Management at Microsoft) talks about what trends are driving migrations, how companies plan for success, useful tools & frameworks, and leading successful transitions.

SHOW: 465

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SHOW NOTES:

Topic 1 - Welcome to the show. You’ve had the opportunity to work on a number of things at Microsoft. Tell us about your current role, as well as how it’s been to see the transition at Microsoft from software company to cloud company?

Topic 2 - Lets start with the concept of migration. Is there a framework that companies use to think about what to migrate to the public cloud?

Topic 3 - Transitions and Testing feel like they are critical for any migration to be successful. How do companies manage to get through an application being in one location vs. being in the cloud?

Topic 4 - As companies think about the economics &/or ROI of migration, how do they think about all the elements involved (e.g. cost to change an application, cost savings of not owning a data center, cost to re-skill existing staff or hire new, etc..)?

Topic 5 - COVID-19 has changed everything these past 6 months. Have you seen the profile of a migration change significantly since the pandemic started, or have well-known migration profiles already in place? (e.g. different applications to migration, different pace of migration, etc.)

Topic 6 - Do you find that migrations are being driven top-down at companies, or are they decentralized by groups? How are they being organized these days?

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