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    News

    The Enterprise AI Show

    The Enterprise AI Show explores the AI journey for Enterprise companies around the world.  [formerly The Cloudcast] 

    As the AI revolution moves from experimentation to execution, The Enterprise AI Show provides the clarity needed to lead. Join Aaron Delp and Brian Gracely as they explore the intersection of generative AI, enterprise systems, and global business strategy. Each episode features clear-headed conversations with the people making actual decisions—founders, investors, and practitioners—focusing on the technical architectures and business models that drive real-world ROI.

    New shows every Wednesday and Sunday. 

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

    Advertise

    Copyright: © 2024 Massive Studios

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    Latest Episodes:
    Clouds, Chaos and Change Sep 05, 2021
    Show notes

    The next 12-18 months are going to be all about changes, chaos and a three-ring circus between the major cloud providers. The status quo is likely going to change, as plenty of new names and faces, and big money, try to steer these giant ships.

    SHOW: 546

    CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw

    CHECK OUT OUR NEW PODCAST - "CLOUDCAST BASICS"

    SHOW SPONSORS:

    • Register for Cisco Magnetic Cloud
    • AWS Data Backup for Dummies (Veeam)
    • Choose Your Own Cloud Adventure with Veeam and AWS
    • CloudZero - Cloud Cost Intelligence for Engineering Teams


    SHOW NOTES:

    • Castles in the Cloud (Greylock VC)
    • Rising Tension between AWS and Partners (Business Insider)
    • Microsoft hired ex-AWS executive Charlie Bell

    ARE THE BIG CLOUDS TOO BIG TO DISRUPT?

    It’s very difficult to sustain success in business, especially in highly competitive markets. And the market dynamics of today are ripe for change.

    HOW DOES CHANGE HAPPEN FOR THE MARKET LEADERS

    • Leadership changes at the top.
    • Growth expectations exceed the company’s ability to scale growth.
    • The people that lead the original growth leave the company.
    • The people that backfill don’t have the same skills or mindset to succeed at the same level.
    • Competitors start to find new pressure points.
    • Companies move from products to solutions as the market evolves from early-adopters to mainstream and laggards.
    • Big money makes people make big decisions (outside your company) - going to “change the world”

    FEEDBACK?

    • Email: show at the cloudcast dot net
    • Twitter: @thecloudcastnet

    FEEDBACK?

    • Email: show @ the enterprise ai show dot com
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow

    We’ve All Become The Cloudcast Sep 01, 2021
    Show notes

    Aaron and Brian discuss how the on-going pandemic is creating a permanent habit of working remotely, and the challenges of trying to learn technology with less free time.

    SHOW: 545

    CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw

    CHECK OUT OUR NEW PODCAST - "CLOUDCAST BASICS"

    SHOW SPONSORS:

    • Register for Cisco Magnetic Cloud
    • CBT Nuggets: Expert IT Training for individuals and teams
    • Sign up for a CBT Nuggets Free Learner account
    • Spot by NetApp
    • More Cloud, Less Cost (Spot by NetApp)

    SHOW NOTES:

    • Tips for Working From Home (Cloudcast #442)
    • How long does it take to create a habit?
    • Cloudcast Basics (Cloud-101 podcast series)

    Topic 1 - Origin story of The Cloudcast (brief)

    Topic 2 - It’s now been 529 days since the world shut down (in the US). How many Zoom calls have you attended in that time?

    Topic 3 - “It can take anywhere from 18 to 254 days for a person to form a new habit and an average of 66 days for a new behavior to become automatic.” What new, work-related habits have you formed?

    Topic 4 - How do you expect people to keep up with new technologies?

    Topic 5 - We’re at a weird stage, where lots of people say that they want to work-from-home (full or part-time), for various reasons (e.g. avoid commutes, cube-mates chews too loud, etc.), but also claim to be more burned out. Do you think people will take the time to learn new stuff?

    Topic 6 - Has the pandemic changed anything about how you’re effective? Do you think it’ll be permanent, or do you still have the “we’ll get back to normal” mindset?

    Topic 7 - Any tips or tricks to be an effective remote worker and tech leader?

    FEEDBACK?

    • Email: show at the cloudcast dot net
    • Twitter: @thecloudcastnet

    FEEDBACK?

    • Email: show @ the enterprise ai show dot com
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow

    What does Security even mean anymore Aug 29, 2021
    Show notes

    Security has been in the news quite a bit lately, both for failures and funding. But does security even matter anymore? Nobody knows.

    SHOW: 544

    CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw

    CHECK OUT OUR NEW PODCAST - "CLOUDCAST BASICS"

    SHOW SPONSORS:

    • Teleport Access Plane: Quickly access any computing resource anywhere
    • Try Teleport for free
    • CloudZero - Cloud Cost Intelligence for Engineering Teams

    SHOW NOTES:

    • Coverage of recent Security commitments from Cloud Providers
    • 2021 Top Security Breaches (Part I, Part II)
    • The State of Cloud Security Report (2021)
    • Microsoft warns thousands of cloud customers of exposed databases

    DOES ANYONE ACTUALLY CARE ABOUT SECURITY?

    “This is the worst cloud vulnerability you can imagine.”

    WHAT IS THE PENALTY FOR BEING BAD AT SECURITY?

    The State of Cloud Security 2021 Report highlights several alarming facts, including:

    • 36% of companies suffered a serious cloud data leak or breach in the past 12 months
    • 8 out of 10 are worried that they’re vulnerable to a major misconfiguration breach
    • 64% say the problem will get worse or stay the same

    Every company makes security a massive part of every purchasing decision. And yet the market doesn’t seem to do anything when a massive breach happens. How is this still the state of security?

    FEEDBACK?

    • Email: show at the cloudcast dot net
    • Twitter: @thecloudcastnet

    FEEDBACK?

    • Email: show @ the enterprise ai show dot com
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow

    Hiring a VP of Engineering Aug 25, 2021
    Show notes

    Jason Warner (@jasoncwarner, MD @redpointvc), a veteran of GitHub, Heroku and Canonical, talks about the process and challenges of hiring a VP of Engineering.

    SHOW: 543

    CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw

    CHECK OUT OUR NEW PODCAST - "CLOUDCAST BASICS"

    SHOW SPONSORS:

    • Spot by NetApp
    • More Cloud, Less Cost (Spot by NetApp)
    • CBT Nuggets: Expert IT Training for individuals and teams
    • Sign up for a CBT Nuggets Free Learner account

    SHOW NOTES:

    • Jason Warner joins RedPoint Ventures (Forbes)
    • Jason Warner, CTO at GittHub (Forbes)


    Topic 1 - Welcome to the show. Tell us a little bit about your background prior to Redpoint VC and what you’re now focused on in the VC world.

    Topic 2 - Let’s start with “Why do you need to hire a VP of Engineering?” When does it matter as an early-stage startup, and why does it matter when a company is larger? {high leverage}

    Topic 3 - What are you looking for in that hire? What is your process for creating a potential list of candidates? What criteria are most important for you to evaluate? {curve bender}

    Topic 4 - We hear a lot about “engineering interviews” (technical). How much of that is involved in your hiring process, and how are you measuring the other disciplines that are needed for this role?

    Topic 5 - If you’re hiring from the outside, how much do you involve the engineering and product teams, and how do you think about the value of internal-knowledge vs. external-knowledge?

    Topic 6 - Once you identify the candidate, what steps do you take to encourage early success? How do you measure on-going activities?

    Topic 7 - What advice do you have for people that are interviewing for these roles?
    FEEDBACK?

    • Email: show at the cloudcast dot net
    • Twitter: @thecloudcastnet


    FEEDBACK?

    • Email: show @ the enterprise ai show dot com
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow

    The End of the Cloud Honeymoon Aug 22, 2021
    Show notes

    Cloud Computing has been around for more than a decade. It has generated tremendous growth and reshaped the tech industry. But is the “Cloud Honeymoon“ about to be over?

    SHOW: 542

    CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw

    CHECK OUT OUR NEW PODCAST - "CLOUDCAST BASICS"

    SHOW SPONSORS:

    • CloudZero - Cloud Cost Intelligence for Engineering Teams
    • Datadog Database Monitoring: Modern Monitoring and Analytics
    • Get started monitoring performance analytics from any database with a free 14 day Datadog trial. Listeners of The Cloudcast will also receive a free Datadog T-shirt.
    • Teleport Access Plane: Quickly access any computing resource anywhere
    • Try Teleport for free

    SHOW NOTES:

    • The honeymoon is over for Cloud Computing (Business Insider, August 2021)
    • Repatriation and Cloud Cost Management (Cloudcast, Eps. 520)
    • Is the public cloud growing fast enough? (Cloudcast, Eps.511)

    WHAT HAPPENS IF THE HONEYMOON IS ACTUALLY OVER?

    A recent article claimed that (public) Cloud Computing is moving into the next phase of maturity, and it will cause challenges for “the big three” cloud computing companies (AWS, Azure, GCP).

    WHAT HAPPENS NEXT, AS CLOUD COMPUTING MOVES INTO THE NEXT PHASE?

    • The Cost of Cloud, a Trillion Dollar Paradox (a16z)
    • Morgan Stanley CIO survey - Will keep more data in data centers (after pandemic)
    • Gartner report - company are moving away from “cloud first”

    MARKET DYNAMICS

    • The market is much more competitive than 10years ago, but they don’t have to convince customers that public cloud is viable anymore.
    • Legacy Applications move to SaaS; Cloud-native Apps move to Public Cloud
    • Migrations? Lift & Shift? Something simpler?
    • Competitive consolidation has already happened (AWS, Azure, GCP).
    • Cloud vendors have eaten parts of their ecosystem (see: Open Source)
    • Price wars haven’t really happened yet.
    • Cloud providers are trying to train the next generation of customers.
    • We haven’t seen the cloud businesses leverage the other parts of the business (much) yet.
    • Hybrid Cloud | Multi-Cloud 2.0 is coming, on purpose or accidentally

    FEEDBACK?

    • Email: show at the cloudcast dot net
    • Twitter: @thecloudcastnet

    FEEDBACK?

    • Email: show @ the enterprise ai show dot com
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow

    Making Front-End Development Simpler Aug 18, 2021
    Show notes

    Guillermo Rauch (@rauchg, CEO at @vercel) talks about simplifying life for front-end developers, the Next.js JavaScript framework, and the balance between great developers, great teams and great collaboration.

    SHOW: 541

    CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw

    CHECK OUT OUR NEW PODCAST - "CLOUDCAST BASICS"

    SHOW SPONSORS:

    • CBT Nuggets: Expert IT Training for individuals and teams
    • Sign up for a CBT Nuggets Free Learner account
    • Spot by NetApp
    • More Cloud, Less Cost (Spot by NetApp)

    SHOW NOTES:

    • Vercel (Homepage)
    • Next.js Framework (Homepage)


    Topic 1 - Welcome to the show. Tell us a little bit about your background as a developer and entrepreneur. How did you eventually get to be leading Vercel?

    Topic 2 - Vercel is a platform that’s designed to make life better for front-end developers. As a developer, how do you get in the head of what other developers want and need?

    Topic 3 - With so many choices of languages, frameworks, clouds, etc., what do you find are the most important things about your platform to focus on?

    Topic 4 - Is the goal to create great developers, or great collaborative environments, or do you primarily focus on the end result (e.g. great websites) and work backwards?

    Topic 5 - Let’s talk about Next.js and why it’s grown in popularity with developers.

    Topic 6 - What are some of the areas that are evolving or exciting for front-end developers over the next couple years?


    FEEDBACK?

    • Email: show @ the enterprise ai show dot com
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow

    Looking for a new Cloud job Aug 15, 2021
    Show notes

    This time of year, many people in the tech industry look to change jobs. What are some tips and tricks if you’re looking for roles in Cloud Computing?

    SHOW: 540

    CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw

    CHECK OUT OUR NEW PODCAST - "CLOUDCAST BASICS"

    SHOW SPONSORS:

    • Datadog Monitoring: Modern Monitoring and Analytics
      Start monitoring your infrastructure, applications, logs and security in one place with a free 14 day Datadog trial. Listeners of The Cloudcast will also receive a free Datadog T-shirt.
    • Teleport Access Plane: Quickly access any computing resource anywhere
    • Try Teleport for free
    • CloudZero - Cloud Cost Intelligence for Engineering Teams

    LEARNING CLOUD COMPUTING:

    Here are some great places to begin your cloud journey, if you're interested in getting hands-on experience with the technology, or you'd like to build your skills towards a certification.

    • CBT Nuggets - Training and Certifications
    • A Cloud Guru - Training and Certifications
    • Cloud Academy - Training and Certifications
    • Katakoda - Self-Paced, Interactive Learning
    • GitHub - Code Samples and Collaboration

    SHOW NOTES:

    • How long to stay in a tech job
    • Tech Salary Report (Dice, 2021)
    • Best Tech Cities (Learn to Code)


    WHY DO PEOPLE CHANGE JOBS THIS TIME OF YEAR?

    Many companies are in Q3/Q4. Oftentimes they are re-adjusting for the year, or planning for the next year. The fall trade shows (VMworld, re:Invent, etc.) are happening.

    TECHNICAL SKILLS, PEOPLE SKILLS, and PICKING PRIORITIES

    • People are staying in their jobs shorter
    • More companies are being flexible about where you work - but stay tuned!
    • Certifications are always valuable, and easier to get than ever
    • Explore different roles, based on the skills you have and the skills you’d like to evolve
    • Understand the tradeoffs between Salary, Location, Travel, Hours, Flexibility, etc.
    • It’s useful to have a broad set of skills, but eventually it’s useful to narrow the list of expertises.
    • Evaluate the individual team as much as the company.


    FEEDBACK?

    • Email: show at the cloudcast dot net
    • Twitter: @thecloudcastnet

    FEEDBACK?

    • Email: show @ the enterprise ai show dot com
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow

    The Opportunity for Data at the Edge Aug 11, 2021
    Show notes

    Simon Crosby (@simoncrosby, CTO @Swim) talks about how to understand the new business models and application uses of data capture and analytics at the edge.

    SHOW: 539
    CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw
    CHECK OUT OUR NEW PODCAST - "CLOUDCAST BASICS"
    SHOW SPONSORS:

    • Spot by NetApp
    • More Cloud, Less Cost (Spot by NetApp)
    • CBT Nuggets: Expert IT Training for individuals and teams
    • Sign up for a CBT Nuggets Free Learner account

    SHOW NOTES:

    • Swim.ai (homepage)
    • The Cloudcast #344 - Bringing AI to the Edge

    Topic 1 - Welcome back to the show. Former founder of XenSource and Bromium, now the CTO at Swim. You’ve always been at the forefront of solving complex challenges, so where is your focus these days?

    Topic 2 - We’ve been covering “real-time” with a number of guests this year, but we don’t always connect the technology to the business outcomes. Where are we today, as an industry, of connecting this more fast-moving data with our ability to understand it in the context of business?

    Topic 3 - As you’re seeing real-time data and persistent data mixed together, how are those teams organized for success (or failure)?

    Topic 4 - What are some of the common misperceptions that you see about how to best handle either data at the edge, or streaming data?

    Topic 5 - Swim is helping companies create real-time representations of their environments. What are some of the unique capabilities that you’ve seen this enable for companies?

    Topic 6 - How are some of the most important things that companies can do to enable the opportunity with real-time data?

    FEEDBACK?

    • Email: show at thecloudcast dot net
    • Twitter: @thecloudcastnet

    FEEDBACK?

    • Email: show @ the enterprise ai show dot com
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow

    The Cost of App Modernization Aug 08, 2021
    Show notes

    There’s lots of talk about application migration and modernization, often in the context of digital transformation. But what all is involved in an application transformation, and how do you measure success?

    SHOW: 538
    CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw
    CHECK OUT OUR NEW PODCAST - "CLOUDCAST BASICS"

    SHOW SPONSORS:

    • Teleport Access Plane: Quickly access any computing resource anywhere
    • Try Teleport for free
    • CloudZero - Cloud Cost Intelligence for Engineering Teams
    • Datadog Application Monitoring: Modern Application Performance Monitoring
    • Get started monitoring service dependencies to eliminate latency and errors and enhance your users experience with a free 14 day Datadog trial. Listeners of The Cloudcast will also receive a free Datadog T-shirt.

    SHOW NOTES:

    • Eps.537 - Application Modernization and Migration (Konveyor Project)
    • Cloudcast Basics - Cloud Economics
    • Cost to Modernize Legacy Software
    • The Perils of Not Modernizing Applications
    • Reasons to Modernize Your Applications


    WHY DO COMPANIES MODERNIZE OR MIGRATE APPLICATIONS

    When we look at Application Modernization or Migrations, it’s too easy to look at the technologies involved. But what is the business motivation for the change?


    HARD COSTS AND SOFT COST CONSIDERATIONS OF MODERNIZATION

    • Why make the change? Technology EoL. Industry standards are changing. Systems not able to keep up (performance). Unable to maintain the current system (people/skills). Crippling technical debt (economic).
    • Own the change or outsource the change?
    • Own the change - Have the code? Have the free resources? Have the ability to run parallel systems?
    • Outsource the change - More expensive. Must be well scoped and managed. Must have the right financial incentives.
    • Own the future or outsource the future?
    • Own the future - staffed for DevOps, DevSecOps, embracing new technologies, etc.
    • Outsource the future - SaaS options. Sell off the application to a 3rd-party and buy it back. On-going outsourcing contracts.


    FEEDBACK?

    • Email: show at the cloudcast dot net
    • Twitter: @thecloudcastnet

    FEEDBACK?

    • Email: show @ the enterprise ai show dot com
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow

    Application Modernization and Migration Aug 04, 2021
    Show notes

    James Labocki (@jameslabocki, Sr. Dir. Product Mgmt @RedHat) talks about Application Modernization and Migrations, the Konveyor OSS community, and moving apps towards cloud-native.

    SHOW: 537
    CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw
    CHECK OUT OUR NEW PODCAST - "CLOUDCAST BASICS"
    SHOW SPONSORS:

    • Spot by NetApp
    • More Cloud, Less Cost (Spot by NetApp)
    • CBT Nuggets: Expert IT Training for individuals and teams
    • Sign up for a CBT Nuggets Free Learner account


    SHOW NOTES:

    • Konveyor homepage
    • Konveyor projects (GitHub)
    • Migrating Applications to the Cloud: Rehost, Refactor, Revise, Rebuild, or Replace?


    Topic 1 - Welcome to the show. Tell us a little bit about your background and how you got focused on Application Modernization?

    Topic 2 - Let’s begin by talking about the basics of Application Modernization and Migration. How do companies think about it, rationalize it, and ultimately act on it?

    Topic 3 - There are many ways to modernize applications. Let’s talk about the Konveyor community and the associated projects.

    Topic 4 - Walk us through some of the experiences you’ve seen or heard from companies going through these migrations.

    Topic 5 - What are some of the lessons learned over the past year of focusing on this?

    Topic 6 - How can people get engaged with the Konveyor community?


    FEEDBACK?

    • Email: show @ the enterprise ai show dot com
    • Bluesky: @TheEntAIShow.bsky.social
    • Twitter/X: @TheEntAIShow
    • Instagram: @TheEntAIShow

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