Cloud Wars
  • Home
  • Top 10
  • CW Minute
  • CW Podcast
  • Categories
    • AI and Copilots
    • Innovation & Leadership
    • Cybersecurity
    • Data
  • Member Resources
    • Cloud Wars AI Agent
    • Digital Summits
    • Guidebooks
    • Reports
  • About Us
    • Our Story
    • Tech Analysts
    • Marketing Services
  • Summit NA
  • Dynamics Communities
  • Ask Copilot
Twitter Instagram
  • Summit NA
  • Dynamics Communities
  • AI Copilot Summit NA
  • Ask Cloud Wars
Twitter LinkedIn
Cloud Wars
  • Home
  • Top 10
  • CW Minute
  • CW Podcast
  • Categories
    • AI and CopilotsWelcome to the Acceleration Economy AI Index, a weekly segment where we cover the most important recent news in AI innovation, funding, and solutions in under 10 minutes. Our goal is to get you up to speed – the same speed AI innovation is taking place nowadays – and prepare you for that upcoming customer call, board meeting, or conversation with your colleague.
    • Innovation & Leadership
    • CybersecurityThe practice of defending computers, servers, mobile devices, electronic systems, networks, and data from malicious attacks.
    • Data
  • Member Resources
    • Cloud Wars AI Agent
    • Digital Summits
    • Guidebooks
    • Reports
  • About Us
    • Our Story
    • Tech Analysts
    • Marketing Services
    • Login / Register
Cloud Wars
    • Login / Register
Home » Why Skysolver’s ‘IT Reassurances’ Should Scare Southwest Airlines’ CEO and Board Members
Data Modernization Minute

Why Skysolver’s ‘IT Reassurances’ Should Scare Southwest Airlines’ CEO and Board Members

Wayne SadinBy Wayne SadinJanuary 18, 2023Updated:March 20, 20232 Mins Read
Facebook Twitter LinkedIn Email
To adjust the volume hover the cursor over the volume bar
Share
Facebook Twitter LinkedIn Email

In episode 43 of the Data Modernization Minute, Wayne Sadin explains how to “dig out” of technical debt at the executive level and why “IT reassurances” shared by the developers behind the software at the center of the Southwest Airlines meltdown last month should scare its CEO and board members.

Highlights

00:45 — After the Southwest Airlines incident, the company’s CEO announced that the crew scheduling program that the airline utilizes, Skysolver, will be putting out a new release that Southwest Airlines will adopt. Skysolver has already launched eight releases in the last year.

01:18 — As a 30-year CIO and board member, Wayne says that news “scared the heck out” of him — and it should scare other CEOs and board members, too. Why? If a big, monolithic software company has already put out several releases (eight in this case), that means Southwest Airlines is that many releases behind. There are hundreds — or thousands — of updates and changes to the system that Southwest Airlines is not utilizing.

Which companies are the most important vendors in data? Check out the Acceleration Economy Data Modernization Top 10 Shortlist.

02:03 — Additionally, it is likely that the company adopting the software — in this case, Southwest Airlines — modified the software to fit its needs. When new releases of software come out, it can be difficult to maintain the changes.

02:40 — In the case of the airline industry, there are many interfaces — both internal and external. Wayne emphasizes the importance of ensuring that the interfaces work, especially in an instance where software is updated. This may involve the training of employees, business partners, IT departments, and even customers.

03:40 — The problem with technical debt is that it is very expensive to fix, and the company ends up needing to make many changes — this is scary. Board members and CEOs must be asking about risk management. Wayne says that multiple (eight or nine) releases a year does not reassure him. Too many releases a year creates a lot of risk for companies.


Want more insights into all things data? Visit the Data Modernization channel:

Data Modernization Channel Logo

Board of Directors CEO data Featured Post risk Risk Management software software solution vulnerability
Share. Facebook Twitter LinkedIn Email
Analystuser

Wayne Sadin

CIO, PriceSmart
Cloud Wars Advisory Board Member

Areas of Expertise
  • Board Strategy
  • Cybersecurity
  • Digital Business
  • Website
  • LinkedIn

Wayne Sadin, a Cloud Wars analyst focused on board strategy, has had a 30-year IT career spanning logistics, financial services, energy, healthcare, manufacturing, direct-response marketing, construction, consulting, and technology. He’s been CIO, CTO, CDO, an advisor to CEOs and boards, Angel Investor, and independent director at firms ranging from start-ups to multinationals.

  Contact Wayne Sadin ...

Related Posts

Microsoft Q4 Blowout: Nadella Breaks Down Azure’s 39% Growth

August 14, 2025

Agentic AI in Marketing: Tenon CEO Ben Person Shares Key Strategies

August 14, 2025

Wells Fargo Taps Google Agentspace to Enhance Customer Experience in Banking

August 13, 2025

Larry Ellison and Oracle Beat Microsoft for Largest Tech Contract Ever: $100-Billion OpenAI Stargate Deal

August 12, 2025
Add A Comment

Comments are closed.

Recent Posts
  • Google Cloud and Atlassian Forge Multi-Year AI Partnership to Boost Productivity and Integration
  • Microsoft Advances AI Agents to Address the Scale of Phishing, Malware Threats
  • Say Goodbye to AI Hallucinations: AWS Unveils New Accuracy Tools
  • Microsoft Q4 Blowout: Nadella Breaks Down Azure’s 39% Growth
  • Agentic AI in Marketing: Tenon CEO Ben Person Shares Key Strategies

  • Ask Cloud Wars AI Agent
  • Tech Guidebooks
  • Industry Reports
  • Newsletters

Join Today

Most Popular Guidebooks and Reports

SAP Business Network: A B2B Trading Partner Platform for Resilient Supply Chains

July 10, 2025

Using Agents and Copilots In M365 Modern Work

March 11, 2025

AI Data Readiness and Modernization: Tech and Organizational Strategies to Optimize Data For AI Use Cases

February 21, 2025

Special Report: Cloud Wars 2025 CEO Outlook

February 12, 2025

Advertisement
Cloud Wars
Twitter LinkedIn
  • Home
  • About Us
  • Privacy Policy
  • Get In Touch
  • Marketing Services
  • Do not sell my information
© 2025 Cloud Wars.

Type above and press Enter to search. Press Esc to cancel.

  • Login
Forgot Password?
Lost your password? Please enter your username or email address. You will receive a link to create a new password via email.
body::-webkit-scrollbar { width: 7px; } body::-webkit-scrollbar-track { border-radius: 10px; background: #f0f0f0; } body::-webkit-scrollbar-thumb { border-radius: 50px; background: #dfdbdb }